-
2
-
-
0027319406
-
-
(b) Nicolaou, K. C.; Smith, A. L.; Yue, E. W. Proc. Natl Acad. Sci. USA 1993, 90, 5881.
-
(1993)
Proc. Natl Acad. Sci. USA
, vol.90
, pp. 5881
-
-
Nicolaou, K.C.1
Smith, A.L.2
Yue, E.W.3
-
3
-
-
0030005845
-
-
(c) Grissom, J. W.; Gunawardena, G. U.; Klingberg, D.; Huang, D. Tetrahedron 1996, 52, 6453.
-
(1996)
Tetrahedron
, vol.52
, pp. 6453
-
-
Grissom, J.W.1
Gunawardena, G.U.2
Klingberg, D.3
Huang, D.4
-
4
-
-
0024397720
-
-
(a) Konishi, M.; Ohkuma, H.; Matsumoto, K.; Kamei, T.; Miyaki, T.; Oki, T.; Kawaguchi, H.; VanDuyne, G. D.; Clardy, J. J. Antibiot. 1989, 42, 1449.
-
(1989)
J. Antibiot.
, vol.42
, pp. 1449
-
-
Konishi, M.1
Ohkuma, H.2
Matsumoto, K.3
Kamei, T.4
Miyaki, T.5
Oki, T.6
Kawaguchi, H.7
VanDuyne, G.D.8
Clardy, J.9
-
5
-
-
0026350496
-
-
(b) Kamei, H.; Nishiyama, Y;. Takahashi, A.; Obi, Y.; Oki, T. J. Antibiot. 1991, 44, 1306.
-
(1991)
J. Antibiot.
, vol.44
, pp. 1306
-
-
Kamei, H.1
Nishiyama, Y.2
Takahashi, A.3
Obi, Y.4
Oki, T.5
-
6
-
-
0025100205
-
-
(c) Konishi, M.; Ohkuma, H.; Tsuno, T.; Oki, T.; VanDuyne, G. D.; Clardy, J. J. Am. Chem. Soc. 1990, 112, 3715.
-
(1990)
J. Am. Chem. Soc.
, vol.112
, pp. 3715
-
-
Konishi, M.1
Ohkuma, H.2
Tsuno, T.3
Oki, T.4
VanDuyne, G.D.5
Clardy, J.6
-
7
-
-
0023228110
-
-
(a) Lee, M. D.; Dunne, T. S.; Siegel, M. M.; Chang, C. C.; Morton, G. O.; Borders, D. B. J. Am. Chem. Soc. 1987, 109. 3464.
-
(1987)
J. Am. Chem. Soc.
, vol.109
, pp. 3464
-
-
Lee, M.D.1
Dunne, T.S.2
Siegel, M.M.3
Chang, C.C.4
Morton, G.O.5
Borders, D.B.6
-
8
-
-
0023181171
-
-
(b) Lee, M. D.; Dunne, T. S.; Chang, C. C.; Ellestad, G. A.; Siegel, M. M.; Morton, G. O.; McGahren, W. J.; Borders, D. B. J. Am. Chem. Soc. 1987, 109, 3466.
-
(1987)
J. Am. Chem. Soc.
, vol.109
, pp. 3466
-
-
Lee, M.D.1
Dunne, T.S.2
Chang, C.C.3
Ellestad, G.A.4
Siegel, M.M.5
Morton, G.O.6
McGahren, W.J.7
Borders, D.B.8
-
9
-
-
0023257682
-
-
(a) Golik, J.; Clardy, J.; Dubay, G.; Groennewold, G.; Kawaguchi, H.; Konishi, M.; Krishnan, B.; Ohkuma, H.; Saitoh, K.; Doyle, T. W. J. Am. Chem. Soc. 1987, 109, 3461.
-
(1987)
J. Am. Chem. Soc.
, vol.109
, pp. 3461
-
-
Golik, J.1
Clardy, J.2
Dubay, G.3
Groennewold, G.4
Kawaguchi, H.5
Konishi, M.6
Krishnan, B.7
Ohkuma, H.8
Saitoh, K.9
Doyle, T.W.10
-
10
-
-
0023221289
-
-
(b) Golik, J.; Dubay, G.; Groennewold, G.; Kawaguchi, H.; Konishi, M.; Krishnan, B.; Ohkuma, H.; Saitoh, K.; Doyle, T. W. J. Am. Chem. Soc. 1987, 109, 3462.
