Markatou Eleni, Gionis Vassilis, Chryssikos Georgios D, Hatziantoniou Sophia, Georgopoulos Aristidis, Demetzos Costas
School of Pharmacy Department of Pharmaceutical Technology, Panepistimiopolis Zografou 15771, University of Athens, Athens, Greece.
Int J Pharm. 2007 Jul 18;339(1-2):231-6. doi: 10.1016/j.ijpharm.2007.02.037. Epub 2007 Mar 12.
Dimethoxycurcumin, a lipophilic analog of curcumin found as a major pigment in the Indian species turmeric (Curcuma longa Linn.), is known to possess significant activity against various cancer cell lines, but its use as an anticancer drug is hindered by its poor water solubility. The conjugation of dimethoxycurcumin to water-soluble PAMAM dendrimers (generations 3.5 and 4) is demonstrated. The maximum drug-dendrimer incorporation efficiency is 4.3 and 5.0 molar for G3.5 and G4, respectively. The FTIR-ATR investigation of the neat compounds and the drug-dendrimer systems indicate that dimethoxycurcumin is in the enolic form, while its interaction with the integer generation dendrimer involves the major conformational change of the terminal ethylene amine groups.
二甲氧基姜黄素是姜黄素的一种亲脂性类似物,是印度植物姜黄(Curcuma longa Linn.)中的主要色素,已知其对多种癌细胞系具有显著活性,但其作为抗癌药物的应用因水溶性差而受到阻碍。本文展示了二甲氧基姜黄素与水溶性聚酰胺 - 胺(PAMAM)树枝状大分子(3.5代和4代)的共轭。对于G3.5和G4,最大药物 - 树枝状大分子掺入效率分别为4.3和5.0摩尔。对纯化合物和药物 - 树枝状大分子体系的傅里叶变换红外衰减全反射(FTIR - ATR)研究表明,二甲氧基姜黄素呈烯醇式,而其与整数代树枝状大分子的相互作用涉及末端乙二胺基团的主要构象变化。