Bioactive benzophenones from Garcinia xanthochymus fruits
Bioactive benzophenones from Garcinia xanthochymus fruits
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DOI：
10.1021/np0497595
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发表时间：
2005-03-01
影响因子：
5.1
通讯作者：
Kennelly, EJ
中科院分区：
文献类型：
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作者：
Baggett, S;Protiva, P;Kennelly, EJ
从藤黄果的甲醇提取物中分离得到两个新的二苯甲酮化合物：guttiferone H（1）和gambogenone（2）。化合物1含有在7和8位连接到双环[3.3.1]壬烷系统的七元环，并在SW-480结肠癌细胞系中显示出细胞毒性（IC 50 = 12 μ M）。化合物2具有新的二苯甲酮双环[3.3.2]癸烷系统，并在SW-480结肠癌细胞系中显示出细胞毒性（IC 50 = 188，μ M）。1和2都诱导SW-480结肠癌细胞凋亡，并在1，1-二苯基-2-苦基肼（DPPH）测定中显示抗氧化活性（IC 50分别为64和38.7 μ M）。化合物1和2的结构通过1D和2D NMR数据分析确定。从该化合物中分离得到11个已知化合物，分别为马兜铃酮A、别对映体三醇、穗花杉双黄酮、3，8”-biapigenin、cycloxanthochymol、（+/-）-fukugetin、（+/-）-fukugiside、guttiferone E、异黄苷醇、（+/-）-volkensiflavone和黄苷醇。还针对SW-480结肠癌细胞和在DPPH测定中测试了11种已知化合物。
A MeOH extract of Garcinia xanthochymus fruits was subjected to activity-guided fractionation, yielding two new benzophenones, guttiferone H (1) and gambogenone (2). Compound 1 contains a seven-membered ring attached to the bicyclo[3.3.1]nonane system at positions 7 and 8 and displayed cytotoxicity in the SW-480 colon cancer cell line (IC50 = 12 mu M). Compound 2 has a novel benzophenone bicyclo [3.3.2] decane system and displayed cytotoxicity in the SW-480 colon cancer cell line (IC50 = 188,mu M). Both 1 and 2 induced apoptosis in SW-480 colon cancer cells and displayed antioxidant activity in the 1,1-diphenyl-2-picrylhydrazyl (DPPH) assay (IC50 = 64 and 38.7 mu M, respectively). The structures of 1 and 2 were established by 1D and 2D NMR data analysis. Eleven known compounds, aristophenone A, alloathyriol, amentoflavone, 3,8"-biapigenin, cycloxanthochymol, (+/-)-fukugetin, (+/-)-fukugiside, guttiferone E, isoxanthochymol, (+/-)-volkensiflavone, and xanthochymol, were also obtained. The 11 known compounds were also tested against SW-480 colon cancer cells and in the DPPH assay.