Organic Letters
Organic Letters
5 years ago

Phainanolide A, Highly Modified and Oxygenated Triterpenoid from Phyllanthus hainanensis

Phainanolide A, Highly Modified and Oxygenated Triterpenoid from Phyllanthus hainanensis
Yao-Yue Fan, Jian-Min Yue, Li-She Gan, Jian-Ping Zuo, Cheng-Hui Xu, Hong-Chun Liu, Jian Ding, Heng Li
Phainanolide A (1), a highly modified triterpenoid incorporating an unprecedented 6/9/6 heterotricyclic system and a highly oxygenated 5,5-spirocyclic ketal lactone, along with three new triterpenoids 2–4 were isolated from Phyllanthus hainanensis. Their structures were completely elucidated by a combination of diverse methods including 2D NMR, quantum chemical NMR and ECD calculations, and NMR data analogy with model compounds. Compounds 1–4 exhibited both remarkable cytotoxic and immunosuppressive activities.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b02181

DOI: 10.1021/acs.orglett.7b02181

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