-
(1987)
J. Am. Chem. Soc.
, vol.109
, pp. 3462
-
-
Golik, J.1
Dubay, G.2
Groennewold, G.3
Kawaguchi, H.4
Konishi, M.5
Krishnan, B.6
Ohkuma, H.7
Saitoh, K.8
Doyle, T.W.9
-
11
-
-
0021960376
-
-
Edo, K.; Mizugaki, M.; Koide, Y.; Seto, H.; Furihata, K.; Otake, N.; Ishida, N. Tetrahedron Lett. 1985, 26, 331.
-
(1985)
Tetrahedron Lett.
, vol.26
, pp. 331
-
-
Edo, K.1
Mizugaki, M.2
Koide, Y.3
Seto, H.4
Furihata, K.5
Otake, N.6
Ishida, N.7
-
12
-
-
0026783681
-
-
Leet, J. E.; Schroeder, D. R.; Hofstead, S.; Golik, J. J.; Colson, K. L.; Huang, S.; Klohr, S. E.; Doyle, T. W.; Matson, J. A. J. Am. Chem. Soc. 1992, 114, 7946.
-
(1992)
J. Am. Chem. Soc.
, vol.114
, pp. 7946
-
-
Leet, J.E.1
Schroeder, D.R.2
Hofstead, S.3
Golik, J.J.4
Colson, K.L.5
Huang, S.6
Klohr, S.E.7
Doyle, T.W.8
Matson, J.A.9
-
13
-
-
0027526565
-
-
Yoshida, K.; Minami, Y.; Azuma, R.; Saeki, M.; Otani, T. Tetrahedron Lett. 1993, 34, 2637.
-
(1993)
Tetrahedron Lett.
, vol.34
, pp. 2637
-
-
Yoshida, K.1
Minami, Y.2
Azuma, R.3
Saeki, M.4
Otani, T.5
-
14
-
-
0025804173
-
-
(a) Hanada, M.; Ohkuma, H.; Yonemoto, T.; Tomita, K.; Ohbayashi, M.; Kamei, H.; Miyaki, T.; Konishi, M.; Kawaguchi, H.; Forenza, S. J. Antibiot. 1991, 44, 403.
-
(1991)
J. Antibiot.
, vol.44
, pp. 403
-
-
Hanada, M.1
Ohkuma, H.2
Yonemoto, T.3
Tomita, K.4
Ohbayashi, M.5
Kamei, H.6
Miyaki, T.7
Konishi, M.8
Kawaguchi, H.9
Forenza, S.10
-
15
-
-
0028127263
-
-
(b) Schroeder, D. R.; Colson, K. L.; Klohr, S. E.; Zein, N.; Langley, D. R.; Lee, M. S.; Matson, J. A.; Doyle, T. W. J. Am. Chem. Soc. 1994, 116, 9531.
-
(1994)
J. Am. Chem. Soc.
, vol.116
, pp. 9531
-
-
Schroeder, D.R.1
Colson, K.L.2
Klohr, S.E.3
Zein, N.4
Langley, D.R.5
Lee, M.S.6
Matson, J.A.7
Doyle, T.W.8
-
17
-
-
0027137605
-
-
For the synthesis of methylated dynemicin A, see: Taunton, J.; Wood, J. L.; Schreiber, S. L. J. Am. Chem. Soc. 1993, 115, 10378.
-
(1993)
J. Am. Chem. Soc.
, vol.115
, pp. 10378
-
-
Taunton, J.1
Wood, J.L.2
Schreiber, S.L.3
-
18
-
-
0029171104
-
-
For the total synthesis of (+)-dynemicin A, see: (a) Myers, A. G.; Fraley, M. E.; Tom, N. J.; Cohen, S. B.; Madar, D. J. Chem. Biol. 1995, 2, 33.
