Strongylodiols A, B and C, new cytotoxic acetylenic alcohols isolated fromthe Okinawan marine sponge of the genus Strongylophora as each enantiomeric mixture with a different ratio

Authors
Watanabe, K Tsuda, Y Yamane, Y Takahashi, H Iguchi, K Naoki, H Fujita, T Van Soest, RWM
Citation
K. Watanabe et al., Strongylodiols A, B and C, new cytotoxic acetylenic alcohols isolated fromthe Okinawan marine sponge of the genus Strongylophora as each enantiomeric mixture with a different ratio, TETRAHEDR L, 41(48), 2000, pp. 9271-9276
Citations number
13
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
41
Issue
48
Year of publication
2000
Pages
9271 - 9276
Database
ISI
SICI code
0040-4039(20001125)41:48<9271:SABACN>2.0.ZU;2-U
Abstract
Three new cytotoxic long-chain acetylenic alcohols, strongylodiols A, B and C, were isolated from the Okinawan marine sponge of the genus Strongylopho ra. Their gross structures were elucidated based on spectroscopic analysis. During the process for determination of the absolute stereochemistry at C- 6 using the modified Mosher's method, these acetylenic alcohols were each f ound to be an enantiomeric mixture with a different ratio; 91:9 for strongy lodiol A, 97:3 for strongylodiol B and 84:16 for strongylodiol C. The R con figuration for each major enantiomer was established by the modified Mosher 's method. Each enantiomer was separated and fully characterized. (C) 2000 Elsevier Science Ltd. All rights reserved.