Premnafulvol A: A Diterpenoid with a 6/5/7/3-Fused Tetracyclic Core and Its Biosynthetically Related Analogues from Premna fulva

Premnafulvol A (1), a unique diterpenoid featuring a 6/5/7/3-fused tetracyclic carbon skeleton, with three biosynthetically related analogues, premnafulvols B–D (2–4), were isolated from the aerial parts of Premna fulva. Structures of 1–4 were established by a combination of extensive spectroscopic...

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Bibliographic Details
Published in:Organic letters 2018-10, Vol.20 (19), p.6314-6317
Main Authors: Pu, De-Bing, Du, Bao-Wen, Chen, Wen, Gao, Jun-Bo, Hu, Kun, Shi, Nan, Li, Yi-Ming, Zhang, Xing-Jie, Zhang, Rui-Han, Li, Xiao-Nian, Zhang, Hong-Bin, Wang, Fei, Xiao, Wei-Lie
Format: Article
Language:English
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Summary:Premnafulvol A (1), a unique diterpenoid featuring a 6/5/7/3-fused tetracyclic carbon skeleton, with three biosynthetically related analogues, premnafulvols B–D (2–4), were isolated from the aerial parts of Premna fulva. Structures of 1–4 were established by a combination of extensive spectroscopic analyses, quantum chemical calculations, and X-ray crystallography. Plausible biosynthetic pathways of 1–4 were proposed. Interestingly, 2 and 3 exhibited opposite effects on estrogen biosynthesis in human ovarian granulosa-like KGN cells by modulating the expression of aromatase.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.8b02845