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左氧氟沙星-柠檬酸新有机盐:对稳定性和抗菌效力有何影响?

New Organic Salt from Levofloxacin-Citric Acid: What Is the Impact on the Stability and Antibiotic Potency?

机构信息

School of Pharmacy, Bandung Institute of Technology, Bandung 40132, Indonesia.

Department of Chemistry, School of Science, Tokyo Institute of Technology, Tokyo 152-8551, Japan.

出版信息

Molecules. 2022 Mar 27;27(7):2166. doi: 10.3390/molecules27072166.

Abstract

This research dealt with the composition, structure determination, stability, and antibiotic potency of a novel organic salt composed of levofloxacin (LF) and citric acid (CA), named levofloxacin-citrate (LC). After a stoichiometric proportion screening, the antibiotic-antioxidant reaction was conducted by slow and fast evaporation methods. A series of characterizations using thermal analysis, powder X-ray diffractometry, vibrational spectroscopy, and nuclear magnetic resonance confirmed LC formation. The new organic salt showed a distinct thermogram and diffractogram. Next, Fourier transform infrared indicated the change in -methylamine and carboxylic stretching, confirmed by H nuclear magnetic resonance spectra to elucidate the 2D structure. Finally, single-crystal diffractometry determined LC as a new salt structure three-dimensionally. The attributive improvements were demonstrated on the stability toward the humidity and lighting of LC compared to LF alone. Moreover, the antibiotic potency of LF against (Gram-positive) and (Gram-negative) enhanced ~1.5-2-fold by LC. Hereafter, LC is a potential salt antibiotic-antioxidant combination for dosage formulas development.

摘要

本研究涉及一种由左氧氟沙星(LF)和柠檬酸(CA)组成的新型有机盐左氧氟沙星柠檬酸盐(LC)的组成、结构确定、稳定性和抗生素效力。经过化学计量比例筛选,采用缓慢和快速蒸发法进行抗生素-抗氧化剂反应。一系列使用热分析、粉末 X 射线衍射、振动光谱和核磁共振的特征分析证实了 LC 的形成。新的有机盐表现出明显的热图谱和衍射图谱。接下来,傅里叶变换红外光谱表明 -甲基胺和羧酸伸缩的变化,通过 H 核磁共振谱证实,阐明了二维结构。最后,单晶衍射法确定 LC 是一种新的三维盐结构。与单独的 LF 相比,LC 在湿度和光照下的稳定性得到了显著改善。此外,LC 使 LF 对 (革兰氏阳性)和 (革兰氏阴性)的抗生素效力提高了约 1.5-2 倍。因此,LC 是一种有潜力的盐类抗生素-抗氧化剂组合,可用于开发剂量配方。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3fd1/9000237/7cbb5a1fe492/molecules-27-02166-g001.jpg

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