Solvatochromism and Thermochromism of Fluconazole: An Experimental and Theoretical Study
Solvatochromism and Thermochromism of Fluconazole: An Experimental and Theoretical Study
复制标题
氟康唑的溶剂变色和热变色：实验和理论研究
DOI：
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发表时间：
2023
影响因子：
1.4
通讯作者：
Graciela Pinto Vitorino
中科院分区：
文献类型：
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作者：
Fernando Olivares;Francisco Lazcano;M. Castillo;M. Barua;J. Escalada;Graciela Pinto Vitorino
本研究旨在通过溶剂化显色理论和实验研究氟康唑（FNZ）在纯溶剂中与溶剂的相互作用。研究表明，随着溶剂极性的增加，FNZ的激发态比基态具有更高的极性和更低的能量。多参数统计分析突出了溶剂极化率，分散性和电子诱导作为溶剂参数的重要性，与溶剂的碱性和氢键受体容量具有一定的相关性。还通过暴露FNZ的三个pKa值来确定热致变色效应。总之，本研究表明FNZ二卤代苯环的π-π堆积相互作用，羟基的溶剂碱性和其中一个三唑的N4'的酸性突出，以及涉及-OH基团和两个N4'的酸碱平衡的重要性。
This research aims to study fluconazole (FNZ)-solvent interactions in pure solvents through theoretical and experimental solvatochromism. This study showed a bathochromic shift as the polarity of the solvent increases, where the excited state of FNZ is of higher polarity and lower energy than that of the ground state. The multiparametric statistical analysis highlighted solvent polarizability, dispersion, and electronic induction as solvent parameters of great importance, with the basicity of solvent and hydrogen bond acceptor capacity as having certain relevance. The thermochromic effect was also determined by exposing the three pKa values of FNZ. In conclusion, this study shows the importance of the π-π stacking interaction of the FNZ dihalogenated phenyl ring, the solvent basicity for the hydroxyl group, and its acidity for the N4’ of one of the triazoles stand out, as well as the acid-base equilibria involving the -OH group and the two N4’.