1. Xanthone derivatives from the leaves of Garcinia oligantha.
- Author
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Tang YX, Fu WW, Xi ZC, Yang JL, Zheng CW, Lu Y, Shen ZW, and Xu HX
- Subjects
- Antineoplastic Agents, Phytogenic chemistry, Antineoplastic Agents, Phytogenic isolation & purification, Caspase 3 metabolism, Cell Death drug effects, Cell Line, Tumor, Cell Proliferation drug effects, Dose-Response Relationship, Drug, Drug Screening Assays, Antitumor, Enzyme Inhibitors chemistry, Enzyme Inhibitors isolation & purification, Humans, Molecular Structure, Structure-Activity Relationship, Xanthones chemistry, Xanthones isolation & purification, Antineoplastic Agents, Phytogenic pharmacology, Enzyme Inhibitors pharmacology, Garcinia chemistry, Plant Leaves chemistry, Xanthones pharmacology
- Abstract
Nine new and unique xanthone derivatives, including one novel hybrid monoterpene-tetrahydroxanthone (1), three dihydro-xanthone derivatives (2-4), and five skeleton-rearranged xanthone derivatives (5-9), were obtained from a 95% EtOH extract of Garcinia oligantha leaves by a LC-MS-guided fractionation procedure. The structures of the new compounds were elucidated by analysis of their 1D and 2D NMR and MS data. The relative configurations of 2 and 8 were determined via X-ray crystallographic data analysis, while the absolute configurations of 1-2, 5-9 were assigned based on a comparison of calculated and experimental ECD and/or OR data. In SRB, PI-exclusion and Hoechst staining assays, 6 showed strong cytotoxic activities which could dose-dependently induce Taxol-insensitive quiescent LNCaP cell death. Additionally, a preliminary mechanism investigation using immunoblotting and Caspase-3 activity assay, indicated that 6 induced quiescent LNCaP cell death potentially through caspase-dependent mitochondrial apoptosis pathway., (Copyright © 2019 Elsevier Masson SAS. All rights reserved.)
- Published
- 2019
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