Sterols in Marine Invertebrates. 22. Isolation and Structure Elucidation of Conicasterol and Theonellasterol, Two New 4-Methylene Sterols from the Red Sea Sponges Theonella conica and Theonella swinhoei

Ernest Kho, David K. Imagawa, Michel Rohmer, Yoel Kashman, Carl Djerassi

Research output: Contribution to journalArticlepeer-review

Abstract

Two new and unusual sterols with unsaturation in the ∆8(14) position and a heretofore unprecedented 4-methylene nucleus, conicasterol (12c, 4-methylene-24(R)-methylcholest-8(14)-en-3β-ol) and theonellasterol (12d, 4- methylene-24(S)-ethylcholest-8(14)-en-3β-ol), were isolated as the principal sterol constituents from the Red Sea sponges Theonella conica (Kieschnick) and Theonella swinhoei (Gray), respectively. The structures were determined by chemical and spectral analysis and comparison to the spectral data of the newly synthesized 4-methylenecholestan-3β-ol (11a).

Original languageEnglish
Pages (from-to)1836-1839
Number of pages4
JournalJournal of Organic Chemistry
Volume46
Issue number9
DOIs
StatePublished - Apr 1981

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