-
(1995)
J. Chem. Biol.
, vol.2
, pp. 33
-
-
Myers, A.G.1
Fraley, M.E.2
Tom, N.J.3
Cohen, S.B.4
Madar, D.5
-
19
-
-
0028608826
-
-
(b) Myers, A. G.; Fraley, M. E.; Tom, N. J. J. Am. Chem. Soc. 1994, 116, 11556.
-
(1994)
J. Am. Chem. Soc.
, vol.116
, pp. 11556
-
-
Myers, A.G.1
Fraley, M.E.2
Tom, N.J.3
-
20
-
-
33748217248
-
-
For the total synthesis of (±)-dynemicin A, see: (a) Shair, M. D.; Yoon, T. Y.; Danishefsky, S. J. Angew. Chem. Int. Ed. Engl. 1995, 34, 1721.
-
(1995)
Angew. Chem. Int. Ed. Engl.
, vol.34
, pp. 1721
-
-
Shair, M.D.1
Yoon, T.Y.2
Danishefsky, S.J.3
-
22
-
-
0030001543
-
-
(c) Shair, M. D.; Yoon, T. Y.; Mosny, K. K.; Chou, T. C.; Danishefsky, S. J. J. Am. Chem. Soc. 1996, 118, 9509.
-
(1996)
J. Am. Chem. Soc.
, vol.118
, pp. 9509
-
-
Shair, M.D.1
Yoon, T.Y.2
Mosny, K.K.3
Chou, T.C.4
Danishefsky, S.J.5
-
23
-
-
0025264829
-
-
For studies on the action mechanism, see: (a) Semmelhack, M. F.; Gallagher, J.; Cohen, D. Tetrahedron Lett. 1990, 34, 1521.
-
(1990)
Tetrahedron Lett.
, vol.34
, pp. 1521
-
-
Semmelhack, M.F.1
Gallagher, J.2
Cohen, D.3
-
24
-
-
0025368037
-
-
(b) Sugiura, Y.; Shiraki, T.; Konishi, M.; Oki, T. Proc. Natl. Acad. Sci. USA 1990, 87, 3831.
-
(1990)
Proc. Natl. Acad. Sci. USA
, vol.87
, pp. 3831
-
-
Sugiura, Y.1
Shiraki, T.2
Konishi, M.3
Oki, T.4
-
26
-
-
0027442672
-
-
(d) Kusakabe, T.; Maekawa, K.; Ichikawa, A.; Uesugi, M.; Sugiura, Y. Biochem. 1993, 32, 11669.
-
(1993)
Biochem.
, vol.32
, pp. 11669
-
-
Kusakabe, T.1
Maekawa, K.2
Ichikawa, A.3
Uesugi, M.4
Sugiura, Y.5
-
28
-
-
33845557570
-
-
(b) Lockhart, T. P.; Gomita, P. B.; Bergman, R. G. J. Am. Chem. Soc. 1981, 103, 4091.
-
(1981)
J. Am. Chem. Soc.
, vol.103
, pp. 4091
-
-
Lockhart, T.P.1
Gomita, P.B.2
Bergman, R.G.3
-
29
-
-
37049139834
-
-
(c) Darby, N.; Kim, C. U.; Salaun, J. A.; Shelton, K. W.; Takada, S.; Masamune, S. J. Chem. Soc. Chem. Commun. 1971, 1516.
-
(1971)
J. Chem. Soc. Chem. Commun.
, vol.1516
-
-
Darby, N.1
Kim, C.U.2
Salaun, J.A.3
Shelton, K.W.4
Takada, S.5
Masamune, S.6
-
30
-
-
0025390935
-
-
running on a graphics workstation Indigo 2 (Silicon Graphics)
-
The molecular orbital calculations (PM3) were carried out with the quantum chemistry program package MOPAC (QCPE program # 455) version 6.0 (Stewart, J. J. P. J. Comp.-Aided Mol. Design, 1990, 4, 1) running on a graphics workstation Indigo 2 (Silicon Graphics).
-
(1990)
J. Comp.-Aided Mol. Design
, vol.4
, pp. 1
-
-
Stewart, J.J.P.1
-
31
-
-
0342783440
-
-
and references cited therein
-
For review, see: Maier, M. E. Synlett 1995, 13, and references cited therein.
