Reverse prenyl transferases exhibit poor facial discrimination in the biosynthesis of paraherquamide A, brevianamide A, and austamide

Journal of the American Chemical Society

Volumn 122, Issue 38, 2000, Pages 9089-9098

  Stocking, Emily M ^a   Williams, Robert M ^a   Sanz Cervera, Juan F ^b  

^a Department of Environmental and Radiological Health Sciences   (United States)

^b UNIVERSITY OF VALENCIA   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

ACETIC ACID; AUSTAMIDE; BREVIANAMIDE A; DIMETHYLALLYLTRANSFERASE; INDOLE; INDOLE ALKALOID; METHYL GROUP; PARAHERQUAMIDE A; PYROPHOSPHATE; UNCLASSIFIED DRUG;

ARTICLE; ASPERGILLUS USTUS; BIOSYNTHESIS; CHEMICAL MODIFICATION; CHEMICAL STRUCTURE; CONFORMATIONAL TRANSITION; NONHUMAN; PENICILLIUM; PRENYLATION; REACTION ANALYSIS; STEREOSPECIFICITY;

EID: 0034721436     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja993593q     Document Type: Article

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54. Roqufortine: (a) Scott, P. M.; Merrien, M.; Polonsky, J. Experientia 1976, 32, 140-142. Echinulin: (b) Quilico, A.; Panizzi, L. Chem. Ber. 1943, 76, 348-358. (c) Quilico, A. Res. Prog. Org. Biol. Med. Chem. 1964, 1, 1964. Flustramines: (d) Carle, J. S.; Christophersen, C. J. Am. Chem. Soc. 1979, 101, 4012-4013. (e) Carle, J. S.; Christophersen, C. J. Org. Chem 1980, 45, 1586-1589. (f) Wulff, P.; Carle, J. S.; Christophersen, C. J. Chem. Soc., Perkin Trans. 1 1981, 2895-2898. (g) Carle, J. S.; Christophersen, C. J. Org. Chem. 1981, 46, 3440-3443. (h) Wulff, P.; Carle, J. S.; Christophersen, C. Comp. Biochem. Physiol. B 1982, 71B, 523-524. (i) Sjoeblom, T.; Lars, B.; Carsten, C. Acta Pharm. Suec. 1983, 20(6), 415- 418. (j) Wright, J. L. C. J. Nat. Prod. 1984, 47, 893-895. (k) Christophersen, C. Acta Chem. Scand., Ser. B 1985, B39, 517-529. (l) Laycock, M. V.; Wright, J. L. C.; Findlay, J. A.; Patil, A. D. Can. J. Chem. 1986, 64, 1312-1316. Ardeemins: (m) Karnowski, J. P, Jackson, M.; Rasmussen, R. R.; Humphrey, P. E.; Poddig, J. B.; Kohl, W. L.; Scherr, M. H.; Kadam, S.; McAlpine, J. B. J. Antibiot. 1993, 116, 11143-11144. (n) Chou, T.-C.; Depew, K. M.; Zheng, Y.-H.; Safer, M. L.; Chan, D.; Helfrich, B.; Zatorska, D.; Zatorski, A.; Bornmann, W.; Danishefsky, S. J. Proc. Natl. Acad. Sci. U.S.A. 1998, 95, 8369-8374. Amauromine: (o) Takase, S ; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tetrahedron 1985, 41, 3307-3048. (p) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tetrahedron Lett. 1984, 25, 4673-4676. (q) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. J. Antibiot. 1984, 37, 1320-1323. (r) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tennen Yuki Kagobutsu Toronkai Koen Yoshishu 1983, 26th, 94-101. Verrucofortine: (s) Hodge, R. P.; Harris, C. M.; Harris T. M. J. Nat. Prod. 1988, 51, 66-73. Gypsetin: (t) Shinohara, C.; Hasumi, K.; Takei, Y.; Endo, A. J. Antibiot. 1994, 47, 163-167. (u) Nuber, B.; Hansske, F. J. Antibiot. 1994, 47, 168-172. Okaramines: (v) Hayashi, H.; Takiuchi, K.; Murao, S.; Arai, M. Agric. Biol. Chem. 1989, 53, 461-469. (w) Hayashi, H.; Fujiwara, S.; Murao, S.; Arai, M. Agric. Biol. Chem. 1991, 55, 3143-3145. Hayashi, H.; Asabu, Y.; Murao, S.; Arai, M. Biosci. Biotechnol. Biochem. 1995, 59, 246-250. (y) Hayashi, H.; Sakaguchi, A. Biosci. Biotechnol. Biochem. 1998, 62, 804-806. (z) Hayashi, H.; Furutsuka, K.; Shiono, Y. J. Nat. Prod. 1999, 62, 315-317. (aa) Shiono, Y.; Akiyama, K.; Hayashi, H. Biosci. Biotechnol. Biochem. 1999, 63, 1910-1920. (bb) Shiono, Y.; Akiyama, K.; Hayashi, H. Biosci. Biotechnol. Biochem. 2000, 64, 103-110. Oxaline: (cc) Nagel, D. W.; Pachler, K. G. R.; Steyn, P. S.; Wessels, P. L.; Gafner, G.; Kruger, G. J. J. Chem. Soc., Chem. Commun. 1974, 1021-1022. (dd) Nagel, D. W.; Pachler, K. G. R.; Steyn, P. S.; Vleggaar, R.; Wessels, P. L. Tetrahedron 1976, 32, 2625-2631. Aszonalenin: (ee) Kimura, Y.; Hamasaki, T.; Nakajima, H.; Isogai, A. Tetrahedron Lett. 1982, 23, 225-228. (ff) Bhat, B.; Harrison, D. M.; Lamont, H. M. Tetrahedron 1993, 49, 10655-10662.
55. Roqufortine: (a) Scott, P. M.; Merrien, M.; Polonsky, J. Experientia 1976, 32, 140-142. Echinulin: (b) Quilico, A.; Panizzi, L. Chem. Ber. 1943, 76, 348-358. (c) Quilico, A. Res. Prog. Org. Biol. Med. Chem. 1964, 1, 1964. Flustramines: (d) Carle, J. S.; Christophersen, C. J. Am. Chem. Soc. 1979, 101, 4012-4013. (e) Carle, J. S.; Christophersen, C. J. Org. Chem 1980, 45, 1586-1589. (f) Wulff, P.; Carle, J. S.; Christophersen, C. J. Chem. Soc., Perkin Trans. 1 1981, 2895-2898. (g) Carle, J. S.; Christophersen, C. J. Org. Chem. 1981, 46, 3440-3443. (h) Wulff, P.; Carle, J. S.; Christophersen, C. Comp. Biochem. Physiol. B 1982, 71B, 523-524. (i) Sjoeblom, T.; Lars, B.; Carsten, C. Acta Pharm. Suec. 1983, 20(6), 415- 418. (j) Wright, J. L. C. J. Nat. Prod. 1984, 47, 893-895. (k) Christophersen, C. Acta Chem. Scand., Ser. B 1985, B39, 517-529. (l) Laycock, M. V.; Wright, J. L. C.; Findlay, J. A.; Patil, A. D. Can. J. Chem. 1986, 64, 1312-1316. Ardeemins: (m) Karnowski, J. P, Jackson, M.; Rasmussen, R. R.; Humphrey, P. E.; Poddig, J. B.; Kohl, W. L.; Scherr, M. H.; Kadam, S.; McAlpine, J. B. J. Antibiot. 1993, 116, 11143-11144. (n) Chou, T.-C.; Depew, K. M.; Zheng, Y.-H.; Safer, M. L.; Chan, D.; Helfrich, B.; Zatorska, D.; Zatorski, A.; Bornmann, W.; Danishefsky, S. J. Proc. Natl. Acad. Sci. U.S.A. 1998, 95, 8369-8374. Amauromine: (o) Takase, S ; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tetrahedron 1985, 41, 3307-3048. (p) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tetrahedron Lett. 1984, 25, 4673-4676. (q) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. J. Antibiot. 1984, 37, 1320-1323. (r) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tennen Yuki Kagobutsu Toronkai Koen Yoshishu 1983, 26th, 94-101. Verrucofortine: (s) Hodge, R. P.; Harris, C. M.; Harris T. M. J. Nat. Prod. 1988, 51, 66-73. Gypsetin: (t) Shinohara, C.; Hasumi, K.; Takei, Y.; Endo, A. J. Antibiot. 1994, 47, 163-167. (u) Nuber, B.; Hansske, F. J. Antibiot. 1994, 47, 168-172. Okaramines: (v) Hayashi, H.; Takiuchi, K.; Murao, S.; Arai, M. Agric. Biol. Chem. 1989, 53, 461-469. (w) Hayashi, H.; Fujiwara, S.; Murao, S.; Arai, M. Agric. Biol. Chem. 1991, 55, 3143-3145. Hayashi, H.; Asabu, Y.; Murao, S.; Arai, M. Biosci. Biotechnol. Biochem. 1995, 59, 246-250. (y) Hayashi, H.; Sakaguchi, A. Biosci. Biotechnol. Biochem. 1998, 62, 804-806. (z) Hayashi, H.; Furutsuka, K.; Shiono, Y. J. Nat. Prod. 1999, 62, 315-317. (aa) Shiono, Y.; Akiyama, K.; Hayashi, H. Biosci. Biotechnol. Biochem. 1999, 63, 1910-1920. (bb) Shiono, Y.; Akiyama, K.; Hayashi, H. Biosci. Biotechnol. Biochem. 2000, 64, 103-110. Oxaline: (cc) Nagel, D. W.; Pachler, K. G. R.; Steyn, P. S.; Wessels, P. L.; Gafner, G.; Kruger, G. J. J. Chem. Soc., Chem. Commun. 1974, 1021-1022. (dd) Nagel, D. W.; Pachler, K. G. R.; Steyn, P. S.; Vleggaar, R.; Wessels, P. L. Tetrahedron 1976, 32, 2625-2631. Aszonalenin: (ee) Kimura, Y.; Hamasaki, T.; Nakajima, H.; Isogai, A. Tetrahedron Lett. 1982, 23, 225-228. (ff) Bhat, B.; Harrison, D. M.; Lamont, H. M. Tetrahedron 1993, 49, 10655-10662.
56. Roqufortine: (a) Scott, P. M.; Merrien, M.; Polonsky, J. Experientia 1976, 32, 140-142. Echinulin: (b) Quilico, A.; Panizzi, L. Chem. Ber. 1943, 76, 348-358. (c) Quilico, A. Res. Prog. Org. Biol. Med. Chem. 1964, 1, 1964. Flustramines: (d) Carle, J. S.; Christophersen, C. J. Am. Chem. Soc. 1979, 101, 4012-4013. (e) Carle, J. S.; Christophersen, C. J. Org. Chem 1980, 45, 1586-1589. (f) Wulff, P.; Carle, J. S.; Christophersen, C. J. Chem. Soc., Perkin Trans. 1 1981, 2895-2898. (g) Carle, J. S.; Christophersen, C. J. Org. Chem. 1981, 46, 3440-3443. (h) Wulff, P.; Carle, J. S.; Christophersen, C. Comp. Biochem. Physiol. B 1982, 71B, 523-524. (i) Sjoeblom, T.; Lars, B.; Carsten, C. Acta Pharm. Suec. 1983, 20(6), 415- 418. (j) Wright, J. L. C. J. Nat. Prod. 1984, 47, 893-895. (k) Christophersen, C. Acta Chem. Scand., Ser. B 1985, B39, 517-529. (l) Laycock, M. V.; Wright, J. L. C.; Findlay, J. A.; Patil, A. D. Can. J. Chem. 1986, 64, 1312-1316. Ardeemins: (m) Karnowski, J. P, Jackson, M.; Rasmussen, R. R.; Humphrey, P. E.; Poddig, J. B.; Kohl, W. L.; Scherr, M. H.; Kadam, S.; McAlpine, J. B. J. Antibiot. 1993, 116, 11143-11144. (n) Chou, T.-C.; Depew, K. M.; Zheng, Y.-H.; Safer, M. L.; Chan, D.; Helfrich, B.; Zatorska, D.; Zatorski, A.; Bornmann, W.; Danishefsky, S. J. Proc. Natl. Acad. Sci. U.S.A. 1998, 95, 8369-8374. Amauromine: (o) Takase, S ; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tetrahedron 1985, 41, 3307-3048. (p) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tetrahedron Lett. 1984, 25, 4673-4676. (q) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. J. Antibiot. 1984, 37, 1320-1323. (r) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tennen Yuki Kagobutsu Toronkai Koen Yoshishu 1983, 26th, 94-101. Verrucofortine: (s) Hodge, R. P.; Harris, C. M.; Harris T. M. J. Nat. Prod. 1988, 51, 66-73. Gypsetin: (t) Shinohara, C.; Hasumi, K.; Takei, Y.; Endo, A. J. Antibiot. 1994, 47, 163-167. (u) Nuber, B.; Hansske, F. J. Antibiot. 1994, 47, 168-172. Okaramines: (v) Hayashi, H.; Takiuchi, K.; Murao, S.; Arai, M. Agric. Biol. Chem. 1989, 53, 461-469. (w) Hayashi, H.; Fujiwara, S.; Murao, S.; Arai, M. Agric. Biol. Chem. 1991, 55, 3143-3145. Hayashi, H.; Asabu, Y.; Murao, S.; Arai, M. Biosci. Biotechnol. Biochem. 1995, 59, 246-250. (y) Hayashi, H.; Sakaguchi, A. Biosci. Biotechnol. Biochem. 1998, 62, 804-806. (z) Hayashi, H.; Furutsuka, K.; Shiono, Y. J. Nat. Prod. 1999, 62, 315-317. (aa) Shiono, Y.; Akiyama, K.; Hayashi, H. Biosci. Biotechnol. Biochem. 1999, 63, 1910-1920. (bb) Shiono, Y.; Akiyama, K.; Hayashi, H. Biosci. Biotechnol. Biochem. 2000, 64, 103-110. Oxaline: (cc) Nagel, D. W.; Pachler, K. G. R.; Steyn, P. S.; Wessels, P. L.; Gafner, G.; Kruger, G. J. J. Chem. Soc., Chem. Commun. 1974, 1021-1022. (dd) Nagel, D. W.; Pachler, K. G. R.; Steyn, P. S.; Vleggaar, R.; Wessels, P. L. Tetrahedron 1976, 32, 2625-2631. Aszonalenin: (ee) Kimura, Y.; Hamasaki, T.; Nakajima, H.; Isogai, A. Tetrahedron Lett. 1982, 23, 225-228. (ff) Bhat, B.; Harrison, D. M.; Lamont, H. M. Tetrahedron 1993, 49, 10655-10662.
57. Roqufortine: (a) Scott, P. M.; Merrien, M.; Polonsky, J. Experientia 1976, 32, 140-142. Echinulin: (b) Quilico, A.; Panizzi, L. Chem. Ber. 1943, 76, 348-358. (c) Quilico, A. Res. Prog. Org. Biol. Med. Chem. 1964, 1, 1964. Flustramines: (d) Carle, J. S.; Christophersen, C. J. Am. Chem. Soc. 1979, 101, 4012-4013. (e) Carle, J. S.; Christophersen, C. J. Org. Chem 1980, 45, 1586-1589. (f) Wulff, P.; Carle, J. S.; Christophersen, C. J. Chem. Soc., Perkin Trans. 1 1981, 2895-2898. (g) Carle, J. S.; Christophersen, C. J. Org. Chem. 1981, 46, 3440-3443. (h) Wulff, P.; Carle, J. S.; Christophersen, C. Comp. Biochem. Physiol. B 1982, 71B, 523-524. (i) Sjoeblom, T.; Lars, B.; Carsten, C. Acta Pharm. Suec. 1983, 20(6), 415- 418. (j) Wright, J. L. C. J. Nat. Prod. 1984, 47, 893-895. (k) Christophersen, C. Acta Chem. Scand., Ser. B 1985, B39, 517-529. (l) Laycock, M. V.; Wright, J. L. C.; Findlay, J. A.; Patil, A. D. Can. J. Chem. 1986, 64, 1312-1316. Ardeemins: (m) Karnowski, J. P, Jackson, M.; Rasmussen, R. R.; Humphrey, P. E.; Poddig, J. B.; Kohl, W. L.; Scherr, M. H.; Kadam, S.; McAlpine, J. B. J. Antibiot. 1993, 116, 11143-11144. (n) Chou, T.-C.; Depew, K. M.; Zheng, Y.-H.; Safer, M. L.; Chan, D.; Helfrich, B.; Zatorska, D.; Zatorski, A.; Bornmann, W.; Danishefsky, S. J. Proc. Natl. Acad. Sci. U.S.A. 1998, 95, 8369-8374. Amauromine: (o) Takase, S ; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tetrahedron 1985, 41, 3307-3048. (p) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tetrahedron Lett. 1984, 25, 4673-4676. (q) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. J. Antibiot. 1984, 37, 1320-1323. (r) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tennen Yuki Kagobutsu Toronkai Koen Yoshishu 1983, 26th, 94-101. Verrucofortine: (s) Hodge, R. P.; Harris, C. M.; Harris T. M. J. Nat. Prod. 1988, 51, 66-73. Gypsetin: (t) Shinohara, C.; Hasumi, K.; Takei, Y.; Endo, A. J. Antibiot. 1994, 47, 163-167. (u) Nuber, B.; Hansske, F. J. Antibiot. 1994, 47, 168-172. Okaramines: (v) Hayashi, H.; Takiuchi, K.; Murao, S.; Arai, M. Agric. Biol. Chem. 1989, 53, 461-469. (w) Hayashi, H.; Fujiwara, S.; Murao, S.; Arai, M. Agric. Biol. Chem. 1991, 55, 3143-3145. Hayashi, H.; Asabu, Y.; Murao, S.; Arai, M. Biosci. Biotechnol. Biochem. 1995, 59, 246-250. (y) Hayashi, H.; Sakaguchi, A. Biosci. Biotechnol. Biochem. 1998, 62, 804-806. (z) Hayashi, H.; Furutsuka, K.; Shiono, Y. J. Nat. Prod. 1999, 62, 315-317. (aa) Shiono, Y.; Akiyama, K.; Hayashi, H. Biosci. Biotechnol. Biochem. 1999, 63, 1910-1920. (bb) Shiono, Y.; Akiyama, K.; Hayashi, H. Biosci. Biotechnol. Biochem. 2000, 64, 103-110. Oxaline: (cc) Nagel, D. W.; Pachler, K. G. R.; Steyn, P. S.; Wessels, P. L.; Gafner, G.; Kruger, G. J. J. Chem. Soc., Chem. Commun. 1974, 1021-1022. (dd) Nagel, D. W.; Pachler, K. G. R.; Steyn, P. S.; Vleggaar, R.; Wessels, P. L. Tetrahedron 1976, 32, 2625-2631. Aszonalenin: (ee) Kimura, Y.; Hamasaki, T.; Nakajima, H.; Isogai, A. Tetrahedron Lett. 1982, 23, 225-228. (ff) Bhat, B.; Harrison, D. M.; Lamont, H. M. Tetrahedron 1993, 49, 10655-10662.
