苯单/双羧酸环丙沙星盐:晶体结构和溶解度的改善

IF 2.6 3区 化学 Q2 CHEMISTRY, MULTIDISCIPLINARY
CrystEngComm Pub Date : 2024-04-30 DOI:10.1039/D4CE00213J
Yujun Zhu, Ruoxi Liu, Leyao Wang, Chen Chen, Yupei Zhao, Wei Guo and Zhihui Zhang
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引用次数: 0

摘要

为了提高溶解度,我们合成了一系列以环丙沙星为活性药物成分(API)、以邻苯二甲酸及其异构体或取代苯羧酸为辅配体制备的新型药用盐,并对其结构进行了表征。与母体原料药相比,这些药用盐的溶解度有所提高。环丙沙星的三种苯二羧酸盐在磷酸盐缓冲液(pH=6.8)中的溶解度分别是环丙沙星的 20.5 倍、21.8 倍和 2.0 倍。特别是水杨酸环丙沙星水合物在中性(pH 值为 6.4 和 6.8 时分别为 1.45 和 1.32 毫克毫升/升)和酸性(pH 值为 1.2 时为 13.96 毫克毫升/升)环境中的溶解度都有显著提高(高达 349 倍)。计算化学被用来分析环丙沙星盐的溶解度,并阐明其溶解度增强的机制。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

Ciprofloxacin salts of benzene mono/di-carboxylate: crystal structures and the improvement of solubility†

Ciprofloxacin salts of benzene mono/di-carboxylate: crystal structures and the improvement of solubility†

Ciprofloxacin salts of benzene mono/di-carboxylate: crystal structures and the improvement of solubility†

To improve the solubility, a series of novel pharmaceutical salts prepared by ciprofloxacin as the active pharmaceutical ingredient (API) and phthalic acid and its isomers or substituted benzene carboxylic acids as the coformers were synthesized and structurally characterized. The solubility of these pharmaceutical salts is enhanced compared to the parent APIs. The solubility values of three benzene dicarboxylates of ciprofloxacin in phosphate buffer (pH = 6.8) are 20.5 times, 21.8 times, and 2.0 times that of ciprofloxacin, respectively. In particular, the solubility of ciprofloxacin salicylate hydrate has been dramatically improved (up to 349 times) in both neutral (1.45 and 1.32 mg mL−1 at pH 6.4 and 6.8, respectively) and acidic (13.96 mg mL−1 at pH 1.2) environments. Computational chemistry was employed to analyze the solubility of ciprofloxacin salts and elucidate the mechanisms underlying their enhanced solubility.

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来源期刊
CrystEngComm
CrystEngComm 化学-化学综合
CiteScore
5.50
自引率
9.70%
发文量
747
审稿时长
1.7 months
期刊介绍: Design and understanding of solid-state and crystalline materials
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