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Caeruleanone A, a rotenoid with a new arrangement of the D-ring from the fruits of Millettia caerulea.

ABSTRACT: 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.

SUBMITTER: Bueno Perez L

PROVIDER: S-EPMC3954433 | biostudies-literature | 2014 Mar

REPOSITORIES: biostudies-literature

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Caeruleanone A, a rotenoid with a new arrangement of the D-ring from the fruits of Millettia caerulea.

Bueno Pérez Lynette L Pan Li L Muñoz Acuña Ulyana U Li Jie J Chai Hee-Byung HB Gallucci Judith C JC Ninh Tran Ngoc TN Carcache de Blanco Esperanza J EJ Soejarto Djaja D DD Kinghorn A Douglas AD

Organic letters 20140219 5

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 inductio ...[more]

PMID: 24552419

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