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Phomanolides C–F from a Phoma sp.: Meroterpenoids Generated via Hetero-Diels–Alder Reactions

Author:
Zhang, Jinyu, Li, Yumei, Ren, Fengxia, Zhang, Yang, Liu, Xingzhong, Liu, Ling, Che, Yongsheng
Source:
Journal of natural products 2019 v.82 no.6 pp. 1678-1685
ISSN:
1520-6025
Subject:
Phoma, X-ray diffraction, circular dichroism spectroscopy, copper, cycloaddition reactions, cytotoxicity, meroterpenoids, nuclear magnetic resonance spectroscopy
Abstract:
Phomanolides C–F (1–4), four new meroterpenoids, were isolated from a Phoma sp., together with the known phomanolides A (5) and B (6); their structures were elucidated primarily by NMR experiments. The absolute configurations of 1–3 were assigned by electronic circular dichroism calculations, and that of 4 was established by X-ray diffraction analysis using Cu Kα radiation. Compounds 1–3 incorporate an unprecedented trioxa[4.4.3]propellane subunit in their skeletons. Compounds 2 and 4 were weakly cytotoxic.
Agid:
6485557