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

Three new cytotoxic long-chain acetylenic alcohols, strongylodiols A, B and C, were isolated from the Okinawan marine sponge of the genus Strongylophora. Their gross structures were elucidated based on spectroscopic analysis. During the process for determination of the absolute stereochemistry at C-6 using the modified Mosherʹs method, these acetylenic alcohols were each found to be an enantiomeric mixture with a different ratio; 91:9 for strongylodiol A, 97:3 for strongylodiol B and 84:16 for strongylodiol C. The R configuration for each major enantiomer was established by the modified Mosherʹs method. Each enantiomer was separated and fully characterized.