Preparation, characterization and antimicrobial assessment of selected ciprofloxacin salts
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 (P...
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| Format: | Article |
| Language: | English |
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Sciendo
2021-09-01
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| Series: | Acta Pharmaceutica |
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| Online Access: | https://doi.org/10.2478/acph-2021-0028 |
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| author | Hamdan Imad I. El-Sabawi Dina Darwish Rula Dahabiyeh Lina A. |
| author_facet | Hamdan Imad I. El-Sabawi Dina Darwish Rula Dahabiyeh Lina A. |
| author_sort | Hamdan Imad I. |
| collection | DOAJ |
| description | 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 CPHCl against both strains. The most active compounds against S. epidermidis and S. aureus were CP-PASA and CPPCMA, 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 (log P = 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. |
| format | Article |
| id | doaj-art-b9dc486e5d2f4048b04a8750672f565b |
| institution | Kabale University |
| issn | 1846-9558 |
| language | English |
| publishDate | 2021-09-01 |
| publisher | Sciendo |
| record_format | Article |
| series | Acta Pharmaceutica |
| spelling | doaj-art-b9dc486e5d2f4048b04a8750672f565b2025-02-02T10:03:15ZengSciendoActa Pharmaceutica1846-95582021-09-0171336538210.2478/acph-2021-0028acph-2021-0028Preparation, characterization and antimicrobial assessment of selected ciprofloxacin saltsHamdan Imad I.0El-Sabawi Dina1Darwish Rula2Dahabiyeh Lina A.3Department of Pharmaceutical Sciences School of Pharmacy, University of JordanAmman11942, JordanDepartment of Pharmaceutics and Pharmaceutical Technology, School of Pharmacy, University of Jordan, Amman11942, JordanDepartment of Pharmaceutics and Pharmaceutical Technology, School of Pharmacy, University of Jordan, Amman11942, JordanDepartment of Pharmaceutical Sciences School of Pharmacy, University of JordanAmman11942, JordanThe 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 CPHCl against both strains. The most active compounds against S. epidermidis and S. aureus were CP-PASA and CPPCMA, 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 (log P = 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.https://doi.org/10.2478/acph-2021-0028ciprofloxacinsaltspartition coefficientstaphylococcus aureusstaphylococcus epidermidis |
| spellingShingle | Hamdan Imad I. El-Sabawi Dina Darwish Rula Dahabiyeh Lina A. Preparation, characterization and antimicrobial assessment of selected ciprofloxacin salts Acta Pharmaceutica ciprofloxacin salts partition coefficient staphylococcus aureus staphylococcus epidermidis |
| title | Preparation, characterization and antimicrobial assessment of selected ciprofloxacin salts |
| title_full | Preparation, characterization and antimicrobial assessment of selected ciprofloxacin salts |
| title_fullStr | Preparation, characterization and antimicrobial assessment of selected ciprofloxacin salts |
| title_full_unstemmed | Preparation, characterization and antimicrobial assessment of selected ciprofloxacin salts |
| title_short | Preparation, characterization and antimicrobial assessment of selected ciprofloxacin salts |
| title_sort | preparation characterization and antimicrobial assessment of selected ciprofloxacin salts |
| topic | ciprofloxacin salts partition coefficient staphylococcus aureus staphylococcus epidermidis |
| url | https://doi.org/10.2478/acph-2021-0028 |
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