Synthesis and biological evaluation of gambierol analogues

Bioorganic and Medicinal Chemistry Letters

Volumn 13, Issue 15, 2003, Pages 2519-2522

  Fuwa, Haruhiko ^a   Kainuma, Noriko ^a   Satake, Masayuki ^b   Sasaki, Makoto ^b  

^a UNIVERSITY OF TOKYO   (Japan)

^b TOHOKU UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

CIGUATOXIN; DYES, REAGENTS, INDICATORS, MARKERS AND BUFFERS; ETHER DERIVATIVE; GAMBIEROL; POLYCYCLIC HYDROCARBON; UNCLASSIFIED DRUG; UNSATURATED FATTY ACID;

ANIMAL; ARTICLE; BIOLOGICAL MONITORING; CHEMICAL STRUCTURE; CHEMISTRY; DINOFLAGELLATE; LD 50; LETHALITY; LYSIS; MOUSE; NONHUMAN; STRUCTURE ACTIVITY RELATION; SYNTHESIS; TOXICITY; WITTIG REACTION;

DINOPHYCEAE; GAMBIERDISCUS TOXICUS;

EID: 0038648266     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0960-894X(03)00467-0     Document Type: Article

References (41)

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19. (a) Kadota I., Park C.-H., Ohtaka M., Oguro N., Yamamoto Y. Tetrahedron Lett. 39:1998;6365 (b) Kadota I., Kadowaki C., Yoshida N., Yamamoto Y. Tetrahedron Lett. 39:1998;6369 (c) Kadota I., Ohno A., Matsukawa Y., Yamamoto Y. Tetrahedron Lett. 39:1998;6373 (d) Kadowaki C., Chan P.W.H., Kadota I., Yamamoto Y. Tetrahedron Lett. 41:2000;5769 (e) Fuwa H., Sasaki M., Tachibana K. Tetrahedron Lett. 41:2000;8371 (f) Kadota I., Ohno A., Matsuda K., Yamamoto Y. J. Am. Chem. Soc. 123:2001;6702 (g) Fuwa H., Sasaki M., Tachibana K. Tetrahedron. 57:2001;3019 (h) Kadota I., Takamura H., Sato K., Yamamoto Y. Tetrahedron Lett. 42:2001;4729 (i) Sakamoto Y., Matsuo G., Matsukura H., Nakata T. Org. Lett. 3:2001;2749 (j) Cox J.M., Rainier J.D. Org. Lett. 3:2001;2919 (k) Fuwa H., Sasaki M., Tachibana K. Org. Lett. 3:2001;3549 (l) Kadota I., Park C.-H., Sato K., Yamamoto Y. Tetrahedron Lett. 42:2001;6195 (m) Kadota I., Kadowaki C., Takamura H., Yamamoto Y. Tetrahedron Lett. 42:2001;6199 (n) Kadota I., Kadowaki C., Park C.-H., Takamura H., Sato K., Chan P.W.H., Thorand S., Yamamoto Y. Tetrahedron. 58:2002;1799 (o) Kadota I., Ohno A., Matsuda K., Yamamoto Y. J. Am. Chem. Soc. 124:2002;3562 (p) Kadota I., Takamura H., Sato K., Yamamoto Y. J. Org. Chem. 67:2002;3494 (q) Majumder U., Cox J.M., Rainier J.D. Org. Lett. 5:2003;913.
