Cytotoxic 7-Methoxylated Caged Xanthones from the Twigs of Garcinia oligantha

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Nineteen unprecedented 7-methoxylated caged xanthones (1-19) were-isolated from the twigs of Garcinia oligantha under the guidance of NMR spectroscopy.Their structures and absolute configurations were demonstrated by extensive spectroscopic data,single-crystal X-ray diffraction,electronic circular dichroism (ECD) calculations,and the modified Mosher\'s method.Compound 1 is a rare scalemic 7-methoxylated neo-caged xanthone,which was resolved using HPLC with CD detection on a chiral-phase AD column,and compounds 2-3 are rare 7-methoxylated caged xanthones with the hydrogenated △8(8a) double bond.Fourteen compounds ex-hibited promising inhibitory activities against four human cancer cell lines with IC50 values ranging from 1.9 to 14.3 μmol/L.A cell apoptosis analysis using flow cytometry showed that compound 11 could induce apoptosis in a dose dependent manner.Moreover,PARP,caspase-9,and Bcl-2 western blotting suggested that compound 11-induced apoptosis may be involved in caspase-dependent pathway.
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