58. Roqufortine: (a) Scott, P. M.; Merrien, M.; Polonsky, J. Experientia 1976, 32, 140-142. Echinulin: (b) Quilico, A.; Panizzi, L. Chem. Ber. 1943, 76, 348-358. (c) Quilico, A. Res. Prog. Org. Biol. Med. Chem. 1964, 1, 1964. Flustramines: (d) Carle, J. S.; Christophersen, C. J. Am. Chem. Soc. 1979, 101, 4012-4013. (e) Carle, J. S.; Christophersen, C. J. Org. Chem 1980, 45, 1586-1589. (f) Wulff, P.; Carle, J. S.; Christophersen, C. J. Chem. Soc., Perkin Trans. 1 1981, 2895-2898. (g) Carle, J. S.; Christophersen, C. J. Org. Chem. 1981, 46, 3440-3443. (h) Wulff, P.; Carle, J. S.; Christophersen, C. Comp. Biochem. Physiol. B 1982, 71B, 523-524. (i) Sjoeblom, T.; Lars, B.; Carsten, C. Acta Pharm. Suec. 1983, 20(6), 415- 418. (j) Wright, J. L. C. J. Nat. Prod. 1984, 47, 893-895. (k) Christophersen, C. Acta Chem. Scand., Ser. B 1985, B39, 517-529. (l) Laycock, M. V.; Wright, J. L. C.; Findlay, J. A.; Patil, A. D. Can. J. Chem. 1986, 64, 1312-1316. Ardeemins: (m) Karnowski, J. P, Jackson, M.; Rasmussen, R. R.; Humphrey, P. E.; Poddig, J. B.; Kohl, W. L.; Scherr, M. H.; Kadam, S.; McAlpine, J. B. J. Antibiot. 1993, 116, 11143-11144. (n) Chou, T.-C.; Depew, K. M.; Zheng, Y.-H.; Safer, M. L.; Chan, D.; Helfrich, B.; Zatorska, D.; Zatorski, A.; Bornmann, W.; Danishefsky, S. J. Proc. Natl. Acad. Sci. U.S.A. 1998, 95, 8369-8374. Amauromine: (o) Takase, S ; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tetrahedron 1985, 41, 3307-3048. (p) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tetrahedron Lett. 1984, 25, 4673-4676. (q) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. J. Antibiot. 1984, 37, 1320-1323. (r) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tennen Yuki Kagobutsu Toronkai Koen Yoshishu 1983, 26th, 94-101. Verrucofortine: (s) Hodge, R. P.; Harris, C. M.; Harris T. M. J. Nat. Prod. 1988, 51, 66-73. Gypsetin: (t) Shinohara, C.; Hasumi, K.; Takei, Y.; Endo, A. J. Antibiot. 1994, 47, 163-167. (u) Nuber, B.; Hansske, F. J. Antibiot. 1994, 47, 168-172. Okaramines: (v) Hayashi, H.; Takiuchi, K.; Murao, S.; Arai, M. Agric. Biol. Chem. 1989, 53, 461-469. (w) Hayashi, H.; Fujiwara, S.; Murao, S.; Arai, M. Agric. Biol. Chem. 1991, 55, 3143-3145. Hayashi, H.; Asabu, Y.; Murao, S.; Arai, M. Biosci. Biotechnol. Biochem. 1995, 59, 246-250. (y) Hayashi, H.; Sakaguchi, A. Biosci. Biotechnol. Biochem. 1998, 62, 804-806. (z) Hayashi, H.; Furutsuka, K.; Shiono, Y. J. Nat. Prod. 1999, 62, 315-317. (aa) Shiono, Y.; Akiyama, K.; Hayashi, H. Biosci. Biotechnol. Biochem. 1999, 63, 1910-1920. (bb) Shiono, Y.; Akiyama, K.; Hayashi, H. Biosci. Biotechnol. Biochem. 2000, 64, 103-110. Oxaline: (cc) Nagel, D. W.; Pachler, K. G. R.; Steyn, P. S.; Wessels, P. L.; Gafner, G.; Kruger, G. J. J. Chem. Soc., Chem. Commun. 1974, 1021-1022. (dd) Nagel, D. W.; Pachler, K. G. R.; Steyn, P. S.; Vleggaar, R.; Wessels, P. L. Tetrahedron 1976, 32, 2625-2631. Aszonalenin: (ee) Kimura, Y.; Hamasaki, T.; Nakajima, H.; Isogai, A. Tetrahedron Lett. 1982, 23, 225-228. (ff) Bhat, B.; Harrison, D. M.; Lamont, H. M. Tetrahedron 1993, 49, 10655-10662.
59. Roqufortine: (a) Scott, P. M.; Merrien, M.; Polonsky, J. Experientia 1976, 32, 140-142. Echinulin: (b) Quilico, A.; Panizzi, L. Chem. Ber. 1943, 76, 348-358. (c) Quilico, A. Res. Prog. Org. Biol. Med. Chem. 1964, 1, 1964. Flustramines: (d) Carle, J. S.; Christophersen, C. J. Am. Chem. Soc. 1979, 101, 4012-4013. (e) Carle, J. S.; Christophersen, C. J. Org. Chem 1980, 45, 1586-1589. (f) Wulff, P.; Carle, J. S.; Christophersen, C. J. Chem. Soc., Perkin Trans. 1 1981, 2895-2898. (g) Carle, J. S.; Christophersen, C. J. Org. Chem. 1981, 46, 3440-3443. (h) Wulff, P.; Carle, J. S.; Christophersen, C. Comp. Biochem. Physiol. B 1982, 71B, 523-524. (i) Sjoeblom, T.; Lars, B.; Carsten, C. Acta Pharm. Suec. 1983, 20(6), 415- 418. (j) Wright, J. L. C. J. Nat. Prod. 1984, 47, 893-895. (k) Christophersen, C. Acta Chem. Scand., Ser. B 1985, B39, 517-529. (l) Laycock, M. V.; Wright, J. L. C.; Findlay, J. A.; Patil, A. D. Can. J. Chem. 1986, 64, 1312-1316. Ardeemins: (m) Karnowski, J. P, Jackson, M.; Rasmussen, R. R.; Humphrey, P. E.; Poddig, J. B.; Kohl, W. L.; Scherr, M. H.; Kadam, S.; McAlpine, J. B. J. Antibiot. 1993, 116, 11143-11144. (n) Chou, T.-C.; Depew, K. M.; Zheng, Y.-H.; Safer, M. L.; Chan, D.; Helfrich, B.; Zatorska, D.; Zatorski, A.; Bornmann, W.; Danishefsky, S. J. Proc. Natl. Acad. Sci. U.S.A. 1998, 95, 8369-8374. Amauromine: (o) Takase, S ; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tetrahedron 1985, 41, 3307-3048. (p) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tetrahedron Lett. 1984, 25, 4673-4676. (q) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. J. Antibiot. 1984, 37, 1320-1323. (r) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tennen Yuki Kagobutsu Toronkai Koen Yoshishu 1983, 26th, 94-101. Verrucofortine: (s) Hodge, R. P.; Harris, C. M.; Harris T. M. J. Nat. Prod. 1988, 51, 66-73. Gypsetin: (t) Shinohara, C.; Hasumi, K.; Takei, Y.; Endo, A. J. Antibiot. 1994, 47, 163-167. (u) Nuber, B.; Hansske, F. J. Antibiot. 1994, 47, 168-172. Okaramines: (v) Hayashi, H.; Takiuchi, K.; Murao, S.; Arai, M. Agric. Biol. Chem. 1989, 53, 461-469. (w) Hayashi, H.; Fujiwara, S.; Murao, S.; Arai, M. Agric. Biol. Chem. 1991, 55, 3143-3145. Hayashi, H.; Asabu, Y.; Murao, S.; Arai, M. Biosci. Biotechnol. Biochem. 1995, 59, 246-250. (y) Hayashi, H.; Sakaguchi, A. Biosci. Biotechnol. Biochem. 1998, 62, 804-806. (z) Hayashi, H.; Furutsuka, K.; Shiono, Y. J. Nat. Prod. 1999, 62, 315-317. (aa) Shiono, Y.; Akiyama, K.; Hayashi, H. Biosci. Biotechnol. Biochem. 1999, 63, 1910-1920. (bb) Shiono, Y.; Akiyama, K.; Hayashi, H. Biosci. Biotechnol. Biochem. 2000, 64, 103-110. Oxaline: (cc) Nagel, D. W.; Pachler, K. G. R.; Steyn, P. S.; Wessels, P. L.; Gafner, G.; Kruger, G. J. J. Chem. Soc., Chem. Commun. 1974, 1021-1022. (dd) Nagel, D. W.; Pachler, K. G. R.; Steyn, P. S.; Vleggaar, R.; Wessels, P. L. Tetrahedron 1976, 32, 2625-2631. Aszonalenin: (ee) Kimura, Y.; Hamasaki, T.; Nakajima, H.; Isogai, A. Tetrahedron Lett. 1982, 23, 225-228. (ff) Bhat, B.; Harrison, D. M.; Lamont, H. M. Tetrahedron 1993, 49, 10655-10662.
60. Roqufortine: (a) Scott, P. M.; Merrien, M.; Polonsky, J. Experientia 1976, 32, 140-142. Echinulin: (b) Quilico, A.; Panizzi, L. Chem. Ber. 1943, 76, 348-358. (c) Quilico, A. Res. Prog. Org. Biol. Med. Chem. 1964, 1, 1964. Flustramines: (d) Carle, J. S.; Christophersen, C. J. Am. Chem. Soc. 1979, 101, 4012-4013. (e) Carle, J. S.; Christophersen, C. J. Org. Chem 1980, 45, 1586-1589. (f) Wulff, P.; Carle, J. S.; Christophersen, C. J. Chem. Soc., Perkin Trans. 1 1981, 2895-2898. (g) Carle, J. S.; Christophersen, C. J. Org. Chem. 1981, 46, 3440-3443. (h) Wulff, P.; Carle, J. S.; Christophersen, C. Comp. Biochem. Physiol. B 1982, 71B, 523-524. (i) Sjoeblom, T.; Lars, B.; Carsten, C. Acta Pharm. Suec. 1983, 20(6), 415-418. (j) Wright, J. L. C. J. Nat. Prod. 1984, 47, 893-895. (k) Christophersen, C. Acta Chem. Scand., Ser. B 1985, B39, 517-529. (l) Laycock, M. V.; Wright, J. L. C.; Findlay, J. A.; Patil, A. D. Can. J. Chem. 1986, 64, 1312-1316. Ardeemins: (m) Karnowski, J. P, Jackson, M.; Rasmussen, R. R.; Humphrey, P. E.; Poddig, J. B.; Kohl, W. L.; Scherr, M. H.; Kadam, S.; McAlpine, J. B. J. Antibiot. 1993, 116, 11143-11144. (n) Chou, T.-C.; Depew, K. M.; Zheng, Y.-H.; Safer, M. L.; Chan, D.; Helfrich, B.; Zatorska, D.; Zatorski, A.; Bornmann, W.; Danishefsky, S. J. Proc. Natl. Acad. Sci. U.S.A. 1998, 95, 8369-8374. Amauromine: (o) Takase, S ; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tetrahedron 1985, 41, 3307-3048. (p) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tetrahedron Lett. 1984, 25, 4673-4676. (q) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. J. Antibiot. 1984, 37, 1320-1323. (r) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tennen Yuki Kagobutsu Toronkai Koen Yoshishu 1983, 26th, 94-101. Verrucofortine: (s) Hodge, R. P.; Harris, C. M.; Harris T. M. J. Nat. Prod. 1988, 51, 66-73. Gypsetin: (t) Shinohara, C.; Hasumi, K.; Takei, Y.; Endo, A. J. Antibiot. 1994, 47, 163-167. (u) Nuber, B.; Hansske, F. J. Antibiot. 1994, 47, 168-172. Okaramines: (v) Hayashi, H.; Takiuchi, K.; Murao, S.; Arai, M. Agric. Biol. Chem. 1989, 53, 461-469. (w) Hayashi, H.; Fujiwara, S.; Murao, S.; Arai, M. Agric. Biol. Chem. 1991, 55, 3143-3145. Hayashi, H.; Asabu, Y.; Murao, S.; Arai, M. Biosci. Biotechnol. Biochem. 1995, 59, 246-250. (y) Hayashi, H.; Sakaguchi, A. Biosci. Biotechnol. Biochem. 1998, 62, 804-806. (z) Hayashi, H.; Furutsuka, K.; Shiono, Y. J. Nat. Prod. 1999, 62, 315-317. (aa) Shiono, Y.; Akiyama, K.; Hayashi, H. Biosci. Biotechnol. Biochem. 1999, 63, 1910-1920. (bb) Shiono, Y.; Akiyama, K.; Hayashi, H. Biosci. Biotechnol. Biochem. 2000, 64, 103-110. Oxaline: (cc) Nagel, D. W.; Pachler, K. G. R.; Steyn, P. S.; Wessels, P. L.; Gafner, G.; Kruger, G. J. J. Chem. Soc., Chem. Commun. 1974, 1021-1022. (dd) Nagel, D. W.; Pachler, K. G. R.; Steyn, P. S.; Vleggaar, R.; Wessels, P. L. Tetrahedron 1976, 32, 2625-2631. Aszonalenin: (ee) Kimura, Y.; Hamasaki, T.; Nakajima, H.; Isogai, A. Tetrahedron Lett. 1982, 23, 225-228. (ff) Bhat, B.; Harrison, D. M.; Lamont, H. M. Tetrahedron 1993, 49, 10655-10662.
