Isolation and structures of hedathiosulfonic acids A and B, novel thiosulfonic acids from the deep-sea urchin Echinocardium cordatum

被引:9
作者
Takada, N
Watanabe, M
Suenaga, K
Yamada, K
Kita, M
Uemura, D
机构
[1] Nagoya Univ, Dept Chem, Grad Sch Sci, Chikusa Ku, Nagoya, Aichi 4648602, Japan
[2] Nagoya Univ, Res Ctr Mat Sci, Chikusa Ku, Nagoya, Aichi 4348602, Japan
关键词
Echinocardium cordatum; natural thiosulfonic acid; isolation; structure determination; acute toxicity;
D O I
10.1016/S0040-4039(01)01314-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Hedathiosulfonic acids A and B were isolated from the deep-sea urchin Echinocardium cordatum, and were determined to be novel 6-undecanethiosulfonic acids by 2D NMR, HRMS, and methylation reaction. Hedathiosulfonic acids exhibited acute toxicity. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:6557 / 6560
页数:4
相关论文
共 16 条
[1]   Absolute stereochemistry of halichlorine; A potent inhibitor of VCAM-1 induction [J].
Arimoto, H ;
Hayakawa, I ;
Kuramoto, M ;
Uemura, D .
TETRAHEDRON LETTERS, 1998, 39 (08) :861-862
[2]  
BRINGMON RL, 1998, APPL ENVIRON MICROB, V64, P3491
[3]   THE STRUCTURE AND PARTIAL SYNTHESIS OF IMBRICATINE, A BENZYLTETRAHYDROISOQUINOLINE ALKALOID FROM THE STARFISH DERMASTERIAS-IMBRICATA [J].
BURGOYNE, DL ;
MIAO, S ;
PATHIRANA, C ;
ANDERSEN, RJ ;
AYER, WA ;
SINGER, PP ;
KOKKE, WCMC ;
ROSS, DM .
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1991, 69 (01) :20-27
[4]   Pinnaic acid and tauropinnaic acid: Two novel fatty acids composing a 6-Azaspiro[4.5]decane unit from the Okinawan bivalve Pinna muricata [J].
Chou, T ;
Kuramoto, M ;
Otani, Y ;
Shikano, M ;
Yazawa, K ;
Uemura, D .
TETRAHEDRON LETTERS, 1996, 37 (22) :3871-3874
[5]   A NOVEL GROUP OF POLYHYDROXYCHOLANIC ACID-DERIVATIVES FROM THE DEEP-WATER STARFISH STYRACASTER-CAROLI [J].
DERICCARDIS, F ;
MINALE, L ;
RICCIO, R ;
IORIZZI, M ;
DEBITUS, C ;
DUHET, D ;
MONNIOT, C .
TETRAHEDRON LETTERS, 1993, 34 (27) :4381-4384
[6]   INDUCTION OF SWIMMING IN STOMPHIA (ANTHOZOA, ACTINIARIA) BY IMBRICATINE, A METABOLITE OF THE ASTEROID DERMASTERIAS-IMBRICATA [J].
ELLIOTT, JK ;
ROSS, DM ;
PATHIRANA, C ;
MIAO, S ;
ANDERSEN, RJ ;
SINGER, P ;
KOKKE, WCMC ;
AYER, WA .
BIOLOGICAL BULLETIN, 1989, 176 (02) :73-78
[7]   NOVEL MARINE POLYHYDROXYLATED STEROIDS FROM THE STARFISH MYXODERMA-PLATYACANTHUM [J].
FINAMORE, E ;
MINALE, L ;
RICCIO, R ;
RINALDO, G ;
ZOLLO, F .
JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (03) :1146-1153
[8]   FORBESIN - A NOVEL SULFATED GLYCOLIPID FROM THE STARFISH ASTERIAS-FORBESI [J].
FINDLAY, JA ;
HE, ZQ ;
CALHOUN, LA .
JOURNAL OF NATURAL PRODUCTS, 1990, 53 (04) :1015-1018
[9]   Halichlorine, an inhibitor of VCAM-1 induction from the marine sponge Halichondria okadai Kadota [J].
Kuramoto, M ;
Tong, C ;
Yamada, K ;
Chiba, T ;
Hayashi, Y ;
Uemura, D .
TETRAHEDRON LETTERS, 1996, 37 (22) :3867-3870
[10]   HIGH-FIELD FT NMR APPLICATION OF MOSHER METHOD - THE ABSOLUTE-CONFIGURATIONS OF MARINE TERPENOIDS [J].
OHTANI, I ;
KUSUMI, T ;
KASHMAN, Y ;
KAKISAWA, H .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (11) :4092-4096