-
(1995)
Synlett
, vol.13
-
-
Maier, M.E.1
-
32
-
-
0025843416
-
-
(a) Nicolaou, K. C.; Smith, A. L.; Wendeborn, S. V.; Hwang, C.-K. J. Am. Chem. Soc. 1991, 113, 3106.
-
(1991)
J. Am. Chem. Soc.
, vol.113
, pp. 3106
-
-
Nicolaou, K.C.1
Smith, A.L.2
Wendeborn, S.V.3
Hwang, C.-K.4
-
33
-
-
0026352504
-
-
(b) Nicolaou, K. C.; Hong, Y.-P.; Torisawa, Y.; Tasy, S.-C; Dai, W.-M. J. Am. Chem. Soc. 1991, 113, 9878.
-
(1991)
J. Am. Chem. Soc.
, vol.113
, pp. 9878
-
-
Nicolaou, K.C.1
Hong, Y.-P.2
Torisawa, Y.3
Tasy, S.-C.4
Dai, W.-M.5
-
34
-
-
0000428583
-
-
(c) Nicolaou, K. C.; Maligres, P.; Suzuki, T.; Wendborn, S. V.; Dai, W.-M.; Chadha, R. K. J. Am. Chem. Soc. 1992, 114, 8890.
-
(1992)
J. Am. Chem. Soc.
, vol.114
, pp. 8890
-
-
Nicolaou, K.C.1
Maligres, P.2
Suzuki, T.3
Wendborn, S.V.4
Dai, W.-M.5
Chadha, R.K.6
-
36
-
-
0026718016
-
-
(e) Nicolaou, K. C.; Dai, W.-M.; Tsay, S. C.; Estevez, V. A.; Wrasidlo, W. Science 1992, 256, 1172.
-
(1992)
Science
, vol.256
, pp. 1172
-
-
Nicolaou, K.C.1
Dai, W.-M.2
Tsay, S.C.3
Estevez, V.A.4
Wrasidlo, W.5
-
37
-
-
0026457450
-
-
(f) Nicolaou, K. C.; Dai, W.-M.; Tsay, S.-C.; Wrasidlo, W. Bioorg. Med. Chem. Lett. 1992, 2, 1155.
-
(1992)
Bioorg. Med. Chem. Lett.
, vol.2
, pp. 1155
-
-
Nicolaou, K.C.1
Dai, W.-M.2
Tsay, S.-C.3
Wrasidlo, W.4
-
39
-
-
0027520529
-
-
(b) Wender, P. A.; Zercher, C. K.; Beckham, S.; Haubold, E. J. Org. Chem. 1993, 58, 5867.
-
(1993)
J. Org. Chem.
, vol.58
, pp. 5867
-
-
Wender, P.A.1
Zercher, C.K.2
Beckham, S.3
Haubold, E.4
-
41
-
-
33751144977
-
-
Shair, M. D.; Yoon, T. Y.; Chou, D.; Danishefsky, S. J. Angew. Chem. Int. Ed. Engl. 1994, 33, 2477.
-
(1994)
J. Angew. Chem. Int. Ed. Engl.
, vol.33
, pp. 2477
-
-
Shair, M.D.1
Yoon, T.Y.2
Chou, D.3
Danishefsky, S.4
-
42
-
-
0028793511
-
-
Hay, M. P.; Wilson, W. R.; Denny, W.A. Bioorg. Med. Chem. Lett. 1995, 5, 2829.
-
(1995)
Bioorg. Med. Chem. Lett.
, vol.5
, pp. 2829
-
-
Hay, M.P.1
Wilson, W.R.2
Denny, W.A.3
-
43
-
-
0027819038
-
-
Magnus, P.; Eisenbeis, S. A.; Rose, W. C.; Zein, N.; Solomon, W. J. Am. Chem. Soc. 1993, 115, 12627.
-
(1993)
J. Am. Chem. Soc.
, vol.115
, pp. 12627
-
-
Magnus, P.1
Eisenbeis, S.A.2
Rose, W.C.3
Zein, N.4
Solomon, W.5
-
46
-
-
0343653594
-
-
(c) Nishikawa, T.; Ino, A.; Isobe, M.; Goto, T. Chem. Lett. 1991, 1271.
