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Characterization of 3β-hydroxy-5α-cholesta-9(11),20(22)-dien-23-one-6α- YL-β-D-6′-deoxy glucoside from the starfish Acanthaster Planci

✍ Scribed by Younus M. Sheikh; Carl Djerassi

Publisher
Elsevier Science
Year
1973
Tongue
French
Weight
174 KB
Volume
14
Category
Article
ISSN
0040-4039

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✦ Synopsis

A recent report describing the isolation of 6a-hydroxy-36-sulfo-oxy-5u-pregn-9(ll)-en-20-one1 from Asterias amurensis prompts us to report the characterization of the related 36-hydroxy-5a-cholesta-9(11),20( 22)-dien-23-one-6a-yl-B-D-6'-deoxy glucoside (2). This substance was isolated during our continuing search for presumable biogenetic precursors to Sa-pregn-9(U)-ene-36, 6a-dial-20-one, the important constituent2 from the starfish Acanthaster planci which we have recently converted3 into corticosteroids such as cortisone.

Hydrolysis (2N HCl/benzene) of the starfish saponin at 80 o for 5 hr furnished a mixture which on fractionation by tic over silica gel HF254 [rf, 0.48 (CHC13-MeOH 8:2); 0.08

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