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21. (a) Kadota I., Park C.-H., Ohtaka M., Oguro N., Yamamoto Y. Tetrahedron Lett. 39:1998;6365 (b) Kadota I., Kadowaki C., Yoshida N., Yamamoto Y. Tetrahedron Lett. 39:1998;6369 (c) Kadota I., Ohno A., Matsukawa Y., Yamamoto Y. Tetrahedron Lett. 39:1998;6373 (d) Kadowaki C., Chan P.W.H., Kadota I., Yamamoto Y. Tetrahedron Lett. 41:2000;5769 (e) Fuwa H., Sasaki M., Tachibana K. Tetrahedron Lett. 41:2000;8371 (f) Kadota I., Ohno A., Matsuda K., Yamamoto Y. J. Am. Chem. Soc. 123:2001;6702 (g) Fuwa H., Sasaki M., Tachibana K. Tetrahedron. 57:2001;3019 (h) Kadota I., Takamura H., Sato K., Yamamoto Y. Tetrahedron Lett. 42:2001;4729 (i) Sakamoto Y., Matsuo G., Matsukura H., Nakata T. Org. Lett. 3:2001;2749 (j) Cox J.M., Rainier J.D. Org. Lett. 3:2001;2919 (k) Fuwa H., Sasaki M., Tachibana K. Org. Lett. 3:2001;3549 (l) Kadota I., Park C.-H., Sato K., Yamamoto Y. Tetrahedron Lett. 42:2001;6195 (m) Kadota I., Kadowaki C., Takamura H., Yamamoto Y. Tetrahedron Lett. 42:2001;6199 (n) Kadota I., Kadowaki C., Park C.-H., Takamura H., Sato K., Chan P.W.H., Thorand S., Yamamoto Y. Tetrahedron. 58:2002;1799 (o) Kadota I., Ohno A., Matsuda K., Yamamoto Y. J. Am. Chem. Soc. 124:2002;3562 (p) Kadota I., Takamura H., Sato K., Yamamoto Y. J. Org. Chem. 67:2002;3494 (q) Majumder U., Cox J.M., Rainier J.D. Org. Lett. 5:2003;913.
22. (a) Kadota I., Park C.-H., Ohtaka M., Oguro N., Yamamoto Y. Tetrahedron Lett. 39:1998;6365 (b) Kadota I., Kadowaki C., Yoshida N., Yamamoto Y. Tetrahedron Lett. 39:1998;6369 (c) Kadota I., Ohno A., Matsukawa Y., Yamamoto Y. Tetrahedron Lett. 39:1998;6373 (d) Kadowaki C., Chan P.W.H., Kadota I., Yamamoto Y. Tetrahedron Lett. 41:2000;5769 (e) Fuwa H., Sasaki M., Tachibana K. Tetrahedron Lett. 41:2000;8371 (f) Kadota I., Ohno A., Matsuda K., Yamamoto Y. J. Am. Chem. Soc. 123:2001;6702 (g) Fuwa H., Sasaki M., Tachibana K. Tetrahedron. 57:2001;3019 (h) Kadota I., Takamura H., Sato K., Yamamoto Y. Tetrahedron Lett. 42:2001;4729 (i) Sakamoto Y., Matsuo G., Matsukura H., Nakata T. Org. Lett. 3:2001;2749 (j) Cox J.M., Rainier J.D. Org. Lett. 3:2001;2919 (k) Fuwa H., Sasaki M., Tachibana K. Org. Lett. 3:2001;3549 (l) Kadota I., Park C.-H., Sato K., Yamamoto Y. Tetrahedron Lett. 42:2001;6195 (m) Kadota I., Kadowaki C., Takamura H., Yamamoto Y. Tetrahedron Lett. 42:2001;6199 (n) Kadota I., Kadowaki C., Park C.-H., Takamura H., Sato K., Chan P.W.H., Thorand S., Yamamoto Y. Tetrahedron. 58:2002;1799 (o) Kadota I., Ohno A., Matsuda K., Yamamoto Y. J. Am. Chem. Soc. 124:2002;3562 (p) Kadota I., Takamura H., Sato K., Yamamoto Y. J. Org. Chem. 67:2002;3494 (q) Majumder U., Cox J.M., Rainier J.D. Org. Lett. 5:2003;913.
