Marine Natural Products. XVIII. Four Lanostane-Type Triterpene Oligoglycosides, Bivittosides A, B, C, and D, from the Okinawan Sea Cucumber Bohadschia bivittata MITSUKURI

Abstract

A full account of the structure elucidation of four lanostane-type triterpene oligoglycosides, bivittosides A (6), B (8), C (9), and D (10), is presented. Bivittosides were isolated from body-walls and Cuvierian tubules of the Okinawan sea cucumber Bohadschia bivittata mitsukuri, and among these four oligoglycosides, bivittoside D (10) showed significant antifungal activities. Acidic hydrolysis of bivittosides A (6), B (8), and D (10) provided three artifact sapogenols, among which a homoannular-dienic sapogenol named preseychellogenin (4), exhibiting characteristically red-shifted ultraviolet and circular dichroism spectra, was identified as the monoacetate (4a). © 1989, The Pharmaceutical Society of Japan. All rights reserved.