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Synthesis, Biocidal and Antibiofilm Activities of New Isatin–Quinoline Conjugates against Multidrug-Resistant Bacterial Pathogens along with Their In Silico Screening
Isatin–quinoline conjugates 10a–f and 11a–f were assembled by the reaction of N-(bromobutyl) isatin derivatives 3a, b with aminoquinolines 6a–c and their corresponding hydrazinyl 9a–c in good yields. The structures of the resulting conjugates were established by spectroscopic tools and showed data c...
Autores principales: | , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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MDPI
2022
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9686684/ https://www.ncbi.nlm.nih.gov/pubmed/36358162 http://dx.doi.org/10.3390/antibiotics11111507 |
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author | Elmongy, Elshaymaa I. Ahmed, Abdullah A. S. El Sayed, Ibrahim El Tantawy Fathy, Ghady Awad, Hanem M. Salman, Ayah Usama Hamed, Mohamed A. |
author_facet | Elmongy, Elshaymaa I. Ahmed, Abdullah A. S. El Sayed, Ibrahim El Tantawy Fathy, Ghady Awad, Hanem M. Salman, Ayah Usama Hamed, Mohamed A. |
author_sort | Elmongy, Elshaymaa I. |
collection | PubMed |
description | Isatin–quinoline conjugates 10a–f and 11a–f were assembled by the reaction of N-(bromobutyl) isatin derivatives 3a, b with aminoquinolines 6a–c and their corresponding hydrazinyl 9a–c in good yields. The structures of the resulting conjugates were established by spectroscopic tools and showed data consistent with the proposed structures. In vitro antibacterial activity against different bacterial strains was evaluated. All tested conjugates showed significant biocidal activity with lower MIC than the first line drugs chloramphenicol and ampicillin. Conjugates 10a, 10b and 10f displayed the most potent activity against all clinical isolates. The antibiofilm activity for all tested conjugates was screened against the reference drug vancomycin using the MRSA strain. The results revealed that all conjugates had an inhibitory activity against biofilm formation and conjugate. Conjugate 11a showed 83.60% inhibition at 10 mg/mL. In addition, TEM studies were used to prove the mechanism of antibacterial action of conjugates 10a and 11a against (MRSA). Modeling procedures were performed on 10a–f and 11a–f and interestingly the results were nearly consistent with the biological activities. In addition, in silico pharmacokinetic evaluation was performed and revealed that the synthesized compounds 10a–f and 11a–f were considered drug-like molecules with promising bioavailability and high GI absorption. The results confirmed that the title compounds caused the disruption of bacterial cell membranes and could be used as potential leads for the further development and optimization of antibacterial agents. |
format | Online Article Text |
id | pubmed-9686684 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-96866842022-11-25 Synthesis, Biocidal and Antibiofilm Activities of New Isatin–Quinoline Conjugates against Multidrug-Resistant Bacterial Pathogens along with Their In Silico Screening Elmongy, Elshaymaa I. Ahmed, Abdullah A. S. El Sayed, Ibrahim El Tantawy Fathy, Ghady Awad, Hanem M. Salman, Ayah Usama Hamed, Mohamed A. Antibiotics (Basel) Article Isatin–quinoline conjugates 10a–f and 11a–f were assembled by the reaction of N-(bromobutyl) isatin derivatives 3a, b with aminoquinolines 6a–c and their corresponding hydrazinyl 9a–c in good yields. The structures of the resulting conjugates were established by spectroscopic tools and showed data consistent with the proposed structures. In vitro antibacterial activity against different bacterial strains was evaluated. All tested conjugates showed significant biocidal activity with lower MIC than the first line drugs chloramphenicol and ampicillin. Conjugates 10a, 10b and 10f displayed the most potent activity against all clinical isolates. The antibiofilm activity for all tested conjugates was screened against the reference drug vancomycin using the MRSA strain. The results revealed that all conjugates had an inhibitory activity against biofilm formation and conjugate. Conjugate 11a showed 83.60% inhibition at 10 mg/mL. In addition, TEM studies were used to prove the mechanism of antibacterial action of conjugates 10a and 11a against (MRSA). Modeling procedures were performed on 10a–f and 11a–f and interestingly the results were nearly consistent with the biological activities. In addition, in silico pharmacokinetic evaluation was performed and revealed that the synthesized compounds 10a–f and 11a–f were considered drug-like molecules with promising bioavailability and high GI absorption. The results confirmed that the title compounds caused the disruption of bacterial cell membranes and could be used as potential leads for the further development and optimization of antibacterial agents. MDPI 2022-10-28 /pmc/articles/PMC9686684/ /pubmed/36358162 http://dx.doi.org/10.3390/antibiotics11111507 Text en © 2022 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 Elmongy, Elshaymaa I. Ahmed, Abdullah A. S. El Sayed, Ibrahim El Tantawy Fathy, Ghady Awad, Hanem M. Salman, Ayah Usama Hamed, Mohamed A. Synthesis, Biocidal and Antibiofilm Activities of New Isatin–Quinoline Conjugates against Multidrug-Resistant Bacterial Pathogens along with Their In Silico Screening |
title | Synthesis, Biocidal and Antibiofilm Activities of New Isatin–Quinoline Conjugates against Multidrug-Resistant Bacterial Pathogens along with Their In Silico Screening |
title_full | Synthesis, Biocidal and Antibiofilm Activities of New Isatin–Quinoline Conjugates against Multidrug-Resistant Bacterial Pathogens along with Their In Silico Screening |
title_fullStr | Synthesis, Biocidal and Antibiofilm Activities of New Isatin–Quinoline Conjugates against Multidrug-Resistant Bacterial Pathogens along with Their In Silico Screening |
title_full_unstemmed | Synthesis, Biocidal and Antibiofilm Activities of New Isatin–Quinoline Conjugates against Multidrug-Resistant Bacterial Pathogens along with Their In Silico Screening |
title_short | Synthesis, Biocidal and Antibiofilm Activities of New Isatin–Quinoline Conjugates against Multidrug-Resistant Bacterial Pathogens along with Their In Silico Screening |
title_sort | synthesis, biocidal and antibiofilm activities of new isatin–quinoline conjugates against multidrug-resistant bacterial pathogens along with their in silico screening |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9686684/ https://www.ncbi.nlm.nih.gov/pubmed/36358162 http://dx.doi.org/10.3390/antibiotics11111507 |
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