Marine Natural Products. XIV. Structures of Echinosides A and B, Antifungal Lanostane-Oligosides from the Sea Cucumber ActinopYsa echinites (JAEGER)

Abstract

Two antifungal lanostane-type triterpene oligosides, named echinosides A (11) and B (9), were isolated from the sea cucumber Actinopyga echinites (Jaeger) collected in Okinawa Prefecture. On the basis of chemical and physicochemical evidence, the structures of echinosides A and B have been elucidated respectively as 3-0-{β-D-3-0-methylglucopyranosyl(1→3)-β-D-glucopyranosyl-(1→4)-β-D-quinovopyranosyl(1→2)-β-D-(4-0-sodiosulfonato)xylopyranosyl]-3β,12α,17α,2O(S)-tetrahydroxy-lanost-9(11)-en-18,20-olide (11) and 3-0-[β-D-quinovopyranosyl(1→2)-β-D-(4-0-sodiosulfonato)xylopyranosyl]-3β, 12α, 17α,20(S)-tetrahydroxylanost-9(11)-en-18,20-olide (9). The aontifungal activities of echinosides and allied compounds are discussed. © 1985, The Pharmaceutical Society of Japan. All rights reserved.