Chemical and Pharmaceutical Bulletin · 2011 · 31 citations · 13 references
PharmacyChemistryMedicinal ChemistryDrug DiscoveryOrganic ChemistryStructure-activity RelationshipsMedicinal PlantsNatural Product Drug DiscoveryStructure-activity Relationship AnalysisBioactive Plant CompoundsChirality DeterminationCircular DichroismCircular Dichroism AnalysisPlant-derived Natural Products
Nine new phragmalin-type limonoid orthoesters, tabulalides F-N (1-9), together with three known compounds, tabulalides C and D, and tabularisin N (10-12), were isolated from the stem bark of Chukrasia tabularis var. velutina. Extensive spectroscopic technologies were applied to elucidate the structures of these new compounds, including the application of circular dichroism (CD) exciton chirality method for the determination of the absolute configurations of 1 and 2. Tabulalide F (1) has a rare orthoisobutylate moiety in phragmalin-type limonoid orthoesters. These compounds were evaluated for cytotoxic activity against five human cancer cell lines in vitro. Tabulalide G (2) exhibits moderate cytotoxic activity against MCF-7 with IC(50) value of 20.4 µmol/l, and other compounds have weak inhibitory effects on the growth of tested tumor cells.
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Phragmalin limonoids from Chukrasia tabularis
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Phragmalin-type limonoids from the mangrove plant Xylocarpus granatum
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