乙胺嘧啶与2-羟丙基-β-环糊精的包合物：表征、相溶解度及分子模拟
Inclusion complexes of pyrimethamine in 2-hydroxypropyl-beta-cyclodextrin: characterization, phase solubility and molecular modelling.
作者信息
de Araújo Márcia Valéria Gaspar, Vieira Elze Kelly Barbosa, Lázaro Gilderman Silva, de Souza Conegero Leila, Ferreira Odair Pastor, Almeida Lui S Eduardo, Barreto Ledjane Silva, da Costa Nivan Bezerra, Gimenez Iara F
机构信息
Departamento de Química, Universidade Federal de Sergipe (UFS), Av Marechal Rondon s/n, Campus Universitário Prof. José Aloísio de Campos, CEP 491000-000, São Cristóvão, SE, Brazil.
出版信息
Bioorg Med Chem. 2007 Sep 1;15(17):5752-9. doi: 10.1016/j.bmc.2007.06.013. Epub 2007 Jun 12.
The inclusion complexation of pyrimethamine in 2-hydroxypropyl-beta-cyclodextrin has been investigated by 2D (1)H NMR, FTIR and UV/visible spectroscopy and also by molecular modelling methods (AM1, PM3, MM3). From the phase-solubility diagram a linear increase was observed in pyrimethamine aqueous solubility in the presence of 2-hydroxypropyl-beta-cyclodextrin, evidencing the formation of a soluble inclusion complex. According to the continuous variation method (Job's plot) applied to fluorescence measurements, a 1:1 stoichiometry has been proposed for the complex. Concerning the structure of the complex, a Cl-in orientation of pyrimethamine in the 2-hydroxypropyl-beta-cyclodextrin cavity has been proposed from the theoretical calculations, being confirmed by two-dimensional (1)H NMR spectroscopy (ROESY). The thermal behaviour has also been studied, providing complementary evidences of complex formation.
已通过二维（1）H NMR、FTIR和UV/可见光谱以及分子建模方法（AM1、PM3、MM3）研究了乙胺嘧啶在2-羟丙基-β-环糊精中的包合络合作用。从相溶解度图可以看出，在2-羟丙基-β-环糊精存在下，乙胺嘧啶的水溶性呈线性增加，这证明形成了可溶性包合络合物。根据用于荧光测量的连续变化法（Job曲线），提出该络合物的化学计量比为1:1。关于络合物的结构，理论计算提出乙胺嘧啶在2-羟丙基-β-环糊精腔内的Cl-in取向，并通过二维（1）H NMR光谱（ROESY）得到证实。还研究了热行为，为络合物的形成提供了补充证据。
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