23. (a) Kadota I., Park C.-H., Ohtaka M., Oguro N., Yamamoto Y. Tetrahedron Lett. 39:1998;6365 (b) Kadota I., Kadowaki C., Yoshida N., Yamamoto Y. Tetrahedron Lett. 39:1998;6369 (c) Kadota I., Ohno A., Matsukawa Y., Yamamoto Y. Tetrahedron Lett. 39:1998;6373 (d) Kadowaki C., Chan P.W.H., Kadota I., Yamamoto Y. Tetrahedron Lett. 41:2000;5769 (e) Fuwa H., Sasaki M., Tachibana K. Tetrahedron Lett. 41:2000;8371 (f) Kadota I., Ohno A., Matsuda K., Yamamoto Y. J. Am. Chem. Soc. 123:2001;6702 (g) Fuwa H., Sasaki M., Tachibana K. Tetrahedron. 57:2001;3019 (h) Kadota I., Takamura H., Sato K., Yamamoto Y. Tetrahedron Lett. 42:2001;4729 (i) Sakamoto Y., Matsuo G., Matsukura H., Nakata T. Org. Lett. 3:2001;2749 (j) Cox J.M., Rainier J.D. Org. Lett. 3:2001;2919 (k) Fuwa H., Sasaki M., Tachibana K. Org. Lett. 3:2001;3549 (l) Kadota I., Park C.-H., Sato K., Yamamoto Y. Tetrahedron Lett. 42:2001;6195 (m) Kadota I., Kadowaki C., Takamura H., Yamamoto Y. Tetrahedron Lett. 42:2001;6199 (n) Kadota I., Kadowaki C., Park C.-H., Takamura H., Sato K., Chan P.W.H., Thorand S., Yamamoto Y. Tetrahedron. 58:2002;1799 (o) Kadota I., Ohno A., Matsuda K., Yamamoto Y. J. Am. Chem. Soc. 124:2002;3562 (p) Kadota I., Takamura H., Sato K., Yamamoto Y. J. Org. Chem. 67:2002;3494 (q) Majumder U., Cox J.M., Rainier J.D. Org. Lett. 5:2003;913.
24. (a) Kadota I., Park C.-H., Ohtaka M., Oguro N., Yamamoto Y. Tetrahedron Lett. 39:1998;6365 (b) Kadota I., Kadowaki C., Yoshida N., Yamamoto Y. Tetrahedron Lett. 39:1998;6369 (c) Kadota I., Ohno A., Matsukawa Y., Yamamoto Y. Tetrahedron Lett. 39:1998;6373 (d) Kadowaki C., Chan P.W.H., Kadota I., Yamamoto Y. Tetrahedron Lett. 41:2000;5769 (e) Fuwa H., Sasaki M., Tachibana K. Tetrahedron Lett. 41:2000;8371 (f) Kadota I., Ohno A., Matsuda K., Yamamoto Y. J. Am. Chem. Soc. 123:2001;6702 (g) Fuwa H., Sasaki M., Tachibana K. Tetrahedron. 57:2001;3019 (h) Kadota I., Takamura H., Sato K., Yamamoto Y. Tetrahedron Lett. 42:2001;4729 (i) Sakamoto Y., Matsuo G., Matsukura H., Nakata T. Org. Lett. 3:2001;2749 (j) Cox J.M., Rainier J.D. Org. Lett. 3:2001;2919 (k) Fuwa H., Sasaki M., Tachibana K. Org. Lett. 3:2001;3549 (l) Kadota I., Park C.-H., Sato K., Yamamoto Y. Tetrahedron Lett. 42:2001;6195 (m) Kadota I., Kadowaki C., Takamura H., Yamamoto Y. Tetrahedron Lett. 42:2001;6199 (n) Kadota I., Kadowaki C., Park C.-H., Takamura H., Sato K., Chan P.W.H., Thorand S., Yamamoto Y. Tetrahedron. 58:2002;1799 (o) Kadota I., Ohno A., Matsuda K., Yamamoto Y. J. Am. Chem. Soc. 124:2002;3562 (p) Kadota I., Takamura H., Sato K., Yamamoto Y. J. Org. Chem. 67:2002;3494 (q) Majumder U., Cox J.M., Rainier J.D. Org. Lett. 5:2003;913.
