Marine sterols. XI. Polyhydroxysterols of the soft coral Sarcophyton glaucum: Isolation and synthesis of 5.ALPHA.-cholestane-1.BETA.,3.BETA.,5,6.BETA.-tetrol.
- 1 January 1983
- journal article
- Published by Pharmaceutical Society of Japan in CHEMICAL & PHARMACEUTICAL BULLETIN
- Vol. 31 (6) , 1848-1855
- https://doi.org/10.1248/cpb.31.1848
Abstract
(24S)-24-Methylcholest-5-ene-3β, 25-diol (ergost-5-ene-3β, 25-diol, 3), (24S)-24-methyl-5α-cholestane-1β, 3β, 5, 6β-tetrol (5α-ergostane-1β, 3β, 5, 6β-tetrol, 2a), and a new sterol, 5α-cholestane-1β, 3β, 5, 6β-tetrol (1), were isolated from the soft coral Sarcophyton gluacum. The structure of 1 was confirmed by the spectroscopic data and by synthesis starting from ruscogenin. The configurations at C-24 of the known C28-polyhydroxysterols (2-5) were shown to be (S) by proton nuclear magnetic resonance (1H-NMR) analysis or by correlation to 22, 23-dihydrobrassicasterol (16a).Keywords
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