(±)-Talapyrones A-F: six pairs of dimeric polyketide enantiomers with unusual 6/6/6 and 6/6/6/5 ring systems from Talaromycesadpressus.

Authors

Meijia Zheng, Xinyi Zhao, Chenxi Zhou, Hong Liao, Qin Li, Yuling Lu, Bingbing Dai, Weiguang Sun, Ying Ye, Chunmei Chen, Yonghui Zhang, Hucheng Zhu

Published in

Chinese journal of natural medicines. Volume 23. Issue 8. Pages 932-937.

Abstract

(±)-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 absolute 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 discussed.

PMID:
40754374
Bibliographic data and abstract were imported from PubMed on 04 Aug 2025.

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