25. (a) Kadota I., Park C.-H., Ohtaka M., Oguro N., Yamamoto Y. Tetrahedron Lett. 39:1998;6365 (b) Kadota I., Kadowaki C., Yoshida N., Yamamoto Y. Tetrahedron Lett. 39:1998;6369 (c) Kadota I., Ohno A., Matsukawa Y., Yamamoto Y. Tetrahedron Lett. 39:1998;6373 (d) Kadowaki C., Chan P.W.H., Kadota I., Yamamoto Y. Tetrahedron Lett. 41:2000;5769 (e) Fuwa H., Sasaki M., Tachibana K. Tetrahedron Lett. 41:2000;8371 (f) Kadota I., Ohno A., Matsuda K., Yamamoto Y. J. Am. Chem. Soc. 123:2001;6702 (g) Fuwa H., Sasaki M., Tachibana K. Tetrahedron. 57:2001;3019 (h) Kadota I., Takamura H., Sato K., Yamamoto Y. Tetrahedron Lett. 42:2001;4729 (i) Sakamoto Y., Matsuo G., Matsukura H., Nakata T. Org. Lett. 3:2001;2749 (j) Cox J.M., Rainier J.D. Org. Lett. 3:2001;2919 (k) Fuwa H., Sasaki M., Tachibana K. Org. Lett. 3:2001;3549 (l) Kadota I., Park C.-H., Sato K., Yamamoto Y. Tetrahedron Lett. 42:2001;6195 (m) Kadota I., Kadowaki C., Takamura H., Yamamoto Y. Tetrahedron Lett. 42:2001;6199 (n) Kadota I., Kadowaki C., Park C.-H., Takamura H., Sato K., Chan P.W.H., Thorand S., Yamamoto Y. Tetrahedron. 58:2002;1799 (o) Kadota I., Ohno A., Matsuda K., Yamamoto Y. J. Am. Chem. Soc. 124:2002;3562 (p) Kadota I., Takamura H., Sato K., Yamamoto Y. J. Org. Chem. 67:2002;3494 (q) Majumder U., Cox J.M., Rainier J.D. Org. Lett. 5:2003;913.
26. (a) Kadota I., Park C.-H., Ohtaka M., Oguro N., Yamamoto Y. Tetrahedron Lett. 39:1998;6365 (b) Kadota I., Kadowaki C., Yoshida N., Yamamoto Y. Tetrahedron Lett. 39:1998;6369 (c) Kadota I., Ohno A., Matsukawa Y., Yamamoto Y. Tetrahedron Lett. 39:1998;6373 (d) Kadowaki C., Chan P.W.H., Kadota I., Yamamoto Y. Tetrahedron Lett. 41:2000;5769 (e) Fuwa H., Sasaki M., Tachibana K. Tetrahedron Lett. 41:2000;8371 (f) Kadota I., Ohno A., Matsuda K., Yamamoto Y. J. Am. Chem. Soc. 123:2001;6702 (g) Fuwa H., Sasaki M., Tachibana K. Tetrahedron. 57:2001;3019 (h) Kadota I., Takamura H., Sato K., Yamamoto Y. Tetrahedron Lett. 42:2001;4729 (i) Sakamoto Y., Matsuo G., Matsukura H., Nakata T. Org. Lett. 3:2001;2749 (j) Cox J.M., Rainier J.D. Org. Lett. 3:2001;2919 (k) Fuwa H., Sasaki M., Tachibana K. Org. Lett. 3:2001;3549 (l) Kadota I., Park C.-H., Sato K., Yamamoto Y. Tetrahedron Lett. 42:2001;6195 (m) Kadota I., Kadowaki C., Takamura H., Yamamoto Y. Tetrahedron Lett. 42:2001;6199 (n) Kadota I., Kadowaki C., Park C.-H., Takamura H., Sato K., Chan P.W.H., Thorand S., Yamamoto Y. Tetrahedron. 58:2002;1799 (o) Kadota I., Ohno A., Matsuda K., Yamamoto Y. J. Am. Chem. Soc. 124:2002;3562 (p) Kadota I., Takamura H., Sato K., Yamamoto Y. J. Org. Chem. 67:2002;3494 (q) Majumder U., Cox J.M., Rainier J.D. Org. Lett. 5:2003;913.
