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Synthesis, Physicochemical Characterization using a Facile Validated HPLC Quantitation Analysis Method of 4-Chloro-phenylcarbamoyl-methyl Ciprofloxacin and Its Biological Investigations
A novel derivative of ciprofloxacin (Cpx) was synthesized and characterized using various analytical techniques, including FT-IR spectroscopy, UV-Vis spectroscopy, TEM and SEM analysis, (1)H NMR, (13)C NMR, and HPLC analysis. The newly prepared Cpx derivative (Cpx-Drv) exhibited significantly enhanc...
Autores principales: | , , , , , , , , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2023
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10573198/ https://www.ncbi.nlm.nih.gov/pubmed/37834266 http://dx.doi.org/10.3390/ijms241914818 |
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author | Al-Hakkani, Mostafa F. Ahmed, Nourhan Abbas, Alaa A. Hassan, Mohammad H. A. Aziz, Hossameldin A. Elshamsy, Ali M. Khalifa, Hazim O. Abdelshakour, Mohamed A. Saddik, Mohammed S. Elsayed, Mahmoud M. A. Sabet, Marwa A. El-Mokhtar, Mohamed A. Alsehli, Mosa Amin, M. S. Abu-Dief, Ahmed M. Mohammed, Hamada H. H. |
author_facet | Al-Hakkani, Mostafa F. Ahmed, Nourhan Abbas, Alaa A. Hassan, Mohammad H. A. Aziz, Hossameldin A. Elshamsy, Ali M. Khalifa, Hazim O. Abdelshakour, Mohamed A. Saddik, Mohammed S. Elsayed, Mahmoud M. A. Sabet, Marwa A. El-Mokhtar, Mohamed A. Alsehli, Mosa Amin, M. S. Abu-Dief, Ahmed M. Mohammed, Hamada H. H. |
author_sort | Al-Hakkani, Mostafa F. |
collection | PubMed |
description | A novel derivative of ciprofloxacin (Cpx) was synthesized and characterized using various analytical techniques, including FT-IR spectroscopy, UV-Vis spectroscopy, TEM and SEM analysis, (1)H NMR, (13)C NMR, and HPLC analysis. The newly prepared Cpx derivative (Cpx-Drv) exhibited significantly enhanced antibacterial properties compared to Cpx itself. In particular, Cpx-Drv demonstrated a 51% increase in antibacterial activity against S. aureus and a 30% improvement against B. subtilis. It displayed potent inhibitory effects on topoisomerases II (DNA gyrase and topoisomerase IV) as potential molecular targets, with IC50 values of 6.754 and 1.913 µg/mL, respectively, in contrast to Cpx, which had IC50 values of 2.125 and 0.821 µg/mL, respectively. Docking studies further supported these findings, showing that Cpx-Drv exhibited stronger binding interactions with the gyrase enzyme (PDB ID: 2XCT) compared to the parent Cpx, with binding affinities of −10.3349 and −7.7506 kcal/mole, respectively. |
format | Online Article Text |
id | pubmed-10573198 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2023 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-105731982023-10-14 Synthesis, Physicochemical Characterization using a Facile Validated HPLC Quantitation Analysis Method of 4-Chloro-phenylcarbamoyl-methyl Ciprofloxacin and Its Biological Investigations Al-Hakkani, Mostafa F. Ahmed, Nourhan Abbas, Alaa A. Hassan, Mohammad H. A. Aziz, Hossameldin A. Elshamsy, Ali M. Khalifa, Hazim O. Abdelshakour, Mohamed A. Saddik, Mohammed S. Elsayed, Mahmoud M. A. Sabet, Marwa A. El-Mokhtar, Mohamed A. Alsehli, Mosa Amin, M. S. Abu-Dief, Ahmed M. Mohammed, Hamada H. H. Int J Mol Sci Article A novel derivative of ciprofloxacin (Cpx) was synthesized and characterized using various analytical techniques, including FT-IR spectroscopy, UV-Vis spectroscopy, TEM and SEM analysis, (1)H NMR, (13)C NMR, and HPLC analysis. The newly prepared Cpx derivative (Cpx-Drv) exhibited significantly enhanced antibacterial properties compared to Cpx itself. In particular, Cpx-Drv demonstrated a 51% increase in antibacterial activity against S. aureus and a 30% improvement against B. subtilis. It displayed potent inhibitory effects on topoisomerases II (DNA gyrase and topoisomerase IV) as potential molecular targets, with IC50 values of 6.754 and 1.913 µg/mL, respectively, in contrast to Cpx, which had IC50 values of 2.125 and 0.821 µg/mL, respectively. Docking studies further supported these findings, showing that Cpx-Drv exhibited stronger binding interactions with the gyrase enzyme (PDB ID: 2XCT) compared to the parent Cpx, with binding affinities of −10.3349 and −7.7506 kcal/mole, respectively. MDPI 2023-10-01 /pmc/articles/PMC10573198/ /pubmed/37834266 http://dx.doi.org/10.3390/ijms241914818 Text en © 2023 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Article Al-Hakkani, Mostafa F. Ahmed, Nourhan Abbas, Alaa A. Hassan, Mohammad H. A. Aziz, Hossameldin A. Elshamsy, Ali M. Khalifa, Hazim O. Abdelshakour, Mohamed A. Saddik, Mohammed S. Elsayed, Mahmoud M. A. Sabet, Marwa A. El-Mokhtar, Mohamed A. Alsehli, Mosa Amin, M. S. Abu-Dief, Ahmed M. Mohammed, Hamada H. H. Synthesis, Physicochemical Characterization using a Facile Validated HPLC Quantitation Analysis Method of 4-Chloro-phenylcarbamoyl-methyl Ciprofloxacin and Its Biological Investigations |
title | Synthesis, Physicochemical Characterization using a Facile Validated HPLC Quantitation Analysis Method of 4-Chloro-phenylcarbamoyl-methyl Ciprofloxacin and Its Biological Investigations |
title_full | Synthesis, Physicochemical Characterization using a Facile Validated HPLC Quantitation Analysis Method of 4-Chloro-phenylcarbamoyl-methyl Ciprofloxacin and Its Biological Investigations |
title_fullStr | Synthesis, Physicochemical Characterization using a Facile Validated HPLC Quantitation Analysis Method of 4-Chloro-phenylcarbamoyl-methyl Ciprofloxacin and Its Biological Investigations |
title_full_unstemmed | Synthesis, Physicochemical Characterization using a Facile Validated HPLC Quantitation Analysis Method of 4-Chloro-phenylcarbamoyl-methyl Ciprofloxacin and Its Biological Investigations |
title_short | Synthesis, Physicochemical Characterization using a Facile Validated HPLC Quantitation Analysis Method of 4-Chloro-phenylcarbamoyl-methyl Ciprofloxacin and Its Biological Investigations |
title_sort | synthesis, physicochemical characterization using a facile validated hplc quantitation analysis method of 4-chloro-phenylcarbamoyl-methyl ciprofloxacin and its biological investigations |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10573198/ https://www.ncbi.nlm.nih.gov/pubmed/37834266 http://dx.doi.org/10.3390/ijms241914818 |
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