斜叶藤黄的蛋白酶体抑制和细胞毒性成分：笼形呫吨酮的绝对构型
Proteasome-inhibitory and cytotoxic constituents of Garcinia lateriflora: absolute configuration of caged xanthones.
作者信息
Ren Yulin, Lantvit Daniel D, Carcache de Blanco Esperanza J, Kardono Leonardus B S, Riswan Soedarsono, Chai Heebyung, Cottrell Charles E, Farnsworth Norman R, Swanson Steven M, Ding Yuanqing, Li Xing-Cong, Marais Jannie P J, Ferreira Daneel, Kinghorn A Douglas
机构信息
Division of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, The Ohio State University, Columbus, Ohio 43210, USA.
出版信息
Tetrahedron. 2010 Jul 17;66(29):5311-5320. doi: 10.1016/j.tet.2010.05.010.
A new biflavonoid (1), a new xanthone enantiomer (2), five new caged xanthones (3-7), and several known compounds were isolated from the stem bark of Garcinia lateriflora, collected in Indonesia. The structures of the new compounds were determined by analysis of spectroscopic data, and the absolute configuration of the caged xanthones was shown for the first time at carbons 5, 7, 8, 8a, 10a, and 27, by analysis of COSY and NOESY NMR and ECD spectra. The biflavonoids exhibited proteasome inhibitory activity, and the known compound, morelloflavone (8) was found to have the greatest potency (IC(50) = 1.3 muM). The caged xanthones were cytotoxic towards HT-29 cells, with the known compound, morellic acid (10) being the most active (ED(50) = 0.36 muM). However, when tested in an in vivo hollow fiber assay, it was inactive at the highest dose tested (20 mg/kg).
从采集自印度尼西亚的多花山竹子茎皮中分离出一种新的双黄酮（1）、一种新的氧杂蒽酮对映体（2）、五种新的笼状氧杂蒽酮（3 - 7）以及几种已知化合物。通过光谱数据分析确定了新化合物的结构，并首次通过COSY和NOESY NMR以及ECD光谱分析确定了笼状氧杂蒽酮在碳5、7、8、8a、10a和27处的绝对构型。双黄酮表现出蛋白酶体抑制活性，已知化合物桑橙黄酮（8）具有最强的活性（IC(50) = 1.3 μM）。笼状氧杂蒽酮对HT - 29细胞具有细胞毒性，已知化合物桑橙酸（10）活性最强（ED(50) = 0.36 μM）。然而，在体内中空纤维试验中进行测试时，在最高测试剂量（20 mg/kg）下它没有活性。
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