Diaz Fredyc, Chai Hee-Byung, Mi Qiuwen, Su Bao-Ning, Vigo Jose Schunke, Graham James G, Cabieses Fernando, Farnsworth Norman R, Cordell Geoffrey A, Pezzuto John M, Swanson Steven M, Kinghorn A Douglas
Program for Collaborative Research in the Pharmaceutical Sciences and Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago, Chicago, Illinois 60612, USA.
J Nat Prod. 2004 Mar;67(3):352-6. doi: 10.1021/np030479j.
Cytotoxicity-based, bioassay-guided fractionation of the chloroform-soluble extracts of both the roots and leaves of Picramnia latifolia led to the isolation of two new anthrone C-glycosides, picramniosides G (1) and H (2), two new oxanthrone C-glycosides, mayosides D (3) and E (4), and a new benzanthrone natural product, 6,8-dihydroxy-10-methyl-7H-benz[de]anthracen-7-one (5), together with 10 known compounds, 6,8-dihydroxy-4-methyl-7H-benz[de]anthracen-7-one (6), nataloe-emodin (7), chrysophanein, chrysophanol, 1,5-dihydroxy-7-methoxy-3-methylanthraquinone, pulmatin, 7-hydroxycoumarin, 7-hydroxy-6-methoxycoumarin, beta-sitosterol, and beta-sitosterol glucoside. The structures of 1-5 were established by spectroscopic methods, including 1D and 2D NMR, HRMS, and CD data interpretation. The cytotoxic activity of all isolates was evaluated in a small panel of human cancer cell lines. Compound 7 exhibited significant in vitro cytotoxic activity in the tested cell lines, but no significant activity was observed with an in vivo hollow fiber model at doses of 6.25, 12.5, 25, and 50 mg/kg/injection.
基于细胞毒性，对阔叶苦树（Picramnia latifolia）根和叶的氯仿可溶提取物进行生物测定导向的分级分离，得到了两种新的蒽酮碳苷，苦树苷G（1）和H（2），两种新的氧杂蒽酮碳苷，马约苷D（3）和E（4），以及一种新的苯并蒽酮天然产物，6,8-二羟基-10-甲基-7H-苯并[de]蒽-7-酮（5），还有10种已知化合物，6,8-二羟基-4-甲基-7H-苯并[de]蒽-7-酮（6）、纳他芦大黄素（7）、金丝桃素、大黄酚、1,5-二羟基-7-甲氧基-3-甲基蒽醌、普尔马汀、7-羟基香豆素、7-羟基-6-甲氧基香豆素、β-谷甾醇和β-谷甾醇葡萄糖苷。通过光谱方法，包括一维和二维核磁共振、高分辨质谱和圆二色光谱数据解析，确定了化合物1-5的结构。对所有分离物的细胞毒性活性在一小批人癌细胞系中进行了评估。化合物7在测试的细胞系中表现出显著的体外细胞毒性活性，但在体内中空纤维模型中，在6.25、12.5、25和50mg/kg/注射剂量下未观察到显著活性。
