McPhail Kerry L, France Dennis, Cornell-Kennon Susan, Gerwick William H
College of Pharmacy, Oregon State University, Corvallis, Oregon 97331, USA.
J Nat Prod. 2004 Jun;67(6):1010-3. doi: 10.1021/np0400252.
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.