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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
journal contribution
posted on 2018-03-13, 11:36 authored by Junfei Zhou, Junjun Liu, Ting Dang, Haofeng Zhou, Hanqi Zhang, Guangmin YaoTwo
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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spectroscopic data analysismollebenzylanolfunctionalizedcalculation1BbromobenzoateCoreDiterpenoidECDRhododendron molleX-ray diffraction analysisgrayanane diterpenoid rhodojaponin IIIdichroismBenzylCompoundesterdecanePTPcore9-Modifiedbiosyntheticditerpene carbon skeletonbenzylexciton chirality methodMollebenzylanolFunctionalizedpathwaymode
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