Absolute configuration of the antiinflammatory [correction of antiinflamatory] sponge natural product contignasterol.
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.
Yang
Lu
L
Departments of Chemistry and Oceanography-Earth and Ocean Sciences, University of British Columbia, Vancouver, British Columbia, Canada V6T 1Z1.
Andersen
Raymond J
RJ
D000818:Animals; D000893:Anti-Inflammatory Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D001685:Biological Factors / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D002384:Catalysis; D008958:Models, Molecular; D019906:Nuclear Magnetic Resonance, Biomolecular; D010219:Papua New Guinea; D011161:Porifera / Q000737:chemistry*; D013237:Stereoisomerism; D013261:Sterols / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology
D000893:Anti-Inflammatory Agents; D001685:Biological Factors; D013261:Sterols; C091550:contignasterol