-
(1991)
Chem. Lett.
, vol.1271
-
-
Nishikawa, T.1
Ino, A.2
Isobe, M.3
Goto, T.4
-
47
-
-
84986531866
-
-
(d) Isobe, M.; Nishikawa, T.; Yamamoto, N.; Tsukiyama, T.; Ino, A.; Okita, T. J. Heterocycl. Chem. 1992, 29, 619.
-
(1992)
J. Heterocycl. Chem.
, vol.29
, pp. 619
-
-
Isobe, M.1
Nishikawa, T.2
Yamamoto, N.3
Tsukiyama, T.4
Ino, A.5
Okita, T.6
-
48
-
-
0028147412
-
-
(e) Nishikawa, T.; Ino, A.; Isobe, M. Tetrahedron 1994, 50, 1449.
-
(1994)
Tetrahedron
, vol.50
, pp. 1449
-
-
Nishikawa, T.1
Ino, A.2
Isobe, M.3
-
49
-
-
0029094408
-
-
(f) Nishikawa, T.; Yoshikai, M.; Obi, K.; Kawai, T.; Unno, R.; Jomori, T.; Isobe, M. Tetrahedron 1995, 51, 9339.
-
(1995)
Tetrahedron
, vol.51
, pp. 9339
-
-
Nishikawa, T.1
Yoshikai, M.2
Obi, K.3
Kawai, T.4
Unno, R.5
Jomori, T.6
Isobe, M.7
-
50
-
-
0031030379
-
-
(g) Unno, R.; Michishita, H.; Inagaki, H.; Baba, Y.; Jomori, T.; Nishikawa, T.; Isobe, M. Chem. Pharm. Bull. 1997, 45, 125.
-
(1997)
Chem. Pharm. Bull.
, vol.45
, pp. 125
-
-
Unno, R.1
Michishita, H.2
Inagaki, H.3
Baba, Y.4
Jomori, T.5
Nishikawa, T.6
Isobe, M.7
-
51
-
-
33748243199
-
-
and references cited therein
-
For review, see: Konig, B. Angew. Chem. Int. Ed. Engl. 1996, 35, 165, and references cited therein.
-
(1996)
Angew. Chem. Int. Ed. Engl.
, vol.35
, pp. 165
-
-
Konig, B.1
-
53
-
-
0023746591
-
-
(b) Danishefsky, S. J.; Mantlo, N. B.; Yamashita, D. S. J. Am. Chem. Soc. 1988, 110, 6890.
-
(1988)
J. Am. Chem. Soc.
, vol.110
, pp. 6890
-
-
Danishefsky, S.J.1
Mantlo, N.B.2
Yamashita, D.S.3
-
54
-
-
0027991211
-
-
Shair, M. D.; Yoon, T. Y.; Danishefsky, S. J. J. Org. Chem. 1994, 59, 3755.
-
(1994)
J. Org. Chem.
, vol.59
, pp. 3755
-
-
Shair, M.D.1
Yoon, T.Y.2
Danishefsky, S.J.3
-
56
-
-
0025134350
-
-
Porco, J. A.; Schoenen, F. J.; Stout, T. J.; Clardy, J.; Schreiber, S. L. J. Am. Chem. Soc. 1990, 112, 7410.
-
(1990)
J. Am. Chem. Soc.
, vol.112
, pp. 7410
-
-
Porco, J.A.1
Schoenen, F.J.2
Stout, T.J.3
Clardy, J.4
Schreiber, S.L.5
-
59
-
-
0028797717
-
-
Wender, P. A.; Beckham, S.; Mohler, D. L. Tetrahedron Lett. 1995, 36, 209.
-
(1995)
Tetrahedron Lett.
, vol.36
, pp. 209
-
-
Wender, P.A.1
Beckham, S.2
Mohler, D.L.3
-
60
-
-
9644285669
-
-
Sonogashira, K.; Tohda, Y.; Hagihara, N. Tetrahedron Lett. 1975, 16, 4467.
-
(1975)
Tetrahedron Lett.
