Absolute configuration of the antiinflammatory [correction of antiinflamatory] sponge natural product contignasterol

Lu Yang; Raymond J Andersen

doi:10.1021/np020297+

Absolute configuration of the antiinflammatory [correction of antiinflamatory] sponge natural product contignasterol

J Nat Prod. 2002 Dec;65(12):1924-6. doi: 10.1021/np020297+.

Authors

Lu Yang¹, Raymond J Andersen

Affiliation

¹ Departments of Chemistry and Oceanography-Earth and Ocean Sciences, University of British Columbia, Vancouver, British Columbia, Canada V6T 1Z1.

PMID: 12502341
DOI: 10.1021/np020297+

Abstract

Chiral auxiliary NMR analysis with C-22 (R/S)-MPA and (R/S)-MTPA esters has been used to demonstrate that the absolute configuration in the side chain of the antiinflammatory sponge metabolite contignasterol (1) is 22R, 24R.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Animals
Anti-Inflammatory Agents* / chemistry
Anti-Inflammatory Agents* / isolation & purification
Anti-Inflammatory Agents* / pharmacology
Biological Factors* / chemistry
Biological Factors* / isolation & purification
Biological Factors* / pharmacology
Catalysis
Models, Molecular
Nuclear Magnetic Resonance, Biomolecular
Papua New Guinea
Porifera / chemistry*
Stereoisomerism
Sterols* / chemistry
Sterols* / isolation & purification
Sterols* / pharmacology

Substances

Anti-Inflammatory Agents
Biological Factors
Sterols
contignasterol