27. (a) Kadota I., Park C.-H., Ohtaka M., Oguro N., Yamamoto Y. Tetrahedron Lett. 39:1998;6365 (b) Kadota I., Kadowaki C., Yoshida N., Yamamoto Y. Tetrahedron Lett. 39:1998;6369 (c) Kadota I., Ohno A., Matsukawa Y., Yamamoto Y. Tetrahedron Lett. 39:1998;6373 (d) Kadowaki C., Chan P.W.H., Kadota I., Yamamoto Y. Tetrahedron Lett. 41:2000;5769 (e) Fuwa H., Sasaki M., Tachibana K. Tetrahedron Lett. 41:2000;8371 (f) Kadota I., Ohno A., Matsuda K., Yamamoto Y. J. Am. Chem. Soc. 123:2001;6702 (g) Fuwa H., Sasaki M., Tachibana K. Tetrahedron. 57:2001;3019 (h) Kadota I., Takamura H., Sato K., Yamamoto Y. Tetrahedron Lett. 42:2001;4729 (i) Sakamoto Y., Matsuo G., Matsukura H., Nakata T. Org. Lett. 3:2001;2749 (j) Cox J.M., Rainier J.D. Org. Lett. 3:2001;2919 (k) Fuwa H., Sasaki M., Tachibana K. Org. Lett. 3:2001;3549 (l) Kadota I., Park C.-H., Sato K., Yamamoto Y. Tetrahedron Lett. 42:2001;6195 (m) Kadota I., Kadowaki C., Takamura H., Yamamoto Y. Tetrahedron Lett. 42:2001;6199 (n) Kadota I., Kadowaki C., Park C.-H., Takamura H., Sato K., Chan P.W.H., Thorand S., Yamamoto Y. Tetrahedron. 58:2002;1799 (o) Kadota I., Ohno A., Matsuda K., Yamamoto Y. J. Am. Chem. Soc. 124:2002;3562 (p) Kadota I., Takamura H., Sato K., Yamamoto Y. J. Org. Chem. 67:2002;3494 (q) Majumder U., Cox J.M., Rainier J.D. Org. Lett. 5:2003;913.
28. (a) Kadota I., Park C.-H., Ohtaka M., Oguro N., Yamamoto Y. Tetrahedron Lett. 39:1998;6365 (b) Kadota I., Kadowaki C., Yoshida N., Yamamoto Y. Tetrahedron Lett. 39:1998;6369 (c) Kadota I., Ohno A., Matsukawa Y., Yamamoto Y. Tetrahedron Lett. 39:1998;6373 (d) Kadowaki C., Chan P.W.H., Kadota I., Yamamoto Y. Tetrahedron Lett. 41:2000;5769 (e) Fuwa H., Sasaki M., Tachibana K. Tetrahedron Lett. 41:2000;8371 (f) Kadota I., Ohno A., Matsuda K., Yamamoto Y. J. Am. Chem. Soc. 123:2001;6702 (g) Fuwa H., Sasaki M., Tachibana K. Tetrahedron. 57:2001;3019 (h) Kadota I., Takamura H., Sato K., Yamamoto Y. Tetrahedron Lett. 42:2001;4729 (i) Sakamoto Y., Matsuo G., Matsukura H., Nakata T. Org. Lett. 3:2001;2749 (j) Cox J.M., Rainier J.D. Org. Lett. 3:2001;2919 (k) Fuwa H., Sasaki M., Tachibana K. Org. Lett. 3:2001;3549 (l) Kadota I., Park C.-H., Sato K., Yamamoto Y. Tetrahedron Lett. 42:2001;6195 (m) Kadota I., Kadowaki C., Takamura H., Yamamoto Y. Tetrahedron Lett. 42:2001;6199 (n) Kadota I., Kadowaki C., Park C.-H., Takamura H., Sato K., Chan P.W.H., Thorand S., Yamamoto Y. Tetrahedron. 58:2002;1799 (o) Kadota I., Ohno A., Matsuda K., Yamamoto Y. J. Am. Chem. Soc. 124:2002;3562 (p) Kadota I., Takamura H., Sato K., Yamamoto Y. J. Org. Chem. 67:2002;3494 (q) Majumder U., Cox J.M., Rainier J.D. Org. Lett. 5:2003;913.
