Key Laboratory for the Chemistry and Molecular Engineering of Medicinal Resources (Ministry of Education), School of Chemistry & Chemical Engineering of Guangxi Normal University, Guilin, 541004, P. R. China.
Dalton Trans. 2009 Dec 28(48):10824-33. doi: 10.1039/b910133k. Epub 2009 Nov 16.
The anticancer traditional Chinese medicine (TCM), plumbagin (PLN), was isolated from Plumbago Zeylanica. Reaction of plumbagin with Cu(II) salt, afforded [Cu(PLN)(2)].2H(2)O (1). With 2,2'-bipyridine (bipy) as a co-ligand, PLN reacts with Cu(II) to give Cu(PLN)(bipy)(H(2)O)(NO(3))(2).4H(2)O (2). 1 and 2 were characterized by elemental analysis, IR, ESI-MS spectra. Their crystal structures were determined by single crystal X-ray diffraction methods. The in vitro cytotoxicity of PLN, 1 and 2 against seven human tumour cell lines was assayed. The metal-based compounds exhibit enhanced cytotoxicity vs. that of free PLN, suggesting that these compounds display synergy in the combination of metal ions with PLN. The binding properties of PLN, 1 and 2 to DNA were investigated through UV-vis, fluorescence, CD spectra, and gel mobility shift assay, which indicated that 1 and 2 were non-covalent binding and mainly intercalated the neighboring base pairs of DNA. PLN, 1 and 2 exhibit inhibition activity to topoisomerase I (TOPO I), but 1 and 2 were more effective than PLN.
抗癌中药（TCM）白花丹醌（PLN）从白花丹中分离得到。PLN 与 Cu(II)盐反应，得到[Cu(PLN)(2)]·2H 2 O（1）。与 2,2'-联吡啶（bipy）作为共配体，PLN 与 Cu(II)反应生成[Cu(PLN)(bipy)(H 2 O)]（2）（NO 3 ）（2）·4H 2 O（2）。通过元素分析、IR、ESI-MS 光谱对 1 和 2 进行了表征。通过单晶 X 射线衍射方法确定了它们的晶体结构。测定了 PLN、1 和 2 对七种人肿瘤细胞系的体外细胞毒性。与游离 PLN 相比，金属基化合物表现出增强的细胞毒性，表明这些化合物在金属离子与 PLN 的结合中显示出协同作用。通过紫外可见光谱、荧光光谱、CD 光谱和凝胶迁移阻滞实验研究了 PLN、1 和 2 与 DNA 的结合特性，表明 1 和 2 是非共价结合的，主要嵌入 DNA 的相邻碱基对。PLN、1 和 2 对拓扑异构酶 I（TOPO I）具有抑制活性，但 1 和 2 比 PLN 更有效。