61. Roqufortine: (a) Scott, P. M.; Merrien, M.; Polonsky, J. Experientia 1976, 32, 140-142. Echinulin: (b) Quilico, A.; Panizzi, L. Chem. Ber. 1943, 76, 348-358. (c) Quilico, A. Res. Prog. Org. Biol. Med. Chem. 1964, 1, 1964. Flustramines: (d) Carle, J. S.; Christophersen, C. J. Am. Chem. Soc. 1979, 101, 4012-4013. (e) Carle, J. S.; Christophersen, C. J. Org. Chem 1980, 45, 1586-1589. (f) Wulff, P.; Carle, J. S.; Christophersen, C. J. Chem. Soc., Perkin Trans. 1 1981, 2895-2898. (g) Carle, J. S.; Christophersen, C. J. Org. Chem. 1981, 46, 3440-3443. (h) Wulff, P.; Carle, J. S.; Christophersen, C. Comp. Biochem. Physiol. B 1982, 71B, 523-524. (i) Sjoeblom, T.; Lars, B.; Carsten, C. Acta Pharm. Suec. 1983, 20(6), 415- 418. (j) Wright, J. L. C. J. Nat. Prod. 1984, 47, 893-895. (k) Christophersen, C. Acta Chem. Scand., Ser. B 1985, B39, 517-529. (l) Laycock, M. V.; Wright, J. L. C.; Findlay, J. A.; Patil, A. D. Can. J. Chem. 1986, 64, 1312-1316. Ardeemins: (m) Karnowski, J. P, Jackson, M.; Rasmussen, R. R.; Humphrey, P. E.; Poddig, J. B.; Kohl, W. L.; Scherr, M. H.; Kadam, S.; McAlpine, J. B. J. Antibiot. 1993, 116, 11143-11144. (n) Chou, T.-C.; Depew, K. M.; Zheng, Y.-H.; Safer, M. L.; Chan, D.; Helfrich, B.; Zatorska, D.; Zatorski, A.; Bornmann, W.; Danishefsky, S. J. Proc. Natl. Acad. Sci. U.S.A. 1998, 95, 8369-8374. Amauromine: (o) Takase, S ; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tetrahedron 1985, 41, 3307-3048. (p) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tetrahedron Lett. 1984, 25, 4673-4676. (q) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. J. Antibiot. 1984, 37, 1320-1323. (r) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tennen Yuki Kagobutsu Toronkai Koen Yoshishu 1983, 26th, 94-101. Verrucofortine: (s) Hodge, R. P.; Harris, C. M.; Harris T. M. J. Nat. Prod. 1988, 51, 66-73. Gypsetin: (t) Shinohara, C.; Hasumi, K.; Takei, Y.; Endo, A. J. Antibiot. 1994, 47, 163-167. (u) Nuber, B.; Hansske, F. J. Antibiot. 1994, 47, 168-172. Okaramines: (v) Hayashi, H.; Takiuchi, K.; Murao, S.; Arai, M. Agric. Biol. Chem. 1989, 53, 461-469. (w) Hayashi, H.; Fujiwara, S.; Murao, S.; Arai, M. Agric. Biol. Chem. 1991, 55, 3143-3145. Hayashi, H.; Asabu, Y.; Murao, S.; Arai, M. Biosci. Biotechnol. Biochem. 1995, 59, 246-250. (y) Hayashi, H.; Sakaguchi, A. Biosci. Biotechnol. Biochem. 1998, 62, 804-806. (z) Hayashi, H.; Furutsuka, K.; Shiono, Y. J. Nat. Prod. 1999, 62, 315-317. (aa) Shiono, Y.; Akiyama, K.; Hayashi, H. Biosci. Biotechnol. Biochem. 1999, 63, 1910-1920. (bb) Shiono, Y.; Akiyama, K.; Hayashi, H. Biosci. Biotechnol. Biochem. 2000, 64, 103-110. Oxaline: (cc) Nagel, D. W.; Pachler, K. G. R.; Steyn, P. S.; Wessels, P. L.; Gafner, G.; Kruger, G. J. J. Chem. Soc., Chem. Commun. 1974, 1021-1022. (dd) Nagel, D. W.; Pachler, K. G. R.; Steyn, P. S.; Vleggaar, R.; Wessels, P. L. Tetrahedron 1976, 32, 2625-2631. Aszonalenin: (ee) Kimura, Y.; Hamasaki, T.; Nakajima, H.; Isogai, A. Tetrahedron Lett. 1982, 23, 225-228. (ff) Bhat, B.; Harrison, D. M.; Lamont, H. M. Tetrahedron 1993, 49, 10655-10662.
62. Roqufortine: (a) Scott, P. M.; Merrien, M.; Polonsky, J. Experientia 1976, 32, 140-142. Echinulin: (b) Quilico, A.; Panizzi, L. Chem. Ber. 1943, 76, 348-358. (c) Quilico, A. Res. Prog. Org. Biol. Med. Chem. 1964, 1, 1964. Flustramines: (d) Carle, J. S.; Christophersen, C. J. Am. Chem. Soc. 1979, 101, 4012-4013. (e) Carle, J. S.; Christophersen, C. J. Org. Chem 1980, 45, 1586-1589. (f) Wulff, P.; Carle, J. S.; Christophersen, C. J. Chem. Soc., Perkin Trans. 1 1981, 2895-2898. (g) Carle, J. S.; Christophersen, C. J. Org. Chem. 1981, 46, 3440-3443. (h) Wulff, P.; Carle, J. S.; Christophersen, C. Comp. Biochem. Physiol. B 1982, 71B, 523-524. (i) Sjoeblom, T.; Lars, B.; Carsten, C. Acta Pharm. Suec. 1983, 20(6), 415- 418. (j) Wright, J. L. C. J. Nat. Prod. 1984, 47, 893-895. (k) Christophersen, C. Acta Chem. Scand., Ser. B 1985, B39, 517-529. (l) Laycock, M. V.; Wright, J. L. C.; Findlay, J. A.; Patil, A. D. Can. J. Chem. 1986, 64, 1312-1316. Ardeemins: (m) Karnowski, J. P, Jackson, M.; Rasmussen, R. R.; Humphrey, P. E.; Poddig, J. B.; Kohl, W. L.; Scherr, M. H.; Kadam, S.; McAlpine, J. B. J. Antibiot. 1993, 116, 11143-11144. (n) Chou, T.-C.; Depew, K. M.; Zheng, Y.-H.; Safer, M. L.; Chan, D.; Helfrich, B.; Zatorska, D.; Zatorski, A.; Bornmann, W.; Danishefsky, S. J. Proc. Natl. Acad. Sci. U.S.A. 1998, 95, 8369-8374. Amauromine: (o) Takase, S ; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tetrahedron 1985, 41, 3307-3048. (p) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tetrahedron Lett. 1984, 25, 4673-4676. (q) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. J. Antibiot. 1984, 37, 1320-1323. (r) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tennen Yuki Kagobutsu Toronkai Koen Yoshishu 1983, 26th, 94-101. Verrucofortine: (s) Hodge, R. P.; Harris, C. M.; Harris T. M. J. Nat. Prod. 1988, 51, 66-73. Gypsetin: (t) Shinohara, C.; Hasumi, K.; Takei, Y.; Endo, A. J. Antibiot. 1994, 47, 163-167. (u) Nuber, B.; Hansske, F. J. Antibiot. 1994, 47, 168-172. Okaramines: (v) Hayashi, H.; Takiuchi, K.; Murao, S.; Arai, M. Agric. Biol. Chem. 1989, 53, 461-469. (w) Hayashi, H.; Fujiwara, S.; Murao, S.; Arai, M. Agric. Biol. Chem. 1991, 55, 3143-3145. Hayashi, H.; Asabu, Y.; Murao, S.; Arai, M. Biosci. Biotechnol. Biochem. 1995, 59, 246-250. (y) Hayashi, H.; Sakaguchi, A. Biosci. Biotechnol. Biochem. 1998, 62, 804-806. (z) Hayashi, H.; Furutsuka, K.; Shiono, Y. J. Nat. Prod. 1999, 62, 315-317. (aa) Shiono, Y.; Akiyama, K.; Hayashi, H. Biosci. Biotechnol. Biochem. 1999, 63, 1910-1920. (bb) Shiono, Y.; Akiyama, K.; Hayashi, H. Biosci. Biotechnol. Biochem. 2000, 64, 103-110. Oxaline: (cc) Nagel, D. W.; Pachler, K. G. R.; Steyn, P. S.; Wessels, P. L.; Gafner, G.; Kruger, G. J. J. Chem. Soc., Chem. Commun. 1974, 1021-1022. (dd) Nagel, D. W.; Pachler, K. G. R.; Steyn, P. S.; Vleggaar, R.; Wessels, P. L. Tetrahedron 1976, 32, 2625-2631. Aszonalenin: (ee) Kimura, Y.; Hamasaki, T.; Nakajima, H.; Isogai, A. Tetrahedron Lett. 1982, 23, 225-228. (ff) Bhat, B.; Harrison, D. M.; Lamont, H. M. Tetrahedron 1993, 49, 10655-10662.
63. Roqufortine: (a) Scott, P. M.; Merrien, M.; Polonsky, J. Experientia 1976, 32, 140-142. Echinulin: (b) Quilico, A.; Panizzi, L. Chem. Ber. 1943, 76, 348-358. (c) Quilico, A. Res. Prog. Org. Biol. Med. Chem. 1964, 1, 1964. Flustramines: (d) Carle, J. S.; Christophersen, C. J. Am. Chem. Soc. 1979, 101, 4012-4013. (e) Carle, J. S.; Christophersen, C. J. Org. Chem 1980, 45, 1586-1589. (f) Wulff, P.; Carle, J. S.; Christophersen, C. J. Chem. Soc., Perkin Trans. 1 1981, 2895-2898. (g) Carle, J. S.; Christophersen, C. J. Org. Chem. 1981, 46, 3440-3443. (h) Wulff, P.; Carle, J. S.; Christophersen, C. Comp. Biochem. Physiol. B 1982, 71B, 523-524. (i) Sjoeblom, T.; Lars, B.; Carsten, C. Acta Pharm. Suec. 1983, 20(6), 415- 418. (j) Wright, J. L. C. J. Nat. Prod. 1984, 47, 893-895. (k) Christophersen, C. Acta Chem. Scand., Ser. B 1985, B39, 517-529. (l) Laycock, M. V.; Wright, J. L. C.; Findlay, J. A.; Patil, A. D. Can. J. Chem. 1986, 64, 1312-1316. Ardeemins: (m) Karnowski, J. P, Jackson, M.; Rasmussen, R. R.; Humphrey, P. E.; Poddig, J. B.; Kohl, W. L.; Scherr, M. H.; Kadam, S.; McAlpine, J. B. J. Antibiot. 1993, 116, 11143-11144. (n) Chou, T.-C.; Depew, K. M.; Zheng, Y.-H.; Safer, M. L.; Chan, D.; Helfrich, B.; Zatorska, D.; Zatorski, A.; Bornmann, W.; Danishefsky, S. J. Proc. Natl. Acad. Sci. U.S.A. 1998, 95, 8369-8374. Amauromine: (o) Takase, S ; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tetrahedron 1985, 41, 3307-3048. (p) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tetrahedron Lett. 1984, 25, 4673-4676. (q) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. J. Antibiot. 1984, 37, 1320-1323. (r) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tennen Yuki Kagobutsu Toronkai Koen Yoshishu 1983, 26th, 94-101. Verrucofortine: (s) Hodge, R. P.; Harris, C. M.; Harris T. M. J. Nat. Prod. 1988, 51, 66-73. Gypsetin: (t) Shinohara, C.; Hasumi, K.; Takei, Y.; Endo, A. J. Antibiot. 1994, 47, 163-167. (u) Nuber, B.; Hansske, F. J. Antibiot. 1994, 47, 168-172. Okaramines: (v) Hayashi, H.; Takiuchi, K.; Murao, S.; Arai, M. Agric. Biol. Chem. 1989, 53, 461-469. (w) Hayashi, H.; Fujiwara, S.; Murao, S.; Arai, M. Agric. Biol. Chem. 1991, 55, 3143-3145. Hayashi, H.; Asabu, Y.; Murao, S.; Arai, M. Biosci. Biotechnol. Biochem. 1995, 59, 246-250. (y) Hayashi, H.; Sakaguchi, A. Biosci. Biotechnol. Biochem. 1998, 62, 804-806. (z) Hayashi, H.; Furutsuka, K.; Shiono, Y. J. Nat. Prod. 1999, 62, 315-317. (aa) Shiono, Y.; Akiyama, K.; Hayashi, H. Biosci. Biotechnol. Biochem. 1999, 63, 1910-1920. (bb) Shiono, Y.; Akiyama, K.; Hayashi, H. Biosci. Biotechnol. Biochem. 2000, 64, 103-110. Oxaline: (cc) Nagel, D. W.; Pachler, K. G. R.; Steyn, P. S.; Wessels, P. L.; Gafner, G.; Kruger, G. J. J. Chem. Soc., Chem. Commun. 1974, 1021-1022. (dd) Nagel, D. W.; Pachler, K. G. R.; Steyn, P. S.; Vleggaar, R.; Wessels, P. L. Tetrahedron 1976, 32, 2625-2631. Aszonalenin: (ee) Kimura, Y.; Hamasaki, T.; Nakajima, H.; Isogai, A. Tetrahedron Lett. 1982, 23, 225-228. (ff) Bhat, B.; Harrison, D. M.; Lamont, H. M. Tetrahedron 1993, 49, 10655-10662.
64. Roqufortine: (a) Scott, P. M.; Merrien, M.; Polonsky, J. Experientia 1976, 32, 140-142. Echinulin: (b) Quilico, A.; Panizzi, L. Chem. Ber. 1943, 76, 348-358. (c) Quilico, A. Res. Prog. Org. Biol. Med. Chem. 1964, 1, 1964. Flustramines: (d) Carle, J. S.; Christophersen, C. J. Am. Chem. Soc. 1979, 101, 4012-4013. (e) Carle, J. S.; Christophersen, C. J. Org. Chem 1980, 45, 1586-1589. (f) Wulff, P.; Carle, J. S.; Christophersen, C. J. Chem. Soc., Perkin Trans. 1 1981, 2895-2898. (g) Carle, J. S.; Christophersen, C. J. Org. Chem. 1981, 46, 3440-3443. (h) Wulff, P.; Carle, J. S.; Christophersen, C. Comp. Biochem. Physiol. B 1982, 71B, 523-524. (i) Sjoeblom, T.; Lars, B.; Carsten, C. Acta Pharm. Suec. 1983, 20(6), 415- 418. (j) Wright, J. L. C. J. Nat. Prod. 1984, 47, 893-895. (k) Christophersen, C. Acta Chem. Scand., Ser. B 1985, B39, 517-529. (l) Laycock, M. V.; Wright, J. L. C.; Findlay, J. A.; Patil, A. D. Can. J. Chem. 1986, 64, 1312-1316. Ardeemins: (m) Karnowski, J. P, Jackson, M.; Rasmussen, R. R.; Humphrey, P. E.; Poddig, J. B.; Kohl, W. L.; Scherr, M. H.; Kadam, S.; McAlpine, J. B. J. Antibiot. 1993, 116, 11143-11144. (n) Chou, T.-C.; Depew, K. M.; Zheng, Y.-H.; Safer, M. L.; Chan, D.; Helfrich, B.; Zatorska, D.; Zatorski, A.; Bornmann, W.; Danishefsky, S. J. Proc. Natl. Acad. Sci. U.S.A. 1998, 95, 8369-8374. Amauromine: (o) Takase, S ; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tetrahedron 1985, 41, 3307-3048. (p) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tetrahedron Lett. 1984, 25, 4673-4676. (q) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. J. Antibiot. 1984, 37, 1320-1323. (r) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tennen Yuki Kagobutsu Toronkai Koen Yoshishu 1983, 26th, 94-101. Verrucofortine: (s) Hodge, R. P.; Harris, C. M.; Harris T. M. J. Nat. Prod. 1988, 51, 66-73. Gypsetin: (t) Shinohara, C.; Hasumi, K.; Takei, Y.; Endo, A. J. Antibiot. 1994, 47, 163-167. (u) Nuber, B.; Hansske, F. J. Antibiot. 1994, 47, 168-172. Okaramines: (v) Hayashi, H.; Takiuchi, K.; Murao, S.; Arai, M. Agric. Biol. Chem. 1989, 53, 461-469. (w) Hayashi, H.; Fujiwara, S.; Murao, S.; Arai, M. Agric. Biol. Chem. 1991, 55, 3143-3145. Hayashi, H.; Asabu, Y.; Murao, S.; Arai, M. Biosci. Biotechnol. Biochem. 1995, 59, 246-250. (y) Hayashi, H.; Sakaguchi, A. Biosci. Biotechnol. Biochem. 1998, 62, 804-806. (z) Hayashi, H.; Furutsuka, K.; Shiono, Y. J. Nat. Prod. 1999, 62, 315-317. (aa) Shiono, Y.; Akiyama, K.; Hayashi, H. Biosci. Biotechnol. Biochem. 1999, 63, 1910-1920. (bb) Shiono, Y.; Akiyama, K.; Hayashi, H. Biosci. Biotechnol. Biochem. 2000, 64, 103-110. Oxaline: (cc) Nagel, D. W.; Pachler, K. G. R.; Steyn, P. S.; Wessels, P. L.; Gafner, G.; Kruger, G. J. J. Chem. Soc., Chem. Commun. 1974, 1021-1022. (dd) Nagel, D. W.; Pachler, K. G. R.; Steyn, P. S.; Vleggaar, R.; Wessels, P. L. Tetrahedron 1976, 32, 2625-2631. Aszonalenin: (ee) Kimura, Y.; Hamasaki, T.; Nakajima, H.; Isogai, A. Tetrahedron Lett. 1982, 23, 225-228. (ff) Bhat, B.; Harrison, D. M.; Lamont, H. M. Tetrahedron 1993, 49, 10655-10662.
