Molecular dynamics simulation, thermodynamic parameters and solute–solvent molecular interactions of cilostazol (form A) dissolution in (ethylene glycol / ethanol + water) mixtures

IF 2.2 3区工程技术 Q3 CHEMISTRY, PHYSICAL

Journal of Chemical Thermodynamics Pub Date : 2024-01-07 DOI:10.1016/j.jct.2024.107249

Guanghua Xia , Zhengyang Luo , Yong Yang , Li Chen , Rongrong Li , Cunbin Du , Yang Yu

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Abstract

This research work reports the cilostazol (form A) dissolution in (ethylene glycol / ethanol + water) mixtures. The co-solvency phenomenon only occurs in mixture of ethanol + water, the maximum solubility in mole fraction is 3.034 × 10^-3 at the composition of 0.85. It was found that the solvation performance of cilostazol in two mixtures mainly depend on the ability of forming hydrogen bond (H-bond) of the solutions and van der Waals interaction. According to the preferential solvation results, it is conjecturable that cilostazol molecules are preferentially solvated by water in water-rich regions. With the increase of alcohol concentration, the destruction of water molecular ordered structure by alcohol through hydrogen bond, and solute molecules are preferentially solvated by ethanol and EG. Nonetheless, when 0.86 < x₁ < 1 in mixture of ethanol + water, solute molecules are preferentially solvated by water again. The calculation of radial distribution function (RDF) between the atoms of H and O for ethanol and the atoms of N and H for solute is to achieve the interaction of the solute and solvents. The correlation fitting was performed for the solubility data through Jouyban Acree model and its derivative models, and the statistical analysis showed that the Apelblat-Jouyban Acree model is more suitable to present the solubility correlation. Meanwhile, the values of apparent molar standard dissolution enthalpy ( $Δ H_{sol}^{o}$ ) and apparent molar standard dissolution entropy ( $Δ S_{sol}^{o}$ ) are positive in each solvents, which reveals that the dissolution process of cilostazol form A is endothermic and entropy favorable within the given temperature range.

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乙二醇/乙醇+水）混合物中西洛他唑（A 型）溶解的分子动力学模拟、热力学参数和溶质-溶剂分子相互作用

这项研究报告了西洛他唑（A 型）在（乙二醇/乙醇+水）混合物中的溶解情况。只有在乙醇+水的混合物中才会出现共溶现象，在成分为 0.85 时，最大溶解度为 3.034 × 10-3。研究发现，西洛他唑在两种混合物中的溶解性能主要取决于溶液形成氢键（H-bond）和范德华相互作用的能力。根据优先溶解的结果，可以推测西洛他唑分子在富水区域优先被水溶解。随着酒精浓度的增加，酒精通过氢键破坏了水分子的有序结构，溶质分子优先被乙醇和 EG 溶解。然而，当乙醇和水的混合浓度为 0.86 < x1 < 1 时，溶质分子又优先被水溶解。通过计算乙醇中 H 原子和 O 原子与溶质中 N 原子和 H 原子的径向分布函数（RDF），可以了解溶质与溶剂之间的相互作用。通过 Jouyban Acree 模型及其导数模型对溶解度数据进行了相关拟合，统计分析结果表明 Apelblat-Jouyban Acree 模型更适合呈现溶解度相关性。同时，表观摩尔标准溶解焓（ΔHsolo）和表观摩尔标准溶解熵（ΔSsolo）在各种溶剂中的值均为正值，这表明在给定的温度范围内，西洛他唑 A 型的溶解过程是内热和熵有利的。

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来源期刊

Journal of Chemical Thermodynamics 工程技术-热力学

CiteScore

5.60

自引率

15.40%

发文量

199

审稿时长

79 days

期刊介绍： The Journal of Chemical Thermodynamics exists primarily for dissemination of significant new knowledge in experimental equilibrium thermodynamics and transport properties of chemical systems. The defining attributes of The Journal are the quality and relevance of the papers published. The Journal publishes work relating to gases, liquids, solids, polymers, mixtures, solutions and interfaces. Studies on systems with variability, such as biological or bio-based materials, gas hydrates, among others, will also be considered provided these are well characterized and reproducible where possible. Experimental methods should be described in sufficient detail to allow critical assessment of the accuracy claimed. Authors are encouraged to provide physical or chemical interpretations of the results. Articles can contain modelling sections providing representations of data or molecular insights into the properties or transformations studied. Theoretical papers on chemical thermodynamics using molecular theory or modelling are also considered. The Journal welcomes review articles in the field of chemical thermodynamics but prospective authors should first consult one of the Editors concerning the suitability of the proposed review. Contributions of a routine nature or reporting on uncharacterised materials are not accepted.