Abstract
A new trimeric proanthocyanidin, epigallocatechin-3-O-gallat-(4beta-->8)-epigallocatechin-(4beta-->8)-catechin (1), was isolated together with three known flavan-3-ols, catechin (2), epicatechin (3), and epigallocatechin (4), and three dimeric proanthocyanidins, 5-7, from the air-dried leaves of Mangifera indica. Their chemical structures were determined on the basis of 1D- and 2D-NMR spectra (HSQC, HMBC) of their peracetylated derivatives, MALDI-TOF-mass spectra, and by acid-catalyzed degradation with phloroglucinol. The isolated compounds 1-7 were in vitro tested for their inhibitory activities against COX-1 and COX-2. Compound 1 was found to have a potent inhibitory effect on COX-2, while compounds 1 and 5-7 exhibited moderate inhibition against COX-1.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Acetylcholinesterase / metabolism
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Animals
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Catechin / analogs & derivatives*
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Catechin / chemistry
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Catechin / isolation & purification
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Catechin / pharmacology
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Cyclooxygenase 1 / drug effects*
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Cyclooxygenase 1 / metabolism
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Cyclooxygenase 2 Inhibitors / chemistry
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Cyclooxygenase 2 Inhibitors / isolation & purification*
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Cyclooxygenase 2 Inhibitors / pharmacology
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Cyclooxygenase Inhibitors / chemistry
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Cyclooxygenase Inhibitors / isolation & purification*
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Cyclooxygenase Inhibitors / pharmacology
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Electron Transport Complex IV / metabolism
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Glycogen / metabolism
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L-Lactate Dehydrogenase / metabolism
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Lactates / metabolism
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Lymnaea / drug effects
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Lymnaea / genetics
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Lymnaea / metabolism
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Magnetic Resonance Spectroscopy / methods
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Mangifera / chemistry*
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Models, Molecular
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Mollusca / drug effects
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Plant Extracts / chemistry
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Plant Extracts / isolation & purification*
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Plant Extracts / pharmacology
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Plant Leaves / chemistry*
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Proanthocyanidins / chemistry
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Proanthocyanidins / isolation & purification*
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Proanthocyanidins / pharmacology
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Pyruvates / metabolism
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Succinate Dehydrogenase / metabolism
Substances
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Cyclooxygenase 2 Inhibitors
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Cyclooxygenase Inhibitors
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Lactates
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Plant Extracts
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Proanthocyanidins
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Pyruvates
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proanthocyanidin
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Catechin
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Glycogen
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L-Lactate Dehydrogenase
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Cyclooxygenase 1
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Succinate Dehydrogenase
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Electron Transport Complex IV
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Acetylcholinesterase
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gallocatechol