65. Roqufortine: (a) Scott, P. M.; Merrien, M.; Polonsky, J. Experientia 1976, 32, 140-142. Echinulin: (b) Quilico, A.; Panizzi, L. Chem. Ber. 1943, 76, 348-358. (c) Quilico, A. Res. Prog. Org. Biol. Med. Chem. 1964, 1, 1964. Flustramines: (d) Carle, J. S.; Christophersen, C. J. Am. Chem. Soc. 1979, 101, 4012-4013. (e) Carle, J. S.; Christophersen, C. J. Org. Chem 1980, 45, 1586-1589. (f) Wulff, P.; Carle, J. S.; Christophersen, C. J. Chem. Soc., Perkin Trans. 1 1981, 2895-2898. (g) Carle, J. S.; Christophersen, C. J. Org. Chem. 1981, 46, 3440-3443. (h) Wulff, P.; Carle, J. S.; Christophersen, C. Comp. Biochem. Physiol. B 1982, 71B, 523-524. (i) Sjoeblom, T.; Lars, B.; Carsten, C. Acta Pharm. Suec. 1983, 20(6), 415- 418. (j) Wright, J. L. C. J. Nat. Prod. 1984, 47, 893-895. (k) Christophersen, C. Acta Chem. Scand., Ser. B 1985, B39, 517-529. (l) Laycock, M. V.; Wright, J. L. C.; Findlay, J. A.; Patil, A. D. Can. J. Chem. 1986, 64, 1312-1316. Ardeemins: (m) Karnowski, J. P, Jackson, M.; Rasmussen, R. R.; Humphrey, P. E.; Poddig, J. B.; Kohl, W. L.; Scherr, M. H.; Kadam, S.; McAlpine, J. B. J. Antibiot. 1993, 116, 11143-11144. (n) Chou, T.-C.; Depew, K. M.; Zheng, Y.-H.; Safer, M. L.; Chan, D.; Helfrich, B.; Zatorska, D.; Zatorski, A.; Bornmann, W.; Danishefsky, S. J. Proc. Natl. Acad. Sci. U.S.A. 1998, 95, 8369-8374. Amauromine: (o) Takase, S ; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tetrahedron 1985, 41, 3307-3048. (p) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tetrahedron Lett. 1984, 25, 4673-4676. (q) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. J. Antibiot. 1984, 37, 1320-1323. (r) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tennen Yuki Kagobutsu Toronkai Koen Yoshishu 1983, 26th, 94-101. Verrucofortine: (s) Hodge, R. P.; Harris, C. M.; Harris T. M. J. Nat. Prod. 1988, 51, 66-73. Gypsetin: (t) Shinohara, C.; Hasumi, K.; Takei, Y.; Endo, A. J. Antibiot. 1994, 47, 163-167. (u) Nuber, B.; Hansske, F. J. Antibiot. 1994, 47, 168-172. Okaramines: (v) Hayashi, H.; Takiuchi, K.; Murao, S.; Arai, M. Agric. Biol. Chem. 1989, 53, 461-469. (w) Hayashi, H.; Fujiwara, S.; Murao, S.; Arai, M. Agric. Biol. Chem. 1991, 55, 3143-3145. Hayashi, H.; Asabu, Y.; Murao, S.; Arai, M. Biosci. Biotechnol. Biochem. 1995, 59, 246-250. (y) Hayashi, H.; Sakaguchi, A. Biosci. Biotechnol. Biochem. 1998, 62, 804-806. (z) Hayashi, H.; Furutsuka, K.; Shiono, Y. J. Nat. Prod. 1999, 62, 315-317. (aa) Shiono, Y.; Akiyama, K.; Hayashi, H. Biosci. Biotechnol. Biochem. 1999, 63, 1910-1920. (bb) Shiono, Y.; Akiyama, K.; Hayashi, H. Biosci. Biotechnol. Biochem. 2000, 64, 103-110. Oxaline: (cc) Nagel, D. W.; Pachler, K. G. R.; Steyn, P. S.; Wessels, P. L.; Gafner, G.; Kruger, G. J. J. Chem. Soc., Chem. Commun. 1974, 1021-1022. (dd) Nagel, D. W.; Pachler, K. G. R.; Steyn, P. S.; Vleggaar, R.; Wessels, P. L. Tetrahedron 1976, 32, 2625-2631. Aszonalenin: (ee) Kimura, Y.; Hamasaki, T.; Nakajima, H.; Isogai, A. Tetrahedron Lett. 1982, 23, 225-228. (ff) Bhat, B.; Harrison, D. M.; Lamont, H. M. Tetrahedron 1993, 49, 10655-10662.
66. Roqufortine: (a) Scott, P. M.; Merrien, M.; Polonsky, J. Experientia 1976, 32, 140-142. Echinulin: (b) Quilico, A.; Panizzi, L. Chem. Ber. 1943, 76, 348-358. (c) Quilico, A. Res. Prog. Org. Biol. Med. Chem. 1964, 1, 1964. Flustramines: (d) Carle, J. S.; Christophersen, C. J. Am. Chem. Soc. 1979, 101, 4012-4013. (e) Carle, J. S.; Christophersen, C. J. Org. Chem 1980, 45, 1586-1589. (f) Wulff, P.; Carle, J. S.; Christophersen, C. J. Chem. Soc., Perkin Trans. 1 1981, 2895-2898. (g) Carle, J. S.; Christophersen, C. J. Org. Chem. 1981, 46, 3440-3443. (h) Wulff, P.; Carle, J. S.; Christophersen, C. Comp. Biochem. Physiol. B 1982, 71B, 523-524. (i) Sjoeblom, T.; Lars, B.; Carsten, C. Acta Pharm. Suec. 1983, 20(6), 415- 418. (j) Wright, J. L. C. J. Nat. Prod. 1984, 47, 893-895. (k) Christophersen, C. Acta Chem. Scand., Ser. B 1985, B39, 517-529. (l) Laycock, M. V.; Wright, J. L. C.; Findlay, J. A.; Patil, A. D. Can. J. Chem. 1986, 64, 1312-1316. Ardeemins: (m) Karnowski, J. P, Jackson, M.; Rasmussen, R. R.; Humphrey, P. E.; Poddig, J. B.; Kohl, W. L.; Scherr, M. H.; Kadam, S.; McAlpine, J. B. J. Antibiot. 1993, 116, 11143-11144. (n) Chou, T.-C.; Depew, K. M.; Zheng, Y.-H.; Safer, M. L.; Chan, D.; Helfrich, B.; Zatorska, D.; Zatorski, A.; Bornmann, W.; Danishefsky, S. J. Proc. Natl. Acad. Sci. U.S.A. 1998, 95, 8369-8374. Amauromine: (o) Takase, S ; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tetrahedron 1985, 41, 3307-3048. (p) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tetrahedron Lett. 1984, 25, 4673-4676. (q) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. J. Antibiot. 1984, 37, 1320-1323. (r) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tennen Yuki Kagobutsu Toronkai Koen Yoshishu 1983, 26th, 94-101. Verrucofortine: (s) Hodge, R. P.; Harris, C. M.; Harris T. M. J. Nat. Prod. 1988, 51, 66-73. Gypsetin: (t) Shinohara, C.; Hasumi, K.; Takei, Y.; Endo, A. J. Antibiot. 1994, 47, 163-167. (u) Nuber, B.; Hansske, F. J. Antibiot. 1994, 47, 168-172. Okaramines: (v) Hayashi, H.; Takiuchi, K.; Murao, S.; Arai, M. Agric. Biol. Chem. 1989, 53, 461-469. (w) Hayashi, H.; Fujiwara, S.; Murao, S.; Arai, M. Agric. Biol. Chem. 1991, 55, 3143-3145. Hayashi, H.; Asabu, Y.; Murao, S.; Arai, M. Biosci. Biotechnol. Biochem. 1995, 59, 246-250. (y) Hayashi, H.; Sakaguchi, A. Biosci. Biotechnol. Biochem. 1998, 62, 804-806. (z) Hayashi, H.; Furutsuka, K.; Shiono, Y. J. Nat. Prod. 1999, 62, 315-317. (aa) Shiono, Y.; Akiyama, K.; Hayashi, H. Biosci. Biotechnol. Biochem. 1999, 63, 1910-1920. (bb) Shiono, Y.; Akiyama, K.; Hayashi, H. Biosci. Biotechnol. Biochem. 2000, 64, 103-110. Oxaline: (cc) Nagel, D. W.; Pachler, K. G. R.; Steyn, P. S.; Wessels, P. L.; Gafner, G.; Kruger, G. J. J. Chem. Soc., Chem. Commun. 1974, 1021-1022. (dd) Nagel, D. W.; Pachler, K. G. R.; Steyn, P. S.; Vleggaar, R.; Wessels, P. L. Tetrahedron 1976, 32, 2625-2631. Aszonalenin: (ee) Kimura, Y.; Hamasaki, T.; Nakajima, H.; Isogai, A. Tetrahedron Lett. 1982, 23, 225-228. (ff) Bhat, B.; Harrison, D. M.; Lamont, H. M. Tetrahedron 1993, 49, 10655-10662.
67. Roqufortine: (a) Scott, P. M.; Merrien, M.; Polonsky, J. Experientia 1976, 32, 140-142. Echinulin: (b) Quilico, A.; Panizzi, L. Chem. Ber. 1943, 76, 348-358. (c) Quilico, A. Res. Prog. Org. Biol. Med. Chem. 1964, 1, 1964. Flustramines: (d) Carle, J. S.; Christophersen, C. J. Am. Chem. Soc. 1979, 101, 4012-4013. (e) Carle, J. S.; Christophersen, C. J. Org. Chem 1980, 45, 1586-1589. (f) Wulff, P.; Carle, J. S.; Christophersen, C. J. Chem. Soc., Perkin Trans. 1 1981, 2895-2898. (g) Carle, J. S.; Christophersen, C. J. Org. Chem. 1981, 46, 3440-3443. (h) Wulff, P.; Carle, J. S.; Christophersen, C. Comp. Biochem. Physiol. B 1982, 71B, 523-524. (i) Sjoeblom, T.; Lars, B.; Carsten, C. Acta Pharm. Suec. 1983, 20(6), 415- 418. (j) Wright, J. L. C. J. Nat. Prod. 1984, 47, 893-895. (k) Christophersen, C. Acta Chem. Scand., Ser. B 1985, B39, 517-529. (l) Laycock, M. V.; Wright, J. L. C.; Findlay, J. A.; Patil, A. D. Can. J. Chem. 1986, 64, 1312-1316. Ardeemins: (m) Karnowski, J. P, Jackson, M.; Rasmussen, R. R.; Humphrey, P. E.; Poddig, J. B.; Kohl, W. L.; Scherr, M. H.; Kadam, S.; McAlpine, J. B. J. Antibiot. 1993, 116, 11143-11144. (n) Chou, T.-C.; Depew, K. M.; Zheng, Y.-H.; Safer, M. L.; Chan, D.; Helfrich, B.; Zatorska, D.; Zatorski, A.; Bornmann, W.; Danishefsky, S. J. Proc. Natl. Acad. Sci. U.S.A. 1998, 95, 8369-8374. Amauromine: (o) Takase, S ; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tetrahedron 1985, 41, 3307-3048. (p) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tetrahedron Lett. 1984, 25, 4673-4676. (q) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. J. Antibiot. 1984, 37, 1320-1323. (r) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tennen Yuki Kagobutsu Toronkai Koen Yoshishu 1983, 26th, 94-101. Verrucofortine: (s) Hodge, R. P.; Harris, C. M.; Harris T. M. J. Nat. Prod. 1988, 51, 66-73. Gypsetin: (t) Shinohara, C.; Hasumi, K.; Takei, Y.; Endo, A. J. Antibiot. 1994, 47, 163-167. (u) Nuber, B.; Hansske, F. J. Antibiot. 1994, 47, 168-172. Okaramines: (v) Hayashi, H.; Takiuchi, K.; Murao, S.; Arai, M. Agric. Biol. Chem. 1989, 53, 461-469. (w) Hayashi, H.; Fujiwara, S.; Murao, S.; Arai, M. Agric. Biol. Chem. 1991, 55, 3143-3145. Hayashi, H.; Asabu, Y.; Murao, S.; Arai, M. Biosci. Biotechnol. Biochem. 1995, 59, 246-250. (y) Hayashi, H.; Sakaguchi, A. Biosci. Biotechnol. Biochem. 1998, 62, 804-806. (z) Hayashi, H.; Furutsuka, K.; Shiono, Y. J. Nat. Prod. 1999, 62, 315-317. (aa) Shiono, Y.; Akiyama, K.; Hayashi, H. Biosci. Biotechnol. Biochem. 1999, 63, 1910-1920. (bb) Shiono, Y.; Akiyama, K.; Hayashi, H. Biosci. Biotechnol. Biochem. 2000, 64, 103-110. Oxaline: (cc) Nagel, D. W.; Pachler, K. G. R.; Steyn, P. S.; Wessels, P. L.; Gafner, G.; Kruger, G. J. J. Chem. Soc., Chem. Commun. 1974, 1021-1022. (dd) Nagel, D. W.; Pachler, K. G. R.; Steyn, P. S.; Vleggaar, R.; Wessels, P. L. Tetrahedron 1976, 32, 2625-2631. Aszonalenin: (ee) Kimura, Y.; Hamasaki, T.; Nakajima, H.; Isogai, A. Tetrahedron Lett. 1982, 23, 225-228. (ff) Bhat, B.; Harrison, D. M.; Lamont, H. M. Tetrahedron 1993, 49, 10655-10662.
68. Roqufortine: (a) Scott, P. M.; Merrien, M.; Polonsky, J. Experientia 1976, 32, 140-142. Echinulin: (b) Quilico, A.; Panizzi, L. Chem. Ber. 1943, 76, 348-358. (c) Quilico, A. Res. Prog. Org. Biol. Med. Chem. 1964, 1, 1964. Flustramines: (d) Carle, J. S.; Christophersen, C. J. Am. Chem. Soc. 1979, 101, 4012-4013. (e) Carle, J. S.; Christophersen, C. J. Org. Chem 1980, 45, 1586-1589. (f) Wulff, P.; Carle, J. S.; Christophersen, C. J. Chem. Soc., Perkin Trans. 1 1981, 2895-2898. (g) Carle, J. S.; Christophersen, C. J. Org. Chem. 1981, 46, 3440-3443. (h) Wulff, P.; Carle, J. S.; Christophersen, C. Comp. Biochem. Physiol. B 1982, 71B, 523-524. (i) Sjoeblom, T.; Lars, B.; Carsten, C. Acta Pharm. Suec. 1983, 20(6), 415- 418. (j) Wright, J. L. C. J. Nat. Prod. 1984, 47, 893-895. (k) Christophersen, C. Acta Chem. Scand., Ser. B 1985, B39, 517-529. (l) Laycock, M. V.; Wright, J. L. C.; Findlay, J. A.; Patil, A. D. Can. J. Chem. 1986, 64, 1312-1316. Ardeemins: (m) Karnowski, J. P, Jackson, M.; Rasmussen, R. R.; Humphrey, P. E.; Poddig, J. B.; Kohl, W. L.; Scherr, M. H.; Kadam, S.; McAlpine, J. B. J. Antibiot. 1993, 116, 11143-11144. (n) Chou, T.-C.; Depew, K. M.; Zheng, Y.-H.; Safer, M. L.; Chan, D.; Helfrich, B.; Zatorska, D.; Zatorski, A.; Bornmann, W.; Danishefsky, S. J. Proc. Natl. Acad. Sci. U.S.A. 1998, 95, 8369-8374. Amauromine: (o) Takase, S ; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tetrahedron 1985, 41, 3307-3048. (p) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tetrahedron Lett. 1984, 25, 4673-4676. (q) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. J. Antibiot. 1984, 37, 1320-1323. (r) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tennen Yuki Kagobutsu Toronkai Koen Yoshishu 1983, 26th, 94-101. Verrucofortine: (s) Hodge, R. P.; Harris, C. M.; Harris T. M. J. Nat. Prod. 1988, 51, 66-73. Gypsetin: (t) Shinohara, C.; Hasumi, K.; Takei, Y.; Endo, A. J. Antibiot. 1994, 47, 163-167. (u) Nuber, B.; Hansske, F. J. Antibiot. 1994, 47, 168-172. Okaramines: (v) Hayashi, H.; Takiuchi, K.; Murao, S.; Arai, M. Agric. Biol. Chem. 1989, 53, 461-469. (w) Hayashi, H.; Fujiwara, S.; Murao, S.; Arai, M. Agric. Biol. Chem. 1991, 55, 3143-3145. Hayashi, H.; Asabu, Y.; Murao, S.; Arai, M. Biosci. Biotechnol. Biochem. 1995, 59, 246-250. (y) Hayashi, H.; Sakaguchi, A. Biosci. Biotechnol. Biochem. 1998, 62, 804-806. (z) Hayashi, H.; Furutsuka, K.; Shiono, Y. J. Nat. Prod. 1999, 62, 315-317. (aa) Shiono, Y.; Akiyama, K.; Hayashi, H. Biosci. Biotechnol. Biochem. 1999, 63, 1910-1920. (bb) Shiono, Y.; Akiyama, K.; Hayashi, H. Biosci. Biotechnol. Biochem. 2000, 64, 103-110. Oxaline: (cc) Nagel, D. W.; Pachler, K. G. R.; Steyn, P. S.; Wessels, P. L.; Gafner, G.; Kruger, G. J. J. Chem. Soc., Chem. Commun. 1974, 1021-1022. (dd) Nagel, D. W.; Pachler, K. G. R.; Steyn, P. S.; Vleggaar, R.; Wessels, P. L. Tetrahedron 1976, 32, 2625-2631. Aszonalenin: (ee) Kimura, Y.; Hamasaki, T.; Nakajima, H.; Isogai, A. Tetrahedron Lett. 1982, 23, 225-228. (ff) Bhat, B.; Harrison, D. M.; Lamont, H. M. Tetrahedron 1993, 49, 10655-10662.
