Marine organic chemistry. IV. Isolation of (20R)-5α-pregn-9(11)-ene-3β,6α,20-triol from the saponins of the starfish, Asteriasforbesi and Asteriasvulgaris, and its synthesis

Author:

Arsimon John W.,Badripersaud Satyanand,Buccini John A.,Eenkhoorn Joop,Gilgan Michael W.

Abstract

A minor constituent of the saponin hydrolysate of the starfishes Asteriasforbesi and Asteriasvulgaris is shown to be (20R)-5α-pregn-9(11)-ene-3β,6α,20-triol by synthesis from 11-oxoprogesterone. The occurrence of the reduced progesterone side chain could have implications concerning the origins of progesterone-type compounds in saponin hydrolysates from starfish.

Publisher

Canadian Science Publishing

Subject

Organic Chemistry,General Chemistry,Catalysis

Cited by 8 articles. 订阅此论文施引文献 订阅此论文施引文献,注册后可以免费订阅5篇论文的施引文献,订阅后可以查看论文全部施引文献

1. Isolation and Identification of Antitrypanosomal and Antimycobacterial Active Steroids from the Sponge Haliclona simulans;Marine Drugs;2014-05-16

2. Saponins;Ullmann's Encyclopedia of Industrial Chemistry;2000-06-15

3. Structural studies on chemical constituents of echinoderms;Structure and chemistry (Part C);1995

4. Steroidal Oligoglycosides and Polyhydroxysteroids from Echinoderms;Fortschritte der Chemie organischer Naturstoffe / Progress in the Chemistry of Organic Natural Products;1993

5. Occurrence of saponins giving rise to asterone and asterogenol in various species of starfish;Comparative Biochemistry and Physiology Part B: Comparative Biochemistry;1986-01

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