29. (a) Kadota I., Park C.-H., Ohtaka M., Oguro N., Yamamoto Y. Tetrahedron Lett. 39:1998;6365 (b) Kadota I., Kadowaki C., Yoshida N., Yamamoto Y. Tetrahedron Lett. 39:1998;6369 (c) Kadota I., Ohno A., Matsukawa Y., Yamamoto Y. Tetrahedron Lett. 39:1998;6373 (d) Kadowaki C., Chan P.W.H., Kadota I., Yamamoto Y. Tetrahedron Lett. 41:2000;5769 (e) Fuwa H., Sasaki M., Tachibana K. Tetrahedron Lett. 41:2000;8371 (f) Kadota I., Ohno A., Matsuda K., Yamamoto Y. J. Am. Chem. Soc. 123:2001;6702 (g) Fuwa H., Sasaki M., Tachibana K. Tetrahedron. 57:2001;3019 (h) Kadota I., Takamura H., Sato K., Yamamoto Y. Tetrahedron Lett. 42:2001;4729 (i) Sakamoto Y., Matsuo G., Matsukura H., Nakata T. Org. Lett. 3:2001;2749 (j) Cox J.M., Rainier J.D. Org. Lett. 3:2001;2919 (k) Fuwa H., Sasaki M., Tachibana K. Org. Lett. 3:2001;3549 (l) Kadota I., Park C.-H., Sato K., Yamamoto Y. Tetrahedron Lett. 42:2001;6195 (m) Kadota I., Kadowaki C., Takamura H., Yamamoto Y. Tetrahedron Lett. 42:2001;6199 (n) Kadota I., Kadowaki C., Park C.-H., Takamura H., Sato K., Chan P.W.H., Thorand S., Yamamoto Y. Tetrahedron. 58:2002;1799 (o) Kadota I., Ohno A., Matsuda K., Yamamoto Y. J. Am. Chem. Soc. 124:2002;3562 (p) Kadota I., Takamura H., Sato K., Yamamoto Y. J. Org. Chem. 67:2002;3494 (q) Majumder U., Cox J.M., Rainier J.D. Org. Lett. 5:2003;913.
30. (a) Kadota I., Park C.-H., Ohtaka M., Oguro N., Yamamoto Y. Tetrahedron Lett. 39:1998;6365 (b) Kadota I., Kadowaki C., Yoshida N., Yamamoto Y. Tetrahedron Lett. 39:1998;6369 (c) Kadota I., Ohno A., Matsukawa Y., Yamamoto Y. Tetrahedron Lett. 39:1998;6373 (d) Kadowaki C., Chan P.W.H., Kadota I., Yamamoto Y. Tetrahedron Lett. 41:2000;5769 (e) Fuwa H., Sasaki M., Tachibana K. Tetrahedron Lett. 41:2000;8371 (f) Kadota I., Ohno A., Matsuda K., Yamamoto Y. J. Am. Chem. Soc. 123:2001;6702 (g) Fuwa H., Sasaki M., Tachibana K. Tetrahedron. 57:2001;3019 (h) Kadota I., Takamura H., Sato K., Yamamoto Y. Tetrahedron Lett. 42:2001;4729 (i) Sakamoto Y., Matsuo G., Matsukura H., Nakata T. Org. Lett. 3:2001;2749 (j) Cox J.M., Rainier J.D. Org. Lett. 3:2001;2919 (k) Fuwa H., Sasaki M., Tachibana K. Org. Lett. 3:2001;3549 (l) Kadota I., Park C.-H., Sato K., Yamamoto Y. Tetrahedron Lett. 42:2001;6195 (m) Kadota I., Kadowaki C., Takamura H., Yamamoto Y. Tetrahedron Lett. 42:2001;6199 (n) Kadota I., Kadowaki C., Park C.-H., Takamura H., Sato K., Chan P.W.H., Thorand S., Yamamoto Y. Tetrahedron. 58:2002;1799 (o) Kadota I., Ohno A., Matsuda K., Yamamoto Y. J. Am. Chem. Soc. 124:2002;3562 (p) Kadota I., Takamura H., Sato K., Yamamoto Y. J. Org. Chem. 67:2002;3494 (q) Majumder U., Cox J.M., Rainier J.D. Org. Lett. 5:2003;913.
