Enoxacin (EX), a third-generation fluoroquinolone, demonstrates broadspectrum antibacterial activities and is widely applied for the treatment of various bacterial infections. However, it is challenging to improve its antibacterial activity and drug resistance effects based on solubility changes owing to EX being categorized as a class II drug in the Biopharmaceutics Classification System (BCS). Based on improving the solubility of enoxacin (EX) to enhance the antibacterial activity in vitro, pharmaceutical cocrystals of EX with heptanedioic acid have been designed, synthesized and characterized. Comprehensive analysis structure and Hirshfeld surface reveal that the hydrogen bonds formed by the N atom in the piperazine ring from EX molecule with the carboxylic acid group in the coformer could form a stable crystal structure. In summary, this study provides new insights to solid form of EX.
Cite this paper
Huang, L. (2023). Cocrystals of Enoxacin with Heptanedioic Acid: Preparation and Characterization. Open Access Library Journal, 10, e806. doi: http://dx.doi.org/10.4236/oalib.1110806.
Spurlock, C.H. (1986) Increasing Solubility of Enoxacin and Norfloxacin by Means of Salt Formation. PDA Journal of Pharmaceutical Science and Technology, 40, 70-72.
Bedard, J. and BryanL. E. (1989) Interaction of the Fluoroquinolone Antimicrobial Agents Ciprofloxacin and Enoxacin with Liposomes, Antimicrob. Antimicrobial Agents and Chemotherapy, 33, 1379-1382. https://doi.org/10.1128/AAC.33.8.1379
Spackman, P.R., Turner, M.J., McKinnon, J.J., Wolff, S.K., Grimwood, D.J., Jayatilaka, D. and Spackman, M.A. (2021) Crystal Explorer: A Program for Hirshfeld Surface Analysis, Visualization and Quantitative Analysis of Molecular Crystals. Journal of Applied Crystallography, 54, 1006-1011.
https://doi.org/10.1107/S1600576721002910