Caeruleanone A, a Rotenoid with a New Arrangement of the D-Ring from the Fruits of Millettia caerulea
Author(s) -
Lynette Bueno Pérez,
Pan Li,
Ulyana Muñoz Acuña,
Jie Li,
HeeByung Chai,
Judith C. Gallucci,
Tran Ngoc Ninh,
Esperanza J. Carcache de Blanco,
Djaja D. Soejarto,
A. Douglas Kinghorn
Publication year - 2014
Publication title -
organic letters
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.94
H-Index - 239
eISSN - 1523-7060
pISSN - 1523-7052
DOI - 10.1021/ol500266z
Subject(s) - chemistry , caerulea , stereochemistry , ring (chemistry) , botany , organic chemistry , biology
Caeruleanone A (1), a novel rotenoid with an unprecedented arrangement of the D-ring, was isolated with another two new analogues, caeruleanones B (2) and C (3), together with 11 known rotenoids from the fruits of Millettia caerulea. The structures of the new compounds were determined by spectroscopic data analysis, with that of 1 being confirmed by single-crystal X-ray diffraction. Compounds 2 and 3 displayed potent mitochondrial transmembrane potential inhibitory and quinone reductase induction activities.
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