31. (a) Kadota I., Park C.-H., Ohtaka M., Oguro N., Yamamoto Y. Tetrahedron Lett. 39:1998;6365 (b) Kadota I., Kadowaki C., Yoshida N., Yamamoto Y. Tetrahedron Lett. 39:1998;6369 (c) Kadota I., Ohno A., Matsukawa Y., Yamamoto Y. Tetrahedron Lett. 39:1998;6373 (d) Kadowaki C., Chan P.W.H., Kadota I., Yamamoto Y. Tetrahedron Lett. 41:2000;5769 (e) Fuwa H., Sasaki M., Tachibana K. Tetrahedron Lett. 41:2000;8371 (f) Kadota I., Ohno A., Matsuda K., Yamamoto Y. J. Am. Chem. Soc. 123:2001;6702 (g) Fuwa H., Sasaki M., Tachibana K. Tetrahedron. 57:2001;3019 (h) Kadota I., Takamura H., Sato K., Yamamoto Y. Tetrahedron Lett. 42:2001;4729 (i) Sakamoto Y., Matsuo G., Matsukura H., Nakata T. Org. Lett. 3:2001;2749 (j) Cox J.M., Rainier J.D. Org. Lett. 3:2001;2919 (k) Fuwa H., Sasaki M., Tachibana K. Org. Lett. 3:2001;3549 (l) Kadota I., Park C.-H., Sato K., Yamamoto Y. Tetrahedron Lett. 42:2001;6195 (m) Kadota I., Kadowaki C., Takamura H., Yamamoto Y. Tetrahedron Lett. 42:2001;6199 (n) Kadota I., Kadowaki C., Park C.-H., Takamura H., Sato K., Chan P.W.H., Thorand S., Yamamoto Y. Tetrahedron. 58:2002;1799 (o) Kadota I., Ohno A., Matsuda K., Yamamoto Y. J. Am. Chem. Soc. 124:2002;3562 (p) Kadota I., Takamura H., Sato K., Yamamoto Y. J. Org. Chem. 67:2002;3494 (q) Majumder U., Cox J.M., Rainier J.D. Org. Lett. 5:2003;913.
32. (a) Kadota I., Park C.-H., Ohtaka M., Oguro N., Yamamoto Y. Tetrahedron Lett. 39:1998;6365 (b) Kadota I., Kadowaki C., Yoshida N., Yamamoto Y. Tetrahedron Lett. 39:1998;6369 (c) Kadota I., Ohno A., Matsukawa Y., Yamamoto Y. Tetrahedron Lett. 39:1998;6373 (d) Kadowaki C., Chan P.W.H., Kadota I., Yamamoto Y. Tetrahedron Lett. 41:2000;5769 (e) Fuwa H., Sasaki M., Tachibana K. Tetrahedron Lett. 41:2000;8371 (f) Kadota I., Ohno A., Matsuda K., Yamamoto Y. J. Am. Chem. Soc. 123:2001;6702 (g) Fuwa H., Sasaki M., Tachibana K. Tetrahedron. 57:2001;3019 (h) Kadota I., Takamura H., Sato K., Yamamoto Y. Tetrahedron Lett. 42:2001;4729 (i) Sakamoto Y., Matsuo G., Matsukura H., Nakata T. Org. Lett. 3:2001;2749 (j) Cox J.M., Rainier J.D. Org. Lett. 3:2001;2919 (k) Fuwa H., Sasaki M., Tachibana K. Org. Lett. 3:2001;3549 (l) Kadota I., Park C.-H., Sato K., Yamamoto Y. Tetrahedron Lett. 42:2001;6195 (m) Kadota I., Kadowaki C., Takamura H., Yamamoto Y. Tetrahedron Lett. 42:2001;6199 (n) Kadota I., Kadowaki C., Park C.-H., Takamura H., Sato K., Chan P.W.H., Thorand S., Yamamoto Y. Tetrahedron. 58:2002;1799 (o) Kadota I., Ohno A., Matsuda K., Yamamoto Y. J. Am. Chem. Soc. 124:2002;3562 (p) Kadota I., Takamura H., Sato K., Yamamoto Y. J. Org. Chem. 67:2002;3494 (q) Majumder U., Cox J.M., Rainier J.D. Org. Lett. 5:2003;913.
