期刊
JOURNAL OF INCLUSION PHENOMENA AND MACROCYCLIC CHEMISTRY
卷 96, 期 1-2, 页码 145-154出版社
SPRINGER
DOI: 10.1007/s10847-019-00960-4
关键词
Cancer; Oxaliplatin; Host-guest; Drug delivery; Macrocycle; Calixarene
This study examined the ability of the para-sulfonatocalix[8]arene (sCX[8]) macrocycle to encapsulate [Pt(H2O)(2)(R,R-dach)](2+), the active aquated component of oxaliplatin. Both the free 1R,2R-diaminocyclohexane (dach) ligand and [Pt(H2O)(2)(R,R-dach)](2+) formed host-guest complexes with sCX[8], as indicated by H-1 nuclear magnetic resonance (NMR) spectroscopy and molecular modelling. This interaction uniquely occurred in a 1:2 host-guest stoichiometric ratio, such that one platinum molecule was bound at each of the two sCX[8] pseudo-cavities. The H-1 NMR data showed this binding to be predominantly stabilised by hydrophobic effects, hydrogen bonds and electrostatic interactions, the latter of which were evidenced by the lack of host-guest complex formation for the uncharged [PtCl2(R,R-dach)] derivative. Contrastingly, molecular modelling results indicated that host-guest complex formation was predominantly due to hydrogen bonds and electrostatic interactions at the surface of the macrocycle, such that the dach groups of [Pt(H2O)(2)(R,R-dach)](2+) were projecting away from, and not bound through hydrophobic effects with, the pseudo-cavities of sCX[8]. Guanosine 5 '-monophosphate binding studies demonstrated that complexation with the macrocycle did not affect the ability of [Pt(H2O)(2)(R,R-dach)](2+) to interact with its target, but rather, it was capable of doing so while still bound to sCX[8]. In total, these findings point to the potential role of sCX[8] as a delivery vehicle for other charged platinum complexes.
作者
我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。
推荐
暂无数据