69. Roqufortine: (a) Scott, P. M.; Merrien, M.; Polonsky, J. Experientia 1976, 32, 140-142. Echinulin: (b) Quilico, A.; Panizzi, L. Chem. Ber. 1943, 76, 348-358. (c) Quilico, A. Res. Prog. Org. Biol. Med. Chem. 1964, 1, 1964. Flustramines: (d) Carle, J. S.; Christophersen, C. J. Am. Chem. Soc. 1979, 101, 4012-4013. (e) Carle, J. S.; Christophersen, C. J. Org. Chem 1980, 45, 1586-1589. (f) Wulff, P.; Carle, J. S.; Christophersen, C. J. Chem. Soc., Perkin Trans. 1 1981, 2895-2898. (g) Carle, J. S.; Christophersen, C. J. Org. Chem. 1981, 46, 3440-3443. (h) Wulff, P.; Carle, J. S.; Christophersen, C. Comp. Biochem. Physiol. B 1982, 71B, 523-524. (i) Sjoeblom, T.; Lars, B.; Carsten, C. Acta Pharm. Suec. 1983, 20(6), 415- 418. (j) Wright, J. L. C. J. Nat. Prod. 1984, 47, 893-895. (k) Christophersen, C. Acta Chem. Scand., Ser. B 1985, B39, 517-529. (l) Laycock, M. V.; Wright, J. L. C.; Findlay, J. A.; Patil, A. D. Can. J. Chem. 1986, 64, 1312-1316. Ardeemins: (m) Karnowski, J. P, Jackson, M.; Rasmussen, R. R.; Humphrey, P. E.; Poddig, J. B.; Kohl, W. L.; Scherr, M. H.; Kadam, S.; McAlpine, J. B. J. Antibiot. 1993, 116, 11143-11144. (n) Chou, T.-C.; Depew, K. M.; Zheng, Y.-H.; Safer, M. L.; Chan, D.; Helfrich, B.; Zatorska, D.; Zatorski, A.; Bornmann, W.; Danishefsky, S. J. Proc. Natl. Acad. Sci. U.S.A. 1998, 95, 8369-8374. Amauromine: (o) Takase, S ; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tetrahedron 1985, 41, 3307-3048. (p) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tetrahedron Lett. 1984, 25, 4673-4676. (q) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. J. Antibiot. 1984, 37, 1320-1323. (r) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tennen Yuki Kagobutsu Toronkai Koen Yoshishu 1983, 26th, 94-101. Verrucofortine: (s) Hodge, R. P.; Harris, C. M.; Harris T. M. J. Nat. Prod. 1988, 51, 66-73. Gypsetin: (t) Shinohara, C.; Hasumi, K.; Takei, Y.; Endo, A. J. Antibiot. 1994, 47, 163-167. (u) Nuber, B.; Hansske, F. J. Antibiot. 1994, 47, 168-172. Okaramines: (v) Hayashi, H.; Takiuchi, K.; Murao, S.; Arai, M. Agric. Biol. Chem. 1989, 53, 461-469. (w) Hayashi, H.; Fujiwara, S.; Murao, S.; Arai, M. Agric. Biol. Chem. 1991, 55, 3143-3145. Hayashi, H.; Asabu, Y.; Murao, S.; Arai, M. Biosci. Biotechnol. Biochem. 1995, 59, 246-250. (y) Hayashi, H.; Sakaguchi, A. Biosci. Biotechnol. Biochem. 1998, 62, 804-806. (z) Hayashi, H.; Furutsuka, K.; Shiono, Y. J. Nat. Prod. 1999, 62, 315-317. (aa) Shiono, Y.; Akiyama, K.; Hayashi, H. Biosci. Biotechnol. Biochem. 1999, 63, 1910-1920. (bb) Shiono, Y.; Akiyama, K.;
70. Roqufortine: (a) Scott, P. M.; Merrien, M.; Polonsky, J. Experientia 1976, 32, 140-142. Echinulin: (b) Quilico, A.; Panizzi, L. Chem. Ber. 1943, 76, 348-358. (c) Quilico, A. Res. Prog. Org. Biol. Med. Chem. 1964, 1, 1964. Flustramines: (d) Carle, J. S.; Christophersen, C. J. Am. Chem. Soc. 1979, 101, 4012-4013. (e) Carle, J. S.; Christophersen, C. J. Org. Chem 1980, 45, 1586-1589. (f) Wulff, P.; Carle, J. S.; Christophersen, C. J. Chem. Soc., Perkin Trans. 1 1981, 2895-2898. (g) Carle, J. S.; Christophersen, C. J. Org. Chem. 1981, 46, 3440-3443. (h) Wulff, P.; Carle, J. S.; Christophersen, C. Comp. Biochem. Physiol. B 1982, 71B, 523-524. (i) Sjoeblom, T.; Lars, B.; Carsten, C. Acta Pharm. Suec. 1983, 20(6), 415- 418. (j) Wright, J. L. C. J. Nat. Prod. 1984, 47, 893-895. (k) Christophersen, C. Acta Chem. Scand., Ser. B 1985, B39, 517-529. (l) Laycock, M. V.; Wright, J. L. C.; Findlay, J. A.; Patil, A. D. Can. J. Chem. 1986, 64, 1312-1316. Ardeemins: (m) Karnowski, J. P, Jackson, M.; Rasmussen, R. R.; Humphrey, P. E.; Poddig, J. B.; Kohl, W. L.; Scherr, M. H.; Kadam, S.; McAlpine, J. B. J. Antibiot. 1993, 116, 11143-11144. (n) Chou, T.-C.; Depew, K. M.; Zheng, Y.-H.; Safer, M. L.; Chan, D.; Helfrich, B.; Zatorska, D.; Zatorski, A.; Bornmann, W.; Danishefsky, S. J. Proc. Natl. Acad. Sci. U.S.A. 1998, 95, 8369-8374. Amauromine: (o) Takase, S ; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tetrahedron 1985, 41, 3307-3048. (p) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tetrahedron Lett. 1984, 25, 4673-4676. (q) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. J. Antibiot. 1984, 37, 1320-1323. (r) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tennen Yuki Kagobutsu Toronkai Koen Yoshishu 1983, 26th, 94-101. Verrucofortine: (s) Hodge, R. P.; Harris, C. M.; Harris T. M. J. Nat. Prod. 1988, 51, 66-73. Gypsetin: (t) Shinohara, C.; Hasumi, K.; Takei, Y.; Endo, A. J. Antibiot. 1994, 47, 163-167. (u) Nuber, B.; Hansske, F. J. Antibiot. 1994, 47, 168-172. Okaramines: (v) Hayashi, H.; Takiuchi, K.; Murao, S.; Arai, M. Agric. Biol. Chem. 1989, 53, 461-469. (w) Hayashi, H.; Fujiwara, S.; Murao, S.; Arai, M. Agric. Biol. Chem. 1991, 55, 3143-3145. Hayashi, H.; Asabu, Y.; Murao, S.; Arai, M. Biosci. Biotechnol. Biochem. 1995, 59, 246-250. (y) Hayashi, H.; Sakaguchi, A. Biosci. Biotechnol. Biochem. 1998, 62, 804-806. (z) Hayashi, H.; Furutsuka, K.; Shiono, Y. J. Nat. Prod. 1999, 62, 315-317. (aa) Shiono, Y.; Akiyama, K.; Hayashi, H. Biosci. Biotechnol. Biochem. 1999, 63, 1910-1920. (bb) Shiono, Y.; Akiyama, K.; Hayashi, H. Biosci. Biotechnol. Biochem. 2000, 64, 103-110. Oxaline: (cc) Nagel, D. W.; Pachler, K. G. R.; Steyn, P. S.; Wessels, P. L.; Gafner, G.; Kruger, G. J. J. Chem. Soc., Chem. Commun. 1974, 1021-1022. (dd) Nagel, D. W.; Pachler, K. G. R.; Steyn, P. S.; Vleggaar, R.; Wessels, P. L. Tetrahedron 1976, 32, 2625-2631. Aszonalenin: (ee) Kimura, Y.; Hamasaki, T.; Nakajima, H.; Isogai, A. Tetrahedron Lett. 1982, 23, 225-228. (ff) Bhat, B.; Harrison, D. M.; Lamont, H. M. Tetrahedron 1993, 49, 10655-10662.
71. Roqufortine: (a) Scott, P. M.; Merrien, M.; Polonsky, J. Experientia 1976, 32, 140-142. Echinulin: (b) Quilico, A.; Panizzi, L. Chem. Ber. 1943, 76, 348-358. (c) Quilico, A. Res. Prog. Org. Biol. Med. Chem. 1964, 1, 1964. Flustramines: (d) Carle, J. S.; Christophersen, C. J. Am. Chem. Soc. 1979, 101, 4012-4013. (e) Carle, J. S.; Christophersen, C. J. Org. Chem 1980, 45, 1586-1589. (f) Wulff, P.; Carle, J. S.; Christophersen, C. J. Chem. Soc., Perkin Trans. 1 1981, 2895-2898. (g) Carle, J. S.; Christophersen, C. J. Org. Chem. 1981, 46, 3440-3443. (h) Wulff, P.; Carle, J. S.; Christophersen, C. Comp. Biochem. Physiol. B 1982, 71B, 523-524. (i) Sjoeblom, T.; Lars, B.; Carsten, C. Acta Pharm. Suec. 1983, 20(6), 415- 418. (j) Wright, J. L. C. J. Nat. Prod. 1984, 47, 893-895. (k) Christophersen, C. Acta Chem. Scand., Ser. B 1985, B39, 517-529. (l) Laycock, M. V.; Wright, J. L. C.; Findlay, J. A.; Patil, A. D. Can. J. Chem. 1986, 64, 1312-1316. Ardeemins: (m) Karnowski, J. P, Jackson, M.; Rasmussen, R. R.; Humphrey, P. E.; Poddig, J. B.; Kohl, W. L.; Scherr, M. H.; Kadam, S.; McAlpine, J. B. J. Antibiot. 1993, 116, 11143-11144. (n) Chou, T.-C.; Depew, K. M.; Zheng, Y.-H.; Safer, M. L.; Chan, D.; Helfrich, B.; Zatorska, D.; Zatorski, A.; Bornmann, W.; Danishefsky, S. J. Proc. Natl. Acad. Sci. U.S.A. 1998, 95, 8369-8374. Amauromine: (o) Takase, S ; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tetrahedron 1985, 41, 3307-3048. (p) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tetrahedron Lett. 1984, 25, 4673-4676. (q) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. J. Antibiot. 1984, 37, 1320-1323. (r) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tennen Yuki Kagobutsu Toronkai Koen Yoshishu 1983, 26th, 94-101. Verrucofortine: (s) Hodge, R. P.; Harris, C. M.; Harris T. M. J. Nat. Prod. 1988, 51, 66-73. Gypsetin: (t) Shinohara, C.; Hasumi, K.; Takei, Y.; Endo, A. J. Antibiot. 1994, 47, 163-167. (u) Nuber, B.; Hansske, F. J. Antibiot. 1994, 47, 168-172. Okaramines: (v) Hayashi, H.; Takiuchi, K.; Murao, S.; Arai, M. Agric. Biol. Chem. 1989, 53, 461-469. (w) Hayashi, H.; Fujiwara, S.; Murao, S.; Arai, M. Agric. Biol. Chem. 1991, 55, 3143-3145. Hayashi, H.; Asabu, Y.; Murao, S.; Arai, M. Biosci. Biotechnol. Biochem. 1995, 59, 246-250. (y) Hayashi, H.; Sakaguchi, A. Biosci. Biotechnol. Biochem. 1998, 62, 804-806. (z) Hayashi, H.; Furutsuka, K.; Shiono, Y. J. Nat. Prod. 1999, 62, 315-317. (aa) Shiono, Y.; Akiyama, K.; Hayashi, H. Biosci. Biotechnol. Biochem. 1999, 63, 1910-1920. (bb) Shiono, Y.; Akiyama, K.; Hayashi, H. Biosci. Biotechnol. Biochem. 2000, 64, 103-110. Oxaline: (cc) Nagel, D. W.; Pachler, K. G. R.; Steyn, P. S.; Wessels, P. L.; Gafner, G.; Kruger, G. J. J. Chem. Soc., Chem. Commun. 1974, 1021-1022. (dd) Nagel, D. W.; Pachler, K. G. R.; Steyn, P. S.; Vleggaar, R.; Wessels, P. L. Tetrahedron 1976, 32, 2625-2631. Aszonalenin: (ee) Kimura, Y.; Hamasaki, T.; Nakajima, H.; Isogai, A. Tetrahedron Lett. 1982, 23, 225-228. (ff) Bhat, B.; Harrison, D. M.; Lamont, H. M. Tetrahedron 1993, 49, 10655-10662.
72. Roqufortine: (a) Scott, P. M.; Merrien, M.; Polonsky, J. Experientia 1976, 32, 140-142. Echinulin: (b) Quilico, A.; Panizzi, L. Chem. Ber. 1943, 76, 348-358. (c) Quilico, A. Res. Prog. Org. Biol. Med. Chem. 1964, 1, 1964. Flustramines: (d) Carle, J. S.; Christophersen, C. J. Am. Chem. Soc. 1979, 101, 4012-4013. (e) Carle, J. S.; Christophersen, C. J. Org. Chem 1980, 45, 1586-1589. (f) Wulff, P.; Carle, J. S.; Christophersen, C. J. Chem. Soc., Perkin Trans. 1 1981, 2895-2898. (g) Carle, J. S.; Christophersen, C. J. Org. Chem. 1981, 46, 3440-3443. (h) Wulff, P.; Carle, J. S.; Christophersen, C. Comp. Biochem. Physiol. B 1982, 71B, 523-524. (i) Sjoeblom, T.; Lars, B.; Carsten, C. Acta Pharm. Suec. 1983, 20(6), 415- 418. (j) Wright, J. L. C. J. Nat. Prod. 1984, 47, 893-895. (k) Christophersen, C. Acta Chem. Scand., Ser. B 1985, B39, 517-529. (l) Laycock, M. V.; Wright, J. L. C.; Findlay, J. A.; Patil, A. D. Can. J. Chem. 1986, 64, 1312-1316. Ardeemins: (m) Karnowski, J. P, Jackson, M.; Rasmussen, R. R.; Humphrey, P. E.; Poddig, J. B.; Kohl, W. L.; Scherr, M. H.; Kadam, S.; McAlpine, J. B. J. Antibiot. 1993, 116, 11143-11144. (n) Chou, T.-C.; Depew, K. M.; Zheng, Y.-H.; Safer, M. L.; Chan, D.; Helfrich, B.; Zatorska, D.; Zatorski, A.; Bornmann, W.; Danishefsky, S. J. Proc. Natl. Acad. Sci. U.S.A. 1998, 95, 8369-8374. Amauromine: (o) Takase, S ; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tetrahedron 1985, 41, 3307-3048. (p) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tetrahedron Lett. 1984, 25, 4673-4676. (q) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. J. Antibiot. 1984, 37, 1320-1323. (r) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tennen Yuki Kagobutsu Toronkai Koen Yoshishu 1983, 26th, 94-101. Verrucofortine: (s) Hodge, R. P.; Harris, C. M.; Harris T. M. J. Nat. Prod. 1988, 51, 66-73. Gypsetin: (t) Shinohara, C.; Hasumi, K.; Takei, Y.; Endo, A. J. Antibiot. 1994, 47, 163-167. (u) Nuber, B.; Hansske, F. J. Antibiot. 1994, 47, 168-172. Okaramines: (v) Hayashi, H.; Takiuchi, K.; Murao, S.; Arai, M. Agric. Biol. Chem. 1989, 53, 461-469. (w) Hayashi, H.; Fujiwara, S.; Murao, S.; Arai, M. Agric. Biol. Chem. 1991, 55, 3143-3145. Hayashi, H.; Asabu, Y.; Murao, S.; Arai, M. Biosci. Biotechnol. Biochem. 1995, 59, 246-250. (y) Hayashi, H.; Sakaguchi, A. Biosci. Biotechnol. Biochem. 1998, 62, 804-806. (z) Hayashi, H.; Furutsuka, K.; Shiono, Y. J. Nat. Prod. 1999, 62, 315-317. (aa) Shiono, Y.; Akiyama, K.; Hayashi, H. Biosci. Biotechnol. Biochem. 1999, 63, 1910-1920. (bb) Shiono, Y.; Akiyama, K.; Hayashi, H. Biosci. Biotechnol. Biochem. 2000, 64, 103-110. Oxaline: (cc) Nagel, D. W.; Pachler, K. G. R.; Steyn, P. S.; Wessels, P. L.; Gafner, G.; Kruger, G. J. J. Chem. Soc., Chem. Commun. 1974, 1021-1022. (dd) Nagel, D. W.; Pachler, K. G. R.; Steyn, P. S.; Vleggaar, R.; Wessels, P. L. Tetrahedron 1976, 32, 2625-2631. Aszonalenin: (ee) Kimura, Y.; Hamasaki, T.; Nakajima, H.; Isogai, A. Tetrahedron Lett. 1982, 23, 225-228. (ff) Bhat, B.; Harrison, D. M.; Lamont, H. M. Tetrahedron 1993, 49, 10655-10662.