33. (a) Kadota I., Park C.-H., Ohtaka M., Oguro N., Yamamoto Y. Tetrahedron Lett. 39:1998;6365 (b) Kadota I., Kadowaki C., Yoshida N., Yamamoto Y. Tetrahedron Lett. 39:1998;6369 (c) Kadota I., Ohno A., Matsukawa Y., Yamamoto Y. Tetrahedron Lett. 39:1998;6373 (d) Kadowaki C., Chan P.W.H., Kadota I., Yamamoto Y. Tetrahedron Lett. 41:2000;5769 (e) Fuwa H., Sasaki M., Tachibana K. Tetrahedron Lett. 41:2000;8371 (f) Kadota I., Ohno A., Matsuda K., Yamamoto Y. J. Am. Chem. Soc. 123:2001;6702 (g) Fuwa H., Sasaki M., Tachibana K. Tetrahedron. 57:2001;3019 (h) Kadota I., Takamura H., Sato K., Yamamoto Y. Tetrahedron Lett. 42:2001;4729 (i) Sakamoto Y., Matsuo G., Matsukura H., Nakata T. Org. Lett. 3:2001;2749 (j) Cox J.M., Rainier J.D. Org. Lett. 3:2001;2919 (k) Fuwa H., Sasaki M., Tachibana K. Org. Lett. 3:2001;3549 (l) Kadota I., Park C.-H., Sato K., Yamamoto Y. Tetrahedron Lett. 42:2001;6195 (m) Kadota I., Kadowaki C., Takamura H., Yamamoto Y. Tetrahedron Lett. 42:2001;6199 (n) Kadota I., Kadowaki C., Park C.-H., Takamura H., Sato K., Chan P.W.H., Thorand S., Yamamoto Y. Tetrahedron. 58:2002;1799 (o) Kadota I., Ohno A., Matsuda K., Yamamoto Y. J. Am. Chem. Soc. 124:2002;3562 (p) Kadota I., Takamura H., Sato K., Yamamoto Y. J. Org. Chem. 67:2002;3494 (q) Majumder U., Cox J.M., Rainier J.D. Org. Lett. 5:2003;913.
34. (a) Fuwa H., Sasaki M., Satake M., Tachibana K. Org. Lett. 4:2002;2981 (b) Fuwa H., Kainuma N., Tachibana K., Sasaki M. J. Am. Chem. Soc. 124:2002;14983.
35. (a) Fuwa H., Sasaki M., Satake M., Tachibana K. Org. Lett. 4:2002;2981 (b) Fuwa H., Kainuma N., Tachibana K., Sasaki M. J. Am. Chem. Soc. 124:2002;14983.
36. Kadota I., Takamura H., Sato K., Ohno A., Matsuda K., Yamamoto Y. J. Am. Chem. Soc. 125:2003;46.
37. The numbering of carbon atoms of all compounds in this paper corresponds to that of gambierol.
38. Luche J.L. J. Am. Chem. Soc. 100:1978;2226.
39. 2O as an eluent.
40. For compounds 18 and 19, upon ip injection at lower dose levels typical neurological symptoms were observed in mice, whereas such changes were not observed for other inactive compounds.
41. Details of conformational analysis of analogues will be reported in a full account.