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.
Publication types
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Research Support, N.I.H., Extramural
MeSH terms
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Fruit / chemistry
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Heterocyclic Compounds, 4 or More Rings / chemistry
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Heterocyclic Compounds, 4 or More Rings / isolation & purification*
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Heterocyclic Compounds, 4 or More Rings / pharmacology
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Millettia / chemistry*
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Mitochondria / drug effects*
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Molecular Structure
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Nuclear Magnetic Resonance, Biomolecular
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Rotenone / analogs & derivatives*
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Rotenone / chemistry
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Rotenone / isolation & purification*
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Rotenone / pharmacology
Substances
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Heterocyclic Compounds, 4 or More Rings
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caeruleanone A
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caeruleanone B
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caeruleanone C
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Rotenone