73. Roqufortine: (a) Scott, P. M.; Merrien, M.; Polonsky, J. Experientia 1976, 32, 140-142. Echinulin: (b) Quilico, A.; Panizzi, L. Chem. Ber. 1943, 76, 348-358. (c) Quilico, A. Res. Prog. Org. Biol. Med. Chem. 1964, 1, 1964. Flustramines: (d) Carle, J. S.; Christophersen, C. J. Am. Chem. Soc. 1979, 101, 4012-4013. (e) Carle, J. S.; Christophersen, C. J. Org. Chem 1980, 45, 1586-1589. (f) Wulff, P.; Carle, J. S.; Christophersen, C. J. Chem. Soc., Perkin Trans. 1 1981, 2895-2898. (g) Carle, J. S.; Christophersen, C. J. Org. Chem. 1981, 46, 3440-3443. (h) Wulff, P.; Carle, J. S.; Christophersen, C. Comp. Biochem. Physiol. B 1982, 71B, 523-524. (i) Sjoeblom, T.; Lars, B.; Carsten, C. Acta Pharm. Suec. 1983, 20(6), 415- 418. (j) Wright, J. L. C. J. Nat. Prod. 1984, 47, 893-895. (k) Christophersen, C. Acta Chem. Scand., Ser. B 1985, B39, 517-529. (l) Laycock, M. V.; Wright, J. L. C.; Findlay, J. A.; Patil, A. D. Can. J. Chem. 1986, 64, 1312-1316. Ardeemins: (m) Karnowski, J. P, Jackson, M.; Rasmussen, R. R.; Humphrey, P. E.; Poddig, J. B.; Kohl, W. L.; Scherr, M. H.; Kadam, S.; McAlpine, J. B. J. Antibiot. 1993, 116, 11143-11144. (n) Chou, T.-C.; Depew, K. M.; Zheng, Y.-H.; Safer, M. L.; Chan, D.; Helfrich, B.; Zatorska, D.; Zatorski, A.; Bornmann, W.; Danishefsky, S. J. Proc. Natl. Acad. Sci. U.S.A. 1998, 95, 8369-8374. Amauromine: (o) Takase, S ; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tetrahedron 1985, 41, 3307-3048. (p) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tetrahedron Lett. 1984, 25, 4673-4676. (q) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. J. Antibiot. 1984, 37, 1320-1323. (r) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tennen Yuki Kagobutsu Toronkai Koen Yoshishu 1983, 26th, 94-101. Verrucofortine: (s) Hodge, R. P.; Harris, C. M.; Harris T. M. J. Nat. Prod. 1988, 51, 66-73. Gypsetin: (t) Shinohara, C.; Hasumi, K.; Takei, Y.; Endo, A. J. Antibiot. 1994, 47, 163-167. (u) Nuber, B.; Hansske, F. J. Antibiot. 1994, 47, 168-172. Okaramines: (v) Hayashi, H.; Takiuchi, K.; Murao, S.; Arai, M. Agric. Biol. Chem. 1989, 53, 461-469. (w) Hayashi, H.; Fujiwara, S.; Murao, S.; Arai, M. Agric. Biol. Chem. 1991, 55, 3143-3145. Hayashi, H.; Asabu, Y.; Murao, S.; Arai, M. Biosci. Biotechnol. Biochem. 1995, 59, 246-250. (y) Hayashi, H.; Sakaguchi, A. Biosci. Biotechnol. Biochem. 1998, 62, 804-806. (z) Hayashi, H.; Furutsuka, K.; Shiono, Y. J. Nat. Prod. 1999, 62, 315-317. (aa) Shiono, Y.; Akiyama, K.; Hayashi, H. Biosci. Biotechnol. Biochem. 1999, 63, 1910-1920. (bb) Shiono, Y.; Akiyama, K.; Hayashi, H. Biosci. Biotechnol. Biochem. 2000, 64, 103-110. Oxaline: (cc) Nagel, D. W.; Pachler, K. G. R.; Steyn, P. S.; Wessels, P. L.; Gafner, G.; Kruger, G. J. J. Chem. Soc., Chem. Commun. 1974, 1021-1022. (dd) Nagel, D. W.; Pachler, K. G. R.; Steyn, P. S.; Vleggaar, R.; Wessels, P. L. Tetrahedron 1976, 32, 2625-2631. Aszonalenin: (ee) Kimura, Y.; Hamasaki, T.; Nakajima, H.; Isogai, A. Tetrahedron Lett. 1982, 23, 225-228. (ff) Bhat, B.; Harrison, D. M.; Lamont, H. M. Tetrahedron 1993, 49, 10655-10662.
74. Roqufortine: (a) Scott, P. M.; Merrien, M.; Polonsky, J. Experientia 1976, 32, 140-142. Echinulin: (b) Quilico, A.; Panizzi, L. Chem. Ber. 1943, 76, 348-358. (c) Quilico, A. Res. Prog. Org. Biol. Med. Chem. 1964, 1, 1964. Flustramines: (d) Carle, J. S.; Christophersen, C. J. Am. Chem. Soc. 1979, 101, 4012-4013. (e) Carle, J. S.; Christophersen, C. J. Org. Chem 1980, 45, 1586-1589. (f) Wulff, P.; Carle, J. S.; Christophersen, C. J. Chem. Soc., Perkin Trans. 1 1981, 2895-2898. (g) Carle, J. S.; Christophersen, C. J. Org. Chem. 1981, 46, 3440-3443. (h) Wulff, P.; Carle, J. S.; Christophersen, C. Comp. Biochem. Physiol. B 1982, 71B, 523-524. (i) Sjoeblom, T.; Lars, B.; Carsten, C. Acta Pharm. Suec. 1983, 20(6), 415- 418. (j) Wright, J. L. C. J. Nat. Prod. 1984, 47, 893-895. (k) Christophersen, C. Acta Chem. Scand., Ser. B 1985, B39, 517-529. (l) Laycock, M. V.; Wright, J. L. C.; Findlay, J. A.; Patil, A. D. Can. J. Chem. 1986, 64, 1312-1316. Ardeemins: (m) Karnowski, J. P, Jackson, M.; Rasmussen, R. R.; Humphrey, P. E.; Poddig, J. B.; Kohl, W. L.; Scherr, M. H.; Kadam, S.; McAlpine, J. B. J. Antibiot. 1993, 116, 11143-11144. (n) Chou, T.-C.; Depew, K. M.; Zheng, Y.-H.; Safer, M. L.; Chan, D.; Helfrich, B.; Zatorska, D.; Zatorski, A.; Bornmann, W.; Danishefsky, S. J. Proc. Natl. Acad. Sci. U.S.A. 1998, 95, 8369-8374. Amauromine: (o) Takase, S ; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tetrahedron 1985, 41, 3307-3048. (p) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tetrahedron Lett. 1984, 25, 4673-4676. (q) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. J. Antibiot. 1984, 37, 1320-1323. (r) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tennen Yuki Kagobutsu Toronkai Koen Yoshishu 1983, 26th, 94-101. Verrucofortine: (s) Hodge, R. P.; Harris, C. M.; Harris T. M. J. Nat. Prod. 1988, 51, 66-73. Gypsetin: (t) Shinohara, C.; Hasumi, K.; Takei, Y.; Endo, A. J. Antibiot. 1994, 47, 163-167. (u) Nuber, B.; Hansske, F. J. Antibiot. 1994, 47, 168-172. Okaramines: (v) Hayashi, H.; Takiuchi, K.; Murao, S.; Arai, M. Agric. Biol. Chem. 1989, 53, 461-469. (w) Hayashi, H.; Fujiwara, S.; Murao, S.; Arai, M. Agric. Biol. Chem. 1991, 55, 3143-3145. Hayashi, H.; Asabu, Y.; Murao, S.; Arai, M. Biosci. Biotechnol. Biochem. 1995, 59, 246-250. (y) Hayashi, H.; Sakaguchi, A. Biosci. Biotechnol. Biochem. 1998, 62, 804-806. (z) Hayashi, H.; Furutsuka, K.; Shiono, Y. J. Nat. Prod. 1999, 62, 315-317. (aa) Shiono, Y.; Akiyama, K.; Hayashi, H. Biosci. Biotechnol. Biochem. 1999, 63, 1910-1920. (bb) Shiono, Y.; Akiyama, K.; Hayashi, H. Biosci. Biotechnol. Biochem. 2000, 64, 103-110. Oxaline: (cc) Nagel, D. W.; Pachler, K. G. R.; Steyn, P. S.; Wessels, P. L.; Gafner, G.; Kruger, G. J. J. Chem. Soc., Chem. Commun. 1974, 1021-1022. (dd) Nagel, D. W.; Pachler, K. G. R.; Steyn, P. S.; Vleggaar, R.; Wessels, P. L. Tetrahedron 1976, 32, 2625-2631. Aszonalenin: (ee) Kimura, Y.; Hamasaki, T.; Nakajima, H.; Isogai, A. Tetrahedron Lett. 1982, 23, 225-228. (ff) Bhat, B.; Harrison, D. M.; Lamont, H. M. Tetrahedron 1993, 49, 10655-10662.
75. Roqufortine: (a) Scott, P. M.; Merrien, M.; Polonsky, J. Experientia 1976, 32, 140-142. Echinulin: (b) Quilico, A.; Panizzi, L. Chem. Ber. 1943, 76, 348-358. (c) Quilico, A. Res. Prog. Org. Biol. Med. Chem. 1964, 1, 1964. Flustramines: (d) Carle, J. S.; Christophersen, C. J. Am. Chem. Soc. 1979, 101, 4012-4013. (e) Carle, J. S.; Christophersen, C. J. Org. Chem 1980, 45, 1586-1589. (f) Wulff, P.; Carle, J. S.; Christophersen, C. J. Chem. Soc., Perkin Trans. 1 1981, 2895-2898. (g) Carle, J. S.; Christophersen, C. J. Org. Chem. 1981, 46, 3440-3443. (h) Wulff, P.; Carle, J. S.; Christophersen, C. Comp. Biochem. Physiol. B 1982, 71B, 523-524. (i) Sjoeblom, T.; Lars, B.; Carsten, C. Acta Pharm. Suec. 1983, 20(6), 415- 418. (j) Wright, J. L. C. J. Nat. Prod. 1984, 47, 893-895. (k) Christophersen, C. Acta Chem. Scand., Ser. B 1985, B39, 517-529. (l) Laycock, M. V.; Wright, J. L. C.; Findlay, J. A.; Patil, A. D. Can. J. Chem. 1986, 64, 1312-1316. Ardeemins: (m) Karnowski, J. P, Jackson, M.; Rasmussen, R. R.; Humphrey, P. E.; Poddig, J. B.; Kohl, W. L.; Scherr, M. H.; Kadam, S.; McAlpine, J. B. J. Antibiot. 1993, 116, 11143-11144. (n) Chou, T.-C.; Depew, K. M.; Zheng, Y.-H.; Safer, M. L.; Chan, D.; Helfrich, B.; Zatorska, D.; Zatorski, A.; Bornmann, W.; Danishefsky, S. J. Proc. Natl. Acad. Sci. U.S.A. 1998, 95, 8369-8374. Amauromine: (o) Takase, S ; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tetrahedron 1985, 41, 3307-3048. (p) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tetrahedron Lett. 1984, 25, 4673-4676. (q) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. J. Antibiot. 1984, 37, 1320-1323. (r) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tennen Yuki Kagobutsu Toronkai Koen Yoshishu 1983, 26th, 94-101. Verrucofortine: (s) Hodge, R. P.; Harris, C. M.; Harris T. M. J. Nat. Prod. 1988, 51, 66-73. Gypsetin: (t) Shinohara, C.; Hasumi, K.; Takei, Y.; Endo, A. J. Antibiot. 1994, 47, 163-167. (u) Nuber, B.; Hansske, F. J. Antibiot. 1994, 47, 168-172. Okaramines: (v) Hayashi, H.; Takiuchi, K.; Murao, S.; Arai, M. Agric. Biol. Chem. 1989, 53, 461-469. (w) Hayashi, H.; Fujiwara, S.; Murao, S.; Arai, M. Agric. Biol. Chem. 1991, 55, 3143-3145. Hayashi, H.; Asabu, Y.; Murao, S.; Arai, M. Biosci. Biotechnol. Biochem. 1995, 59, 246-250. (y) Hayashi, H.; Sakaguchi, A. Biosci. Biotechnol. Biochem. 1998, 62, 804-806. (z) Hayashi, H.; Furutsuka, K.; Shiono, Y. J. Nat. Prod. 1999, 62, 315-317. (aa) Shiono, Y.; Akiyama, K.; Hayashi, H. Biosci. Biotechnol. Biochem. 1999, 63, 1910-1920. (bb) Shiono, Y.; Akiyama, K.; Hayashi, H. Biosci. Biotechnol. Biochem. 2000, 64, 103-110. Oxaline: (cc) Nagel, D. W.; Pachler, K. G. R.; Steyn, P. S.; Wessels, P. L.; Gafner, G.; Kruger, G. J. J. Chem. Soc., Chem. Commun. 1974, 1021-1022. (dd) Nagel, D. W.; Pachler, K. G. R.; Steyn, P. S.; Vleggaar, R.; Wessels, P. L. Tetrahedron 1976, 32, 2625-2631. Aszonalenin: (ee) Kimura, Y.; Hamasaki, T.; Nakajima, H.; Isogai, A. Tetrahedron Lett. 1982, 23, 225-228. (ff) Bhat, B.; Harrison, D. M.; Lamont, H. M. Tetrahedron 1993, 49, 10655-10662.
76. Roqufortine: (a) Scott, P. M.; Merrien, M.; Polonsky, J. Experientia 1976, 32, 140-142. Echinulin: (b) Quilico, A.; Panizzi, L. Chem. Ber. 1943, 76, 348-358. (c) Quilico, A. Res. Prog. Org. Biol. Med. Chem. 1964, 1, 1964. Flustramines: (d) Carle, J. S.; Christophersen, C. J. Am. Chem. Soc. 1979, 101, 4012-4013. (e) Carle, J. S.; Christophersen, C. J. Org. Chem 1980, 45, 1586-1589. (f) Wulff, P.; Carle, J. S.; Christophersen, C. J. Chem. Soc., Perkin Trans. 1 1981, 2895-2898. (g) Carle, J. S.; Christophersen, C. J. Org. Chem. 1981, 46, 3440-3443. (h) Wulff, P.; Carle, J. S.; Christophersen, C. Comp. Biochem. Physiol. B 1982, 71B, 523-524. (i) Sjoeblom, T.; Lars, B.; Carsten, C. Acta Pharm. Suec. 1983, 20(6), 415- 418. (j) Wright, J. L. C. J. Nat. Prod. 1984, 47, 893-895. (k) Christophersen, C. Acta Chem. Scand., Ser. B 1985, B39, 517-529. (l) Laycock, M. V.; Wright, J. L. C.; Findlay, J. A.; Patil, A. D. Can. J. Chem. 1986, 64, 1312-1316. Ardeemins: (m) Karnowski, J. P, Jackson, M.; Rasmussen, R. R.; Humphrey, P. E.; Poddig, J. B.; Kohl, W. L.; Scherr, M. H.; Kadam, S.; McAlpine, J. B. J. Antibiot. 1993, 116, 11143-11144. (n) Chou, T.-C.; Depew, K. M.; Zheng, Y.-H.; Safer, M. L.; Chan, D.; Helfrich, B.; Zatorska, D.; Zatorski, A.; Bornmann, W.; Danishefsky, S. J. Proc. Natl. Acad. Sci. U.S.A. 1998, 95, 8369-8374. Amauromine: (o) Takase, S ; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tetrahedron 1985, 41, 3307-3048. (p) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tetrahedron Lett. 1984, 25, 4673-4676. (q) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. J. Antibiot. 1984, 37, 1320-1323. (r) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tennen Yuki Kagobutsu Toronkai Koen Yoshishu 1983, 26th, 94-101. Verrucofortine: (s) Hodge, R. P.; Harris, C. M.; Harris T. M. J. Nat. Prod. 1988, 51, 66-73. Gypsetin: (t) Shinohara, C.; Hasumi, K.; Takei, Y.; Endo, A. J. Antibiot. 1994, 47, 163-167. (u) Nuber, B.; Hansske, F. J. Antibiot. 1994, 47, 168-172. Okaramines: (v) Hayashi, H.; Takiuchi, K.; Murao, S.; Arai, M. Agric. Biol. Chem. 1989, 53, 461-469. (w) Hayashi, H.; Fujiwara, S.; Murao, S.; Arai, M. Agric. Biol. Chem. 1991, 55, 3143-3145. Hayashi, H.; Asabu, Y.; Murao, S.; Arai, M. Biosci. Biotechnol. Biochem. 1995, 59, 246-250. (y) Hayashi, H.; Sakaguchi, A. Biosci. Biotechnol. Biochem. 1998, 62, 804-806. (z) Hayashi, H.; Furutsuka, K.; Shiono, Y. J. Nat. Prod. 1999, 62, 315-317. (aa) Shiono, Y.; Akiyama, K.; Hayashi, H. Biosci. Biotechnol. Biochem. 1999, 63, 1910-1920. (bb) Shiono, Y.; Akiyama, K.; Hayashi, H. Biosci. Biotechnol. Biochem. 2000, 64, 103-110. Oxaline: (cc) Nagel, D. W.; Pachler, K. G. R.; Steyn, P. S.; Wessels, P. L.; Gafner, G.; Kruger, G. J. J. Chem. Soc., Chem. Commun. 1974, 1021-1022. (dd) Nagel, D. W.; Pachler, K. G. R.; Steyn, P. S.; Vleggaar, R.; Wessels, P. L. Tetrahedron 1976, 32, 2625-2631. Aszonalenin: (ee) Kimura, Y.; Hamasaki, T.; Nakajima, H.; Isogai, A. Tetrahedron Lett. 1982, 23, 225-228. (ff) Bhat, B.; Harrison, D. M.; Lamont, H. M. Tetrahedron 1993, 49, 10655-10662.
