Revista Brasileira de Farmacognosia · 2009 · 10 citations · 11 references
Life SciencesMedicinal ChemistryPharmacologyCellular MetabolismMitochondrial BiologyPlant BiochemistryMitochondrial BiochemistryMitochondrial BioenergeticsMitochondrial FunctionMitochondrial MetabolismMitochondrial PhysiologyRespiration InhibitionDouble BondsFractionationMitochondrial Respiratory Chain InhibitionMitochondrial Respiratory Chain ToxicityMitochondrial Toxicity AssaysOxygen Uptake InhibitionRespiratory Electron TransportRespiratory Enzyme Inhibition
A new Annonaceous acetogenin, xymarginatin (1), was isolated from the twigs of Xyliopia emarginata Mart. (Annonaceae) by bioactivity-directed fractionation using lethality to brine shrimp. The compound 1 represents a linear C-35 Annonaceous acetogenin, lacking either tetrahydrofuran (THF) or epoxide rings, bearing a keto group at C-10, and possessing two cis-double bonds separated by two methylenes units. The structure of 1 was elucidated by ¹H and 13C-NMR, COSY, HMBC, HMQC and HRMS. The ability to inhibit the mitochondrial respiratory chain of Xymarginatin (1) was tested in a rat liver mitochondrial oxygen uptake assay, with IC50 value of 1720 nM; Rotenone as a positive control gave IC50 34.8 nM. The toxicity of compound 1 against Artemia salina Leach gave LC50 of 127 μg/mL.
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Brine Shrimp: A Convenient General Bioassay for Active Plant Constituents
Brian F. Meyer, N. R. Ferrigni, J. E. Putnam et al. · Planta Medica · 1982 · 4.8K citations