istry of Mairotosin Gymnocin-A a性 岸义人 安元健 h华 of from Japanese water 驾司鸟 Gambieric Acid A Yessotoxin (YTX) 从受毫的夏的消化中分海 y mt1987 虾夷南贝毒素 og(HSP): d eids A-D (GA-A-GA-D)wen 2n oo8 Yessotoxin(YTX) Yessotoxin(YTX) Ctt-yoe y es of YTX hay e beem id 44 73 岸 义人 74 Gymnocin-A A new cytotoxic polyether, Gymnicin-A, consists of 14 conti￾guous ether rings, isolated from a culture of the Red Tide dinoflagellate Gymnodinium mikimotoi from Japanese waters. M. Satake, M. Shoji, Y. Oshima, H. Naoki, T. Fujita and T. Yasumoto, Tetrahedron Lett., 2002, 43, 5829. O O O H O Me H H H H H OH H H O O O O O O O O O O O OH OH Me H H H H H H H Me H H H H Me H H H H H H H 佐竹 真幸 安元 健 75 Gambieric Acid A Gambieric acids A–D (GA-A–GA-D) were isolated in 1992 by Nagai and co-workers from a strain of the epiphytic marine dinoflagellate, Gambierdiscus toxicus, which is well-known as the causative organism responsible for ciguatera seafood poisoning and which showed strong anti￾fungus activity. O O O O O O O O O HO HO O HO O OR2 OH R1 H H H H H H H H H H H H H Gambieric acid A: R1=R2=H Gambieric acid B: R1=CH3, R2=H Gambieric acid C: R1=H, R2= Gambieric acid D: R1=CH3, R2= O COOH O COOH H H 76 Yessotoxin YTX 从受毒的扇贝的消化腺中分得 Patinopecten yessoensis 1987 虾夷扇贝毒素 O O O O O O O O O O O A B C D E F G H I J K HO3SO HO3SO H H H H H H H H H H H H H H H H H H H OH OH 1 50 49 51 52 53 54 55 47 48 Murata, M.; Masanori, K.; Lee, J.S.; Yasumoto, T. Isolation and structure of Yessotoxin, a novel polyether compound implicated in diarrhetic shellfish poisoning. Tetrahedron Lett. 1987, 28, 5869-5872. Yessotoxin (YTX) Hepatotoxic Shellfish Poisoning (HSP): 77 O O O O O O O O O O O A B C D E F G H I J K HO3SO HO3SO H H H H H H H H H H H H H H H H H H H OH OH 1 50 49 51 52 53 54 55 47 48 Carboxy-Yessotoxin COOH O O O O O O O O O O O A B C D E F G H I J K HO3SO HO3SO H H H H H H H H H H H H H H H H H H H OH OH 1 50 49 51 52 53 54 55 47 48 45-OH Carboxy-Yessotoxin COOH OH Yessotoxin (YTX) Currently 36 natural derivatives of YTX have been identified. 78 O O O O O O O O O O O A B C D E F G H I J K HO3SO HO3SO H H H H H H H H H H H H H H H H H H H OH OH 1 50 49 51 52 53 54 55 47 48 45-OH Homo-Yessotoxin OH 45 O O O O O O O O O O O A B C D E F G H I J K HO3SO HO3SO H H H H H H H H H H H H H H H H H H H OH OH 1 50 49 51 52 53 54 55 47 48 CarboxyHomo-Yessotoxin OH 45 COOH Yessotoxin (YTX)