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5α-cholesta-9(11),17(20),24-triene-3β,6α-diol, a minor genin from the star fish acanthaster planci

✍ Scribed by Younus M. Sheikh; B. Tursch; Carl Djerasai

Publisher
Elsevier Science
Year
1972
Tongue
French
Weight
196 KB
Volume
13
Category
Article
ISSN
0040-4039

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✦ Synopsis

Recently1 we reported the isolation of the two novel steroids 5a-pregn-9( 11)-ene-36,6a-diol-20-one (XI) and 5a-cholesta-9(11),20(22)-diene-38,6a-diol-23-one (XVLI) from the starfish A. planci. We now describe the isolation from the same source and structure determination of two additional minor genins: Sa-cholesta-9(11),17(20),24-triene-36,6a-dial(1) and 24S-methyl-5acholesta-9(11),20(22)-diene-38,6a-dio12 (XV). These genins are of interest because of their unusual structures and probable role in the biosynthesis of the 23-oxygenated marine steroids XVII and XVIII. 3 The presence of 17(20) and 20(22) double bonds in genins I and XV suggests their likely origin from the corresponding 20a-hydroxy steroids possibly during acid hydrolysis of the saponin.

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