ONCHIDIN - A CYTOTOXIC DEPSIPEPTIDE WITH C-2 SYMMETRY FROM MARINE MOLLUSK

被引：46

作者：

RODRIGUEZ, J

FERNANDEZ, R

QUINOA, E

RIGUERA, R

DEBITUS, C

BOUCHET, P

机构：

[1] UNIV SANTIAGO COMPOSTELA,FAC QUIM,DEPT QUIM ORGAN,E-15706 SANTIAGO,SPAIN

[2] CTR ORSTON,NOUMEA,NEW CALEDONIA

[3] MUSEUM NATL HIST NAT,F-75231 PARIS,FRANCE

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 49期

关键词：

D O I：

10.1016/0040-4039(94)88477-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Onchidin (1) is a cytotoxic depsipeptide isolated from the pulmonate mollusc Onchidium sp. Its structure is cyclo (MeVal-Amo-Val-Hiv-Hiv-MeVal-Amo-Val-Hiv-Hiv) made of two identical halves (C30H49N3O(7), MeVal-Amo-Val-Hiv-Hiv). Onchidin contains a new beta-amino acid: 3-amio-2-methyl-oct-7-ynoic acid (Amo). It has C-2-symmetry and this makes one half homotopic to the other so only signals for a ''monomer'' can be seen in the NMR spectra. The structure and absolute stereochemisuy (all S) of onchidin was determined by extensive spectroscopic analysis, selective hydrolysis and chiral GCMS.

引用

页码：9239 / 9242

页数：4

共 18 条

[1] MARINE NATURAL-PRODUCTS [J].