C-24 Stereochemistry of Marine Sterols: (22E)-25,28-Dimethyl-stigmasta-5,22,28-trien-3β-ol and 25,28-Dimethylstigmasta-5,28-dien-3β-ol-Reference-Cited by-同舟云学术

C-24 Stereochemistry of Marine Sterols: (22E)-25,28-Dimethyl-stigmasta-5,22,28-trien-3β-ol and 25,28-Dimethylstigmasta-5,28-dien-3β-ol

Published:2014-12 Issue:12 Volume:9 Page:1934578X1400901
ISSN:1934-578X
Container-title:Natural Product Communications
language:en
Short-container-title:Natural Product Communications

Author:

Nojo Rie¹,Echigo Shizue¹,Hara Noriyuki¹,Fujimoto Yoshinori¹

Affiliation:

1. Department of Chemistry and Materials Science, Tokyo Institute of Technology, Meguro, Tokyo 152-8551, Japan

Abstract

The C-24 configurations of (22 E)-25,28-dimethylstigmasta-5,22,28-trien-3p-ol (1) and 25,28-dimethylstigmasta-5,28-dien-3β-ol (2), isolated from the sponge Topsentia ophiraphidites in our previous work, were determined to be both S, through the synthesis of stereodefined (24 S)- and (24 R)-epimers of 1 and 2 and comparison of the 1H and 13C NMR spectroscopic data. In addition, the C-24 configurations of the marine sterols having the same structures as 1 and 2 and their derivatives were also assigned for the first time by NMR comparison.

Publisher

SAGE Publications

Subject

Complementary and alternative medicine,Plant Science,Drug Discovery,Pharmacology,General Medicine

Link

http://journals.sagepub.com/doi/pdf/10.1177/1934578X1400901209

Reference11 articles.

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3. C-24 Stereochemistry of Marine Sterols: (22E)-24-(Isopropenyl)-22-dehydrocholesterol and 24-Isopropenylcholesterol

4. Isolation and Structure Elucidation of Epipolasterol and 22,23-Dihydroepipolasterol from the Marine Sponge Epipolasis sp.

5. Steroid compounds of marine sponges. XI. Steroids of the Australian spongeTrachyopsis sp.

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