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

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 N-methylamine and carboxylic stretching, confirmed by 1H 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 Staphylococcus aureus (Gram-positive) and Escherichia coli (Gram-negative) enhanced ~1.5-2-fold by LC. Hereafter, LC is a potential salt antibiotic-antioxidant combination for dosage formulas development.

Keywords: antibiotic potency; citric acid; levofloxacin; levofloxacin-citrate; organic salt; stability.

MeSH terms

  • Anti-Bacterial Agents / pharmacology
  • Antioxidants
  • Citric Acid* / chemistry
  • Levofloxacin* / chemistry
  • Levofloxacin* / pharmacology
  • Spectroscopy, Fourier Transform Infrared

Substances

  • Anti-Bacterial Agents
  • Antioxidants
  • Citric Acid
  • Levofloxacin