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Mollebenzylanols A and B, Highly Modified and Functionalized Diterpenoids with a 9‑Benzyl-8,10-dioxatricyclo[5.2.1.01,5]decane Core from Rhododendron molle

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posted on 2018-03-13, 11:36 authored by Junfei Zhou, Junjun Liu, Ting Dang, Haofeng Zhou, Hanqi Zhang, Guangmin Yao
Two highly modified and functionalized diterpenoids, mollebenzylanols A (1) and B (2), and a known grayanane diterpenoid rhodojaponin III (3) were isolated from Rhododendron molle. Their structures were determined by spectroscopic data analysis, an electronic circular dichroism (ECD) exciton chirality method, ECD calculations, and X-ray diffraction analysis of the p-bromobenzoate ester of 1 (1a). Compounds 1 and 2 possess an unprecedented diterpene carbon skeleton featuring a unique 9-benzyl-8,10-dioxatricyclo­[5.2.1.01,5]­decane core, and their plausible biosynthetic pathways are proposed. Their PTP1B inhibitory activity and modes of action were investigated.

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