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首页> 外文期刊>The journal of physical chemistry, B. Condensed matter, materials, surfaces, interfaces & biophysical >Interaction of phenothiazine compounds with zwitterionic lysophosphatidylcholine micelles: Small angle x-ray scattering, electronic absorption spectroscopy, and theoretical calculations
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Interaction of phenothiazine compounds with zwitterionic lysophosphatidylcholine micelles: Small angle x-ray scattering, electronic absorption spectroscopy, and theoretical calculations

机译：吩噻嗪化合物与两性离子溶血磷脂酰胆碱胶束的相互作用：小角X射线散射，电子吸收光谱和理论计算

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In this work, small-angle X-ray scattering (SAXS) studies on the interaction of the phenothiazine cationic compounds trifluoperazine (TFP, 2-10 mM) and chlorpromazine (CPZ, 2-10 mM) with micelles of the zwitterionic surfactant L-alpha-lysophosphatidylcholine (LPC, 30 mM), at pHs 4.0 and 7.0, are reported. The SAXS results demonstrate that, upon addition of both phenothiazines, the LPC micelle of prolate ellipsoidal shape changes into a cylindrically shaped micelle, increasing its axial ratio from 1.6 +/- 0.1 ( in the absence of drug) to 2.5 +/- 0.1 (for 5 and 10 mM of phenothiazine). Such an effect is accompanied by a shrinking of the paraffinic shortest semiaxis from 22.5 +/- 0.3 to 20.0 +/- 0.5 angstrom. Besides, a significant increase in polar shell electron density from 0.39(1) to 0.45(1) e/angstrom(3) is observed, consistent with cylinder-like aggregate geometry. Moreover, an increase of the phenothiazine concentration induces the appearance of a repulsive interference function over the SAXS curve of zwitterionic micelles, which is typical of interaction between surface-charged micelles. Such a finding provides evidence that the positively charged phenothiazine molecule must be accommodated near the hydrophobic/hydrophilic inner micellar interface in such a way that a net surface charge is altered with respect to the original overall neutral zwitterionic micelle. Such phenothiazine location is favored by both electrostatic and hydrophobic contributions, giving rise to binding constant values, obtained from electronic absorption results, that are quite larger compared to their binding to another zwitterionic surfactant, 3-(N-hexadecyl-N, N-dimethylammonio) propanesulfonate (HPS) (Caetano, W., et al. J. Colloid Int. Sci. 2003, 260, 414-422). Comparisons are made by means of theoretical calculations of the surfactant headgroup dipole moments for monomers of LPC and HPS. The theoretical results show that the dipole moment in LPC is almost perpendicular to the methylene chain, while a significant contribution along the methylene chain occurs for HPS. Besides, evidence is presented for extensive delocalization of the charges in the headgroups, which could be also relevant for the binding of the drugs.
机译：在这项工作中，小角度X射线散射（SAXS）研究了吩噻嗪阳离子化合物三氟哌嗪（TFP，2-10 mM）和氯丙嗪（CPZ，2-10 mM）与两性离子表面活性剂L-的胶束之间的相互作用据报道在pH 4.0和7.0下的α-溶血磷脂酰胆碱（LPC，30mM）。 SAXS结果表明，同时加入两种吩噻嗪类药物后，长椭圆形的LPC胶束变为圆柱状的胶束，其轴向比从1.6 +/- 0.1（无药物）增加到2.5 +/- 0.1（ 5和10 mM的吩噻嗪）。这种作用伴随着石蜡族最短半轴从22.5 +/- 0.3埃收缩到20.0 +/- 0.5埃。此外，观察到极壳电子密度从0.39（1）显着增加到0.45（1）e /埃（3），与圆柱状聚集体几何形状一致。此外，吩噻嗪浓度的增加导致两性离子胶束的SAXS曲线出现排斥干扰功能，这是表面带电胶束之间相互作用的典型现象。该发现提供了证据，带正电荷的吩噻嗪分子必须以相对于原始整体中性两性离子胶束改变净表面电荷的方式容纳在疏水/亲水内部胶束界面附近。吩噻嗪的这种位置受静电和疏水作用的共同作用，产生从电子吸收结果获得的结合常数值，与它们与另一种两性离子表面活性剂3-（N-十六烷基-N，N-二甲基铵基的结合）相比，该常数更大）丙烷磺酸盐（HPS）（Caetano，W.等人，J。Colloid Int。Sci。2003，260，414-422）。通过对LPC和HPS单体的表面活性剂头基偶极矩的理论计算进行比较。理论结果表明，LPC中的偶极矩几乎垂直于亚甲基链，而HPS沿亚甲基链则有很大贡献。此外，还提供了证据表明头组中电荷发生了广泛的离域化，这也可能与药物的结合有关。

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