77. Roqufortine: (a) Scott, P. M.; Merrien, M.; Polonsky, J. Experientia 1976, 32, 140-142. Echinulin: (b) Quilico, A.; Panizzi, L. Chem. Ber. 1943, 76, 348-358. (c) Quilico, A. Res. Prog. Org. Biol. Med. Chem. 1964, 1, 1964. Flustramines: (d) Carle, J. S.; Christophersen, C. J. Am. Chem. Soc. 1979, 101, 4012-4013. (e) Carle, J. S.; Christophersen, C. J. Org. Chem 1980, 45, 1586-1589. (f) Wulff, P.; Carle, J. S.; Christophersen, C. J. Chem. Soc., Perkin Trans. 1 1981, 2895-2898. (g) Carle, J. S.; Christophersen, C. J. Org. Chem. 1981, 46, 3440-3443. (h) Wulff, P.; Carle, J. S.; Christophersen, C. Comp. Biochem. Physiol. B 1982, 71B, 523-524. (i) Sjoeblom, T.; Lars, B.; Carsten, C. Acta Pharm. Suec. 1983, 20(6), 415- 418. (j) Wright, J. L. C. J. Nat. Prod. 1984, 47, 893-895. (k) Christophersen, C. Acta Chem. Scand., Ser. B 1985, B39, 517-529. (l) Laycock, M. V.; Wright, J. L. C.; Findlay, J. A.; Patil, A. D. Can. J. Chem. 1986, 64, 1312-1316. Ardeemins: (m) Karnowski, J. P, Jackson, M.; Rasmussen, R. R.; Humphrey, P. E.; Poddig, J. B.; Kohl, W. L.; Scherr, M. H.; Kadam, S.; McAlpine, J. B. J. Antibiot. 1993, 116, 11143-11144. (n) Chou, T.-C.; Depew, K. M.; Zheng, Y.-H.; Safer, M. L.; Chan, D.; Helfrich, B.; Zatorska, D.; Zatorski, A.; Bornmann, W.; Danishefsky, S. J. Proc. Natl. Acad. Sci. U.S.A. 1998, 95, 8369-8374. Amauromine: (o) Takase, S ; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tetrahedron 1985, 41, 3307-3048. (p) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tetrahedron Lett. 1984, 25, 4673-4676. (q) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. J. Antibiot. 1984, 37, 1320-1323. (r) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tennen Yuki Kagobutsu Toronkai Koen Yoshishu 1983, 26th, 94-101. Verrucofortine: (s) Hodge, R. P.; Harris, C. M.; Harris T. M. J. Nat. Prod. 1988, 51, 66-73. Gypsetin: (t) Shinohara, C.; Hasumi, K.; Takei, Y.; Endo, A. J. Antibiot. 1994, 47, 163-167. (u) Nuber, B.; Hansske, F. J. Antibiot. 1994, 47, 168-172. Okaramines: (v) Hayashi, H.; Takiuchi, K.; Murao, S.; Arai, M. Agric. Biol. Chem. 1989, 53, 461-469. (w) Hayashi, H.; Fujiwara, S.; Murao, S.; Arai, M. Agric. Biol. Chem. 1991, 55, 3143-3145. Hayashi, H.; Asabu, Y.; Murao, S.; Arai, M. Biosci. Biotechnol. Biochem. 1995, 59, 246-250. (y) Hayashi, H.; Sakaguchi, A. Biosci. Biotechnol. Biochem. 1998, 62, 804-806. (z) Hayashi, H.; Furutsuka, K.; Shiono, Y. J. Nat. Prod. 1999, 62, 315-317. (aa) Shiono, Y.; Akiyama, K.; Hayashi, H. Biosci. Biotechnol. Biochem. 1999, 63, 1910-1920. (bb) Shiono, Y.; Akiyama, K.; Hayashi, H. Biosci. Biotechnol. Biochem. 2000, 64, 103-110. Oxaline: (cc) Nagel, D. W.; Pachler, K. G. R.; Steyn, P. S.; Wessels, P. L.; Gafner, G.; Kruger, G. J. J. Chem. Soc., Chem. Commun. 1974, 1021-1022. (dd) Nagel, D. W.; Pachler, K. G. R.; Steyn, P. S.; Vleggaar, R.; Wessels, P. L. Tetrahedron 1976, 32, 2625-2631. Aszonalenin: (ee) Kimura, Y.; Hamasaki, T.; Nakajima, H.; Isogai, A. Tetrahedron Lett. 1982, 23, 225-228. (ff) Bhat, B.; Harrison, D. M.; Lamont, H. M. Tetrahedron 1993, 49, 10655-10662.
78. Roqufortine: (a) Scott, P. M.; Merrien, M.; Polonsky, J. Experientia 1976, 32, 140-142. Echinulin: (b) Quilico, A.; Panizzi, L. Chem. Ber. 1943, 76, 348-358. (c) Quilico, A. Res. Prog. Org. Biol. Med. Chem. 1964, 1, 1964. Flustramines: (d) Carle, J. S.; Christophersen, C. J. Am. Chem. Soc. 1979, 101, 4012-4013. (e) Carle, J. S.; Christophersen, C. J. Org. Chem 1980, 45, 1586-1589. (f) Wulff, P.; Carle, J. S.; Christophersen, C. J. Chem. Soc., Perkin Trans. 1 1981, 2895-2898. (g) Carle, J. S.; Christophersen, C. J. Org. Chem. 1981, 46, 3440-3443. (h) Wulff, P.; Carle, J. S.; Christophersen, C. Comp. Biochem. Physiol. B 1982, 71B, 523-524. (i) Sjoeblom, T.; Lars, B.; Carsten, C. Acta Pharm. Suec. 1983, 20(6), 415- 418. (j) Wright, J. L. C. J. Nat. Prod. 1984, 47, 893-895. (k) Christophersen, C. Acta Chem. Scand., Ser. B 1985, B39, 517-529. (l) Laycock, M. V.; Wright, J. L. C.; Findlay, J. A.; Patil, A. D. Can. J. Chem. 1986, 64, 1312-1316. Ardeemins: (m) Karnowski, J. P, Jackson, M.; Rasmussen, R. R.; Humphrey, P. E.; Poddig, J. B.; Kohl, W. L.; Scherr, M. H.; Kadam, S.; McAlpine, J. B. J. Antibiot. 1993, 116, 11143-11144. (n) Chou, T.-C.; Depew, K. M.; Zheng, Y.-H.; Safer, M. L.; Chan, D.; Helfrich, B.; Zatorska, D.; Zatorski, A.; Bornmann, W.; Danishefsky, S. J. Proc. Natl. Acad. Sci. U.S.A. 1998, 95, 8369-8374. Amauromine: (o) Takase, S ; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tetrahedron 1985, 41, 3307-3048. (p) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tetrahedron Lett. 1984, 25, 4673-4676. (q) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. J. Antibiot. 1984, 37, 1320-1323. (r) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tennen Yuki Kagobutsu Toronkai Koen Yoshishu 1983, 26th, 94-101. Verrucofortine: (s) Hodge, R. P.; Harris, C. M.; Harris T. M. J. Nat. Prod. 1988, 51, 66-73. Gypsetin: (t) Shinohara, C.; Hasumi, K.; Takei, Y.; Endo, A. J. Antibiot. 1994, 47, 163-167. (u) Nuber, B.; Hansske, F. J. Antibiot. 1994, 47, 168-172. Okaramines: (v) Hayashi, H.; Takiuchi, K.; Murao, S.; Arai, M. Agric. Biol. Chem. 1989, 53, 461-469. (w) Hayashi, H.; Fujiwara, S.; Murao, S.; Arai, M. Agric. Biol. Chem. 1991, 55, 3143-3145. Hayashi, H.; Asabu, Y.; Murao, S.; Arai, M. Biosci. Biotechnol. Biochem. 1995, 59, 246-250. (y) Hayashi, H.; Sakaguchi, A. Biosci. Biotechnol. Biochem. 1998, 62, 804-806. (z) Hayashi, H.; Furutsuka, K.; Shiono, Y. J. Nat. Prod. 1999, 62, 315-317. (aa) Shiono, Y.; Akiyama, K.; Hayashi, H. Biosci. Biotechnol. Biochem. 1999, 63, 1910-1920. (bb) Shiono, Y.; Akiyama, K.; Hayashi, H. Biosci. Biotechnol. Biochem. 2000, 64, 103-110. Oxaline: (cc) Nagel, D. W.; Pachler, K. G. R.; Steyn, P. S.; Wessels, P. L.; Gafner, G.; Kruger, G. J. J. Chem. Soc., Chem. Commun. 1974, 1021-1022. (dd) Nagel, D. W.; Pachler, K. G. R.; Steyn, P. S.; Vleggaar, R.; Wessels, P. L. Tetrahedron 1976, 32, 2625-2631. Aszonalenin: (ee) Kimura, Y.; Hamasaki, T.; Nakajima, H.; Isogai, A. Tetrahedron Lett. 1982, 23, 225-228. (ff) Bhat, B.; Harrison, D. M.; Lamont, H. M. Tetrahedron 1993, 49, 10655-10662.
79. Roqufortine: (a) Scott, P. M.; Merrien, M.; Polonsky, J. Experientia 1976, 32, 140-142. Echinulin: (b) Quilico, A.; Panizzi, L. Chem. Ber. 1943, 76, 348-358. (c) Quilico, A. Res. Prog. Org. Biol. Med. Chem. 1964, 1, 1964. Flustramines: (d) Carle, J. S.; Christophersen, C. J. Am. Chem. Soc. 1979, 101, 4012-4013. (e) Carle, J. S.; Christophersen, C. J. Org. Chem 1980, 45, 1586-1589. (f) Wulff, P.; Carle, J. S.; Christophersen, C. J. Chem. Soc., Perkin Trans. 1 1981, 2895-2898. (g) Carle, J. S.; Christophersen, C. J. Org. Chem. 1981, 46, 3440-3443. (h) Wulff, P.; Carle, J. S.; Christophersen, C. Comp. Biochem. Physiol. B 1982, 71B, 523-524. (i) Sjoeblom, T.; Lars, B.; Carsten, C. Acta Pharm. Suec. 1983, 20(6), 415- 418. (j) Wright, J. L. C. J. Nat. Prod. 1984, 47, 893-895. (k) Christophersen, C. Acta Chem. Scand., Ser. B 1985, B39, 517-529. (l) Laycock, M. V.; Wright, J. L. C.; Findlay, J. A.; Patil, A. D. Can. J. Chem. 1986, 64, 1312-1316. Ardeemins: (m) Karnowski, J. P, Jackson, M.; Rasmussen, R. R.; Humphrey, P. E.; Poddig, J. B.; Kohl, W. L.; Scherr, M. H.; Kadam, S.; McAlpine, J. B. J. Antibiot. 1993, 116, 11143-11144. (n) Chou, T.-C.; Depew, K. M.; Zheng, Y.-H.; Safer, M. L.; Chan, D.; Helfrich, B.; Zatorska, D.; Zatorski, A.; Bornmann, W.; Danishefsky, S. J. Proc. Natl. Acad. Sci. U.S.A. 1998, 95, 8369-8374. Amauromine: (o) Takase, S ; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tetrahedron 1985, 41, 3307-3048. (p) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tetrahedron Lett. 1984, 25, 4673-4676. (q) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. J. Antibiot. 1984, 37, 1320-1323. (r) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tennen Yuki Kagobutsu Toronkai Koen Yoshishu 1983, 26th, 94-101. Verrucofortine: (s) Hodge, R. P.; Harris, C. M.; Harris T. M. J. Nat. Prod. 1988, 51, 66-73. Gypsetin: (t) Shinohara, C.; Hasumi, K.; Takei, Y.; Endo, A. J. Antibiot. 1994, 47, 163-167. (u) Nuber, B.; Hansske, F. J. Antibiot. 1994, 47, 168-172. Okaramines: (v) Hayashi, H.; Takiuchi, K.; Murao, S.; Arai, M. Agric. Biol. Chem. 1989, 53, 461-469. (w) Hayashi, H.; Fujiwara, S.; Murao, S.; Arai, M. Agric. Biol. Chem. 1991, 55, 3143-3145. Hayashi, H.; Asabu, Y.; Murao, S.; Arai, M. Biosci. Biotechnol. Biochem. 1995, 59, 246-250. (y) Hayashi, H.; Sakaguchi, A. Biosci. Biotechnol. Biochem. 1998, 62, 804-806. (z) Hayashi, H.; Furutsuka, K.; Shiono, Y. J. Nat. Prod. 1999, 62, 315-317. (aa) Shiono, Y.; Akiyama, K.; Hayashi, H. Biosci. Biotechnol. Biochem. 1999, 63, 1910-1920. (bb) Shiono, Y.; Akiyama, K.; Hayashi, H. Biosci. Biotechnol. Biochem. 2000, 64, 103-110. Oxaline: (cc) Nagel, D. W.; Pachler, K. G. R.; Steyn, P. S.; Wessels, P. L.; Gafner, G.; Kruger, G. J. J. Chem. Soc., Chem. Commun. 1974, 1021-1022. (dd) Nagel, D. W.; Pachler, K. G. R.; Steyn, P. S.; Vleggaar, R.; Wessels, P. L. Tetrahedron 1976, 32, 2625-2631. Aszonalenin: (ee) Kimura, Y.; Hamasaki, T.; Nakajima, H.; Isogai, A. Tetrahedron Lett. 1982, 23, 225-228. (ff) Bhat, B.; Harrison, D. M.; Lamont, H. M. Tetrahedron 1993, 49, 10655-10662.
