(±)-Talapyrones A-F:six pairs of dimeric polyketide enantiomers with unusual 6/6/6 and 6/6/6/5 ring systems from Talaromyces adpressus
摘要(±)-Talapyrones A-F(1-6),six pairs of dimeric polyketide enantiomers featuring unusual 6/6/6 and 6/6/6/5 ring systems,were isolated from the fungus Talaromyces adpressus.Their structures were determined by spectroscopic analysis and HR-ESI-MS data,and their abso-lute configurations were elucidated using a modified Mosher's method and electronic circular dichroism(ECD)calculations.(±)-Talapyrones A-F(1-6)possess a 6/6/6 tricyclic skeleton,presumably formed through a Michael addition reaction between one molecule of α-pyrone derivative and one molecule of C8 poly-β-keto chain.In addition,compounds 2/3 and 4/5 are two pairs of C-18 epimers,respectively.Putative biosynthetic pathways of 1-6 were dis-cussed.
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