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Peyssonenynes a and B, novel enediyne oxylipins with DNA methyl transferase inhibitory activity from the red marine alga peyssonneliacaulifera.

作者信息

McPhail Kerry L, France Dennis, Cornell-Kennon Susan, Gerwick William H

机构信息

College of Pharmacy, Oregon State University, Corvallis, Oregon 97331, USA.

出版信息

J Nat Prod. 2004 Jun;67(6):1010-3. doi: 10.1021/np0400252.

DOI:10.1021/np0400252
PMID:15217284
Abstract

Two novel omega3 fatty acids, obtained as monoacyl glycerol derivatives, were isolated as DNA methyl transferase inhibitors following bioassay-guided fractionation of the Fijian red marine alga Peyssonnelia caulifera. Both active metabolites, peyssonenynes A (1) and B (2), possess an unusual enediyne motif, whereas an inactive co-metabolite, peyssopyrone (3), contains an unusual gamma-pyrone functionality. The molecular structures of all three compounds were determined by NMR spectroscopy in combination with UV, IR, and MS data analysis. The instability of the enediyne monoacyl glycerol derivatives prevented their complete stereochemical assignments.

摘要

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