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Acta Pharmaceutica, Vol. 71 No. 3, 2021.

Original scientific paper

https://doi.org/10.2478/acph-2021-0028

Preparation, characterization and antimicrobial assessment of selected ciprofloxacin salts

IMAD I. HAMDAN ; Department of Pharmaceutical Sciences, School of Pharmacy, University of Jordan, Amman 11942, Jordan
DINA EL-SABAWI ; Department of Pharmaceutics and Pharmaceutical Technology, School of Pharmacy, University of Jordan, Amman 11942, Jordan
RULA DARWISH ; Department of Pharmaceutics and Pharmaceutical Technology, School of Pharmacy, University of Jordan, Amman 11942, Jordan
LINA A. DAHABIYEH orcid id orcid.org/0000-0002-4688-7052 ; Department of Pharmaceutical Sciences, School of Pharmacy, University of Jordan, Amman 11942, Jordan

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Abstract

The formation of salts is considered a simple strategy to modify the physicochemical properties of active pharmaceutical ingredients. In this study, seven novel binary and ternary organic salts of ciprofloxacin (CP) were prepared with benzoic acid (BA), acetylsalicylic acid (ASA), p-coumaric acid (PCMA) and p-aminosalicylic acid (PASA). They were characterized by spectroscopic techniques and differential scanning calorimetry. Solubility and partition coefficients values were also measured. Evaluation of the antimicrobial activity of the organic salts against Staphylococcus aureus and Staphylococcus epidermidis revealed that most of the new salts had higher antimicrobial activity than CP-HCl against both strains. The most active compounds against S. epidermidis and S. aureus were CP-PASA and CP-PCMA, resp., which were up to fourteen times more potent than parent CP-HCl. Our findings indicated a strong correlation between the lipophilicity of the formed salts and their antimicrobial activity and showed that an optimum value of lipophilicity (logP = 0.75) seemed to be necessary to maximize the antimicrobial activity. These findings highlighted the improved physical, thermal and antimicrobial properties of the new salts of CP that can aid in providing higher bioavailability than CP-HCl.

Keywords

ciprofloxacin; salts; partition coefficient; Staphylococcus aureus; Staphylococcus epidermidis

Hrčak ID:

243894

URI

https://hrcak.srce.hr/243894

Publication date:

30.9.2021.

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