, vol.16
, pp. 4467
-
-
Sonogashira, K.1
Tohda, Y.2
Hagihara, N.3
-
65
-
-
0343217963
-
-
note
-
The (9S*)-isomer and (9R*)-isomer represent the (2R*,9S*,10S*,16R*)-(±)-isomer and (2R*,9R*,10S*,16R*)-(±)-isomer, respectively.
-
-
-
-
66
-
-
0001406866
-
-
For the epoxidation with trichloroacetonitrile and hydrogen peroxide, see: Arias, L. A.; Adkins, S.; Nagel, C. J.; Bach, R. D. J. Org. Chem. 1983, 48, 888.
-
(1983)
J. Org. Chem.
, vol.48
, pp. 888
-
-
Arias, L.A.1
Adkins, S.2
Nagel, C.J.3
Bach, R.D.4
-
67
-
-
0025070036
-
-
For the epoxidation with dimethyldioxirane, see: Adam, W.; Hadjiarapoglou, L.; Nestler, B. Tetrahedron Lett. 1990, 31, 331.
-
(1990)
Tetrahedron Lett.
, vol.31
, pp. 331
-
-
Adam, W.1
Hadjiarapoglou, L.2
Nestler, B.3
-
68
-
-
0029152780
-
-
For the DNA-cleavage studies on dynemicin A analogues, see: (a) Myers, A. G.; Cohen, S. B.; Tom, N. J.; Madar, D. J.; Fraley, M. E. J. Am. Chem. Soc. 1995, 117, 7574.
-
(1995)
J. Am. Chem. Soc.
, vol.117
, pp. 7574
-
-
Myers, A.G.1
Cohen, S.B.2
Tom, N.J.3
Madar, D.J.4
Fraley, M.E.5
-
69
-
-
0343653586
-
-
refs 17, 18, 19, 22e, 22f, and 22g
-
(b) refs 17, 18, 19, 22e, 22f, and 22g.
-
-
-
-
70
-
-
0343217961
-
-
For the studies on the in vitro cytotoxicity of dynemicin A analogues, see refs 12c, 17, 19, 20, 21, and 22g
-
For the studies on the in vitro cytotoxicity of dynemicin A analogues, see refs 12c, 17, 19, 20, 21, and 22g.
-
-
-
-
71
-
-
0342783428
-
-
For the studies on the in vivo antitumor activity of dynemicin A analogues, see refs 12c, 19, 21, and 22g
-
For the studies on the in vivo antitumor activity of dynemicin A analogues, see refs 12c, 19, 21, and 22g.
-
-
-
-
72
-
-
0027467026
-
-
Nicolaou, K. C.; Stabila, P.; Esmaeli-Azad, B.; Wrasidlo, W.; Hiatt, A. Proc. Natl. Acad. Sci. USA 1993, 90, 3142.
-
(1993)
Proc. Natl. Acad. Sci. USA
, vol.90
, pp. 3142
-
-
Nicolaou, K.C.1
Stabila, P.2
Esmaeli-Azad, B.3
Wrasidlo, W.4
Hiatt, A.5
-
73
-
-
0027295115
-
-
Zein, N.; Solomon, W.; Casazza, A. M.; Kadow, J. F.; Krishnan, B. S.; Tun, M. M.; Vyas, D. M.; Doyle, T. W. Bioorg. Med. Chem. Lett. 1993, 3, 1351.
-
(1993)
Bioorg. Med. Chem. Lett.
, vol.3
, pp. 1351
-
-
Zein, N.1
Solomon, W.2
Casazza, A.M.3
Kadow, J.F.4
Krishnan, B.S.5
Tun, M.M.6
Vyas, D.M.7
Doyle, T.W.8
-
75
-
-
0002934419
-
-
Ukai, T.; Kawazura, H.; Ishii, Y.; Bonnet, J. J.; Ibers, J. A. J. Organomet. Chem. 1974, 65, 253.
-
(1974)
J. Organomet. Chem.
, vol.65
, pp. 253
-
-
Ukai, T.1
Kawazura, H.2
Ishii, Y.3
Bonnet, J.J.4
Ibers, J.A.5
|