80. Roqufortine: (a) Scott, P. M.; Merrien, M.; Polonsky, J. Experientia 1976, 32, 140-142. Echinulin: (b) Quilico, A.; Panizzi, L. Chem. Ber. 1943, 76, 348-358. (c) Quilico, A. Res. Prog. Org. Biol. Med. Chem. 1964, 1, 1964. Flustramines: (d) Carle, J. S.; Christophersen, C. J. Am. Chem. Soc. 1979, 101, 4012-4013. (e) Carle, J. S.; Christophersen, C. J. Org. Chem 1980, 45, 1586-1589. (f) Wulff, P.; Carle, J. S.; Christophersen, C. J. Chem. Soc., Perkin Trans. 1 1981, 2895-2898. (g) Carle, J. S.; Christophersen, C. J. Org. Chem. 1981, 46, 3440-3443. (h) Wulff, P.; Carle, J. S.; Christophersen, C. Comp. Biochem. Physiol. B 1982, 71B, 523-524. (i) Sjoeblom, T.; Lars, B.; Carsten, C. Acta Pharm. Suec. 1983, 20(6), 415- 418. (j) Wright, J. L. C. J. Nat. Prod. 1984, 47, 893-895. (k) Christophersen, C. Acta Chem. Scand., Ser. B 1985, B39, 517-529. (l) Laycock, M. V.; Wright, J. L. C.; Findlay, J. A.; Patil, A. D. Can. J. Chem. 1986, 64, 1312-1316. Ardeemins: (m) Karnowski, J. P, Jackson, M.; Rasmussen, R. R.; Humphrey, P. E.; Poddig, J. B.; Kohl, W. L.; Scherr, M. H.; Kadam, S.; McAlpine, J. B. J. Antibiot. 1993, 116, 11143-11144. (n) Chou, T.-C.; Depew, K. M.; Zheng, Y.-H.; Safer, M. L.; Chan, D.; Helfrich, B.; Zatorska, D.; Zatorski, A.; Bornmann, W.; Danishefsky, S. J. Proc. Natl. Acad. Sci. U.S.A. 1998, 95, 8369-8374. Amauromine: (o) Takase, S ; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tetrahedron 1985, 41, 3307-3048. (p) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tetrahedron Lett. 1984, 25, 4673-4676. (q) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. J. Antibiot. 1984, 37, 1320-1323. (r) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tennen Yuki Kagobutsu Toronkai Koen Yoshishu 1983, 26th, 94-101. Verrucofortine: (s) Hodge, R. P.; Harris, C. M.; Harris T. M. J. Nat. Prod. 1988, 51, 66-73. Gypsetin: (t) Shinohara, C.; Hasumi, K.; Takei, Y.; Endo, A. J. Antibiot. 1994, 47, 163-167. (u) Nuber, B.; Hansske, F. J. Antibiot. 1994, 47, 168-172. Okaramines: (v) Hayashi, H.; Takiuchi, K.; Murao, S.; Arai, M. Agric. Biol. Chem. 1989, 53, 461-469. (w) Hayashi, H.; Fujiwara, S.; Murao, S.; Arai, M. Agric. Biol. Chem. 1991, 55, 3143-3145. Hayashi, H.; Asabu, Y.; Murao, S.; Arai, M. Biosci. Biotechnol. Biochem. 1995, 59, 246-250. (y) Hayashi, H.; Sakaguchi, A. Biosci. Biotechnol. Biochem. 1998, 62, 804-806. (z) Hayashi, H.; Furutsuka, K.; Shiono, Y. J. Nat. Prod. 1999, 62, 315-317. (aa) Shiono, Y.; Akiyama, K.; Hayashi, H. Biosci. Biotechnol. Biochem. 1999, 63, 1910-1920. (bb) Shiono, Y.; Akiyama, K.; Hayashi, H. Biosci. Biotechnol. Biochem. 2000, 64, 103-110. Oxaline: (cc) Nagel, D. W.; Pachler, K. G. R.; Steyn, P. S.; Wessels, P. L.; Gafner, G.; Kruger, G. J. J. Chem. Soc., Chem. Commun. 1974, 1021-1022. (dd) Nagel, D. W.; Pachler, K. G. R.; Steyn, P. S.; Vleggaar, R.; Wessels, P. L. Tetrahedron 1976, 32, 2625-2631. Aszonalenin: (ee) Kimura, Y.; Hamasaki, T.; Nakajima, H.; Isogai, A. Tetrahedron Lett. 1982, 23, 225-228. (ff) Bhat, B.; Harrison, D. M.; Lamont, H. M. Tetrahedron 1993, 49, 10655-10662.
81. Roqufortine: (a) Scott, P. M.; Merrien, M.; Polonsky, J. Experientia 1976, 32, 140-142. Echinulin: (b) Quilico, A.; Panizzi, L. Chem. Ber. 1943, 76, 348-358. (c) Quilico, A. Res. Prog. Org. Biol. Med. Chem. 1964, 1, 1964. Flustramines: (d) Carle, J. S.; Christophersen, C. J. Am. Chem. Soc. 1979, 101, 4012-4013. (e) Carle, J. S.; Christophersen, C. J. Org. Chem 1980, 45, 1586-1589. (f) Wulff, P.; Carle, J. S.; Christophersen, C. J. Chem. Soc., Perkin Trans. 1 1981, 2895-2898. (g) Carle, J. S.; Christophersen, C. J. Org. Chem. 1981, 46, 3440-3443. (h) Wulff, P.; Carle, J. S.; Christophersen, C. Comp. Biochem. Physiol. B 1982, 71B, 523-524. (i) Sjoeblom, T.; Lars, B.; Carsten, C. Acta Pharm. Suec. 1983, 20(6), 415- 418. (j) Wright, J. L. C. J. Nat. Prod. 1984, 47, 893-895. (k) Christophersen, C. Acta Chem. Scand., Ser. B 1985, B39, 517-529. (l) Laycock, M. V.; Wright, J. L. C.; Findlay, J. A.; Patil, A. D. Can. J. Chem. 1986, 64, 1312-1316. Ardeemins: (m) Karnowski, J. P, Jackson, M.; Rasmussen, R. R.; Humphrey, P. E.; Poddig, J. B.; Kohl, W. L.; Scherr, M. H.; Kadam, S.; McAlpine, J. B. J. Antibiot. 1993, 116, 11143-11144. (n) Chou, T.-C.; Depew, K. M.; Zheng, Y.-H.; Safer, M. L.; Chan, D.; Helfrich, B.; Zatorska, D.; Zatorski, A.; Bornmann, W.; Danishefsky, S. J. Proc. Natl. Acad. Sci. U.S.A. 1998, 95, 8369-8374. Amauromine: (o) Takase, S ; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tetrahedron 1985, 41, 3307-3048. (p) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tetrahedron Lett. 1984, 25, 4673-4676. (q) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. J. Antibiot. 1984, 37, 1320-1323. (r) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tennen Yuki Kagobutsu Toronkai Koen Yoshishu 1983, 26th, 94-101. Verrucofortine: (s) Hodge, R. P.; Harris, C. M.; Harris T. M. J. Nat. Prod. 1988, 51, 66-73. Gypsetin: (t) Shinohara, C.; Hasumi, K.; Takei, Y.; Endo, A. J. Antibiot. 1994, 47, 163-167. (u) Nuber, B.; Hansske, F. J. Antibiot. 1994, 47, 168-172. Okaramines: (v) Hayashi, H.; Takiuchi, K.; Murao, S.; Arai, M. Agric. Biol. Chem. 1989, 53, 461-469. (w) Hayashi, H.; Fujiwara, S.; Murao, S.; Arai, M. Agric. Biol. Chem. 1991, 55, 3143-3145. Hayashi, H.; Asabu, Y.; Murao, S.; Arai, M. Biosci. Biotechnol. Biochem. 1995, 59, 246-250. (y) Hayashi, H.; Sakaguchi, A. Biosci. Biotechnol. Biochem. 1998, 62, 804-806. (z) Hayashi, H.; Furutsuka, K.; Shiono, Y. J. Nat. Prod. 1999, 62, 315-317. (aa) Shiono, Y.; Akiyama, K.; Hayashi, H. Biosci. Biotechnol. Biochem. 1999, 63, 1910-1920. (bb) Shiono, Y.; Akiyama, K.; Hayashi, H. Biosci. Biotechnol. Biochem. 2000, 64, 103-110. Oxaline: (cc) Nagel, D. W.; Pachler, K. G. R.; Steyn, P. S.; Wessels, P. L.; Gafner, G.; Kruger, G. J. J. Chem. Soc., Chem. Commun. 1974, 1021-1022. (dd) Nagel, D. W.; Pachler, K. G. R.; Steyn, P. S.; Vleggaar, R.; Wessels, P. L. Tetrahedron 1976, 32, 2625-2631. Aszonalenin: (ee) Kimura, Y.; Hamasaki, T.; Nakajima, H.; Isogai, A. Tetrahedron Lett. 1982, 23, 225-228. (ff) Bhat, B.; Harrison, D. M.; Lamont, H. M. Tetrahedron 1993, 49, 10655-10662.
82. Roqufortine: (a) Scott, P. M.; Merrien, M.; Polonsky, J. Experientia 1976, 32, 140-142. Echinulin: (b) Quilico, A.; Panizzi, L. Chem. Ber. 1943, 76, 348-358. (c) Quilico, A. Res. Prog. Org. Biol. Med. Chem. 1964, 1, 1964. Flustramines: (d) Carle, J. S.; Christophersen, C. J. Am. Chem. Soc. 1979, 101, 4012-4013. (e) Carle, J. S.; Christophersen, C. J. Org. Chem 1980, 45, 1586-1589. (f) Wulff, P.; Carle, J. S.; Christophersen, C. J. Chem. Soc., Perkin Trans. 1 1981, 2895-2898. (g) Carle, J. S.; Christophersen, C. J. Org. Chem. 1981, 46, 3440-3443. (h) Wulff, P.; Carle, J. S.; Christophersen, C. Comp. Biochem. Physiol. B 1982, 71B, 523-524. (i) Sjoeblom, T.; Lars, B.; Carsten, C. Acta Pharm. Suec. 1983, 20(6), 415- 418. (j) Wright, J. L. C. J. Nat. Prod. 1984, 47, 893-895. (k) Christophersen, C. Acta Chem. Scand., Ser. B 1985, B39, 517-529. (l) Laycock, M. V.; Wright, J. L. C.; Findlay, J. A.; Patil, A. D. Can. J. Chem. 1986, 64, 1312-1316. Ardeemins: (m) Karnowski, J. P, Jackson, M.; Rasmussen, R. R.; Humphrey, P. E.; Poddig, J. B.; Kohl, W. L.; Scherr, M. H.; Kadam, S.; McAlpine, J. B. J. Antibiot. 1993, 116, 11143-11144. (n) Chou, T.-C.; Depew, K. M.; Zheng, Y.-H.; Safer, M. L.; Chan, D.; Helfrich, B.; Zatorska, D.; Zatorski, A.; Bornmann, W.; Danishefsky, S. J. Proc. Natl. Acad. Sci. U.S.A. 1998, 95, 8369-8374. Amauromine: (o) Takase, S ; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tetrahedron 1985, 41, 3307-3048. (p) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tetrahedron Lett. 1984, 25, 4673-4676. (q) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. J. Antibiot. 1984, 37, 1320-1323. (r) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tennen Yuki Kagobutsu Toronkai Koen Yoshishu 1983, 26th, 94-101. Verrucofortine: (s) Hodge, R. P.; Harris, C. M.; Harris T. M. J. Nat. Prod. 1988, 51, 66-73. Gypsetin: (t) Shinohara, C.; Hasumi, K.; Takei, Y.; Endo, A. J. Antibiot. 1994, 47, 163-167. (u) Nuber, B.; Hansske, F. J. Antibiot. 1994, 47, 168-172. Okaramines: (v) Hayashi, H.; Takiuchi, K.; Murao, S.; Arai, M. Agric. Biol. Chem. 1989, 53, 461-469. (w) Hayashi, H.; Fujiwara, S.; Murao, S.; Arai, M. Agric. Biol. Chem. 1991, 55, 3143-3145. Hayashi, H.; Asabu, Y.; Murao, S.; Arai, M. Biosci. Biotechnol. Biochem. 1995, 59, 246-250. (y) Hayashi, H.; Sakaguchi, A. Biosci. Biotechnol. Biochem. 1998, 62, 804-806. (z) Hayashi, H.; Furutsuka, K.; Shiono, Y. J. Nat. Prod. 1999, 62, 315-317. (aa) Shiono, Y.; Akiyama, K.; Hayashi, H. Biosci. Biotechnol. Biochem. 1999, 63, 1910-1920. (bb) Shiono, Y.; Akiyama, K.; Hayashi, H. Biosci. Biotechnol. Biochem. 2000, 64, 103-110. Oxaline: (cc) Nagel, D. W.; Pachler, K. G. R.; Steyn, P. S.; Wessels, P. L.; Gafner, G.; Kruger, G. J. J. Chem. Soc., Chem. Commun. 1974, 1021-1022. (dd) Nagel, D. W.; Pachler, K. G. R.; Steyn, P. S.; Vleggaar, R.; Wessels, P. L. Tetrahedron 1976, 32, 2625-2631. Aszonalenin: (ee) Kimura, Y.; Hamasaki, T.; Nakajima, H.; Isogai, A. Tetrahedron Lett. 1982, 23, 225-228. (ff) Bhat, B.; Harrison, D. M.; Lamont, H. M. Tetrahedron 1993, 49, 10655-10662.
83. Roqufortine: (a) Scott, P. M.; Merrien, M.; Polonsky, J. Experientia 1976, 32, 140-142. Echinulin: (b) Quilico, A.; Panizzi, L. Chem. Ber. 1943, 76, 348-358. (c) Quilico, A. Res. Prog. Org. Biol. Med. Chem. 1964, 1, 1964. Flustramines: (d) Carle, J. S.; Christophersen, C. J. Am. Chem. Soc. 1979, 101, 4012-4013. (e) Carle, J. S.; Christophersen, C. J. Org. Chem 1980, 45, 1586-1589. (f) Wulff, P.; Carle, J. S.; Christophersen, C. J. Chem. Soc., Perkin Trans. 1 1981, 2895-2898. (g) Carle, J. S.; Christophersen, C. J. Org. Chem. 1981, 46, 3440-3443. (h) Wulff, P.; Carle, J. S.; Christophersen, C. Comp. Biochem. Physiol. B 1982, 71B, 523-524. (i) Sjoeblom, T.; Lars, B.; Carsten, C. Acta Pharm. Suec. 1983, 20(6), 415- 418. (j) Wright, J. L. C. J. Nat. Prod. 1984, 47, 893-895. (k) Christophersen, C. Acta Chem. Scand., Ser. B 1985, B39, 517-529. (l) Laycock, M. V.; Wright, J. L. C.; Findlay, J. A.; Patil, A. D. Can. J. Chem. 1986, 64, 1312-1316. Ardeemins: (m) Karnowski, J. P, Jackson, M.; Rasmussen, R. R.; Humphrey, P. E.; Poddig, J. B.; Kohl, W. L.; Scherr, M. H.; Kadam, S.; McAlpine, J. B. J. Antibiot. 1993, 116, 11143-11144. (n) Chou, T.-C.; Depew, K. M.; Zheng, Y.-H.; Safer, M. L.; Chan, D.; Helfrich, B.; Zatorska, D.; Zatorski, A.; Bornmann, W.; Danishefsky, S. J. Proc. Natl. Acad. Sci. U.S.A. 1998, 95, 8369-8374. Amauromine: (o) Takase, S ; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tetrahedron 1985, 41, 3307-3048. (p) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tetrahedron Lett. 1984, 25, 4673-4676. (q) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. J. Antibiot. 1984, 37, 1320-1323. (r) Takase, S.; Kawai, T.; Uchida, I.; Tanaka, H.; Aoki, H. Tennen Yuki Kagobutsu Toronkai Koen Yoshishu 1983, 26th, 94-101. Verrucofortine: (s) Hodge, R. P.; Harris, C. M.; Harris T. M. J. Nat. Prod. 1988, 51, 66-73. Gypsetin: (t) Shinohara, C.; Hasumi, K.; Takei, Y.; Endo, A. J. Antibiot. 1994, 47, 163-167. (u) Nuber, B.; Hansske, F. J. Antibiot. 1994, 47, 168-172. Okaramines: (v) Hayashi, H.; Takiuchi, K.; Murao, S.; Arai, M. Agric. Biol. Chem. 1989, 53, 461-469. (w) Hayashi, H.; Fujiwara, S.; Murao, S.; Arai, M. Agric. Biol. Chem. 1991, 55, 3143-3145. Hayashi, H.; Asabu, Y.; Murao, S.; Arai, M. Biosci. Biotechnol. Biochem. 1995, 59, 246-250. (y) Hayashi, H.; Sakaguchi, A. Biosci. Biotechnol. Biochem. 1998, 62, 804-806. (z) Hayashi, H.; Furutsuka, K.; Shiono, Y. J. Nat. Prod. 1999, 62, 315-317. (aa) Shiono, Y.; Akiyama, K.; Hayashi, H. Biosci. Biotechnol. Biochem. 1999, 63, 1910-1920. (bb) Shiono, Y.; Akiyama, K.; Hayashi, H. Biosci. Biotechnol. Biochem. 2000, 64, 103-110. Oxaline: (cc) Nagel, D. W.; Pachler, K. G. R.; Steyn, P. S.; Wessels, P. L.; Gafner, G.; Kruger, G. J. J. Chem. Soc., Chem. Commun. 1974, 1021-1022. (dd) Nagel, D. W.; Pachler, K. G. R.; Steyn, P. S.; Vleggaar, R.; Wessels, P. L. Tetrahedron 1976, 32, 2625-2631. Aszonalenin: (ee) Kimura, Y.; Hamasaki, T.; Nakajima, H.; Isogai, A. Tetrahedron Lett. 1982, 23, 225-228. (ff) Bhat, B.; Harrison, D. M.; Lamont, H. M. Tetrahedron 1993, 49, 10655-10662.
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95. It should be noted that the values published in ref 17 for the glucose feeding experiments were calculated incorrectly and the corrected values now appear in Table 2.
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99. 1H NMR spectroscopy that both H-21 and H-19 in brevianamide A (16) show mutual nOe effects. This result unequivocally establishes the stereochemistry shown.
100. 13C and mass spectra peaks; see Supporting Information).