Anti-uropathogenic activity, drug likeness, physicochemical and molecular docking assessment of (E-)-N′-(substituted-benzylidene)-2-(quinolin-8-yloxy) acetohydrazide
Objective: To deal with the anti-uropathogenic and in silico screening of (E-)-N′-(substituted-benzylidene)-2-(quinolin-8-yloxy)acetohydrazide analogues in order to search the potential anti-uropathogenic agents. Methods: Three (E-)-N′-(substituted-benzylidene)-2-(quinolin-8-yloxy)acetohydrazide ana...
Published in: | Asian Pacific Journal of Tropical Biomedicine |
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Wolters Kluwer Medknow Publications
2015
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ftdoajarticles:oai:doaj.org/article:c8588d7be8d54595b9212f2fc16cd327 2023-05-15T15:16:53+02:00 Anti-uropathogenic activity, drug likeness, physicochemical and molecular docking assessment of (E-)-N′-(substituted-benzylidene)-2-(quinolin-8-yloxy) acetohydrazide Essa Ajmi Alodeani Mohammad Arshad Mohammad Asrar Izhari 2015-08-01T00:00:00Z https://doi.org/10.1016/j.apjtb.2015.04.010 https://doaj.org/article/c8588d7be8d54595b9212f2fc16cd327 EN eng Wolters Kluwer Medknow Publications http://www.sciencedirect.com/science/article/pii/S2221169115001057 https://doaj.org/toc/2221-1691 2221-1691 doi:10.1016/j.apjtb.2015.04.010 https://doaj.org/article/c8588d7be8d54595b9212f2fc16cd327 Asian Pacific Journal of Tropical Biomedicine, Vol 5, Iss 8, Pp 676-683 (2015) Anti-uropathogenic Bioactivity score Physicochemical properties synthesis Molecular docking studies Arctic medicine. Tropical medicine RC955-962 Biology (General) QH301-705.5 article 2015 ftdoajarticles https://doi.org/10.1016/j.apjtb.2015.04.010 2022-12-31T13:33:29Z Objective: To deal with the anti-uropathogenic and in silico screening of (E-)-N′-(substituted-benzylidene)-2-(quinolin-8-yloxy)acetohydrazide analogues in order to search the potential anti-uropathogenic agents. Methods: Three (E-)-N′-(substituted-benzylidene)-2-(quinolin-8-yloxy)acetohydrazide analogues were synthesized. Structure elucidation was done using various spectroscopic techniques including infrared radiation, 1hydrogen-nuclear magnetic resonance, carbon-13 nuclear magnetic resonance, etc. Physicochemical score, bioactivity score and molecular docking studies were carried out using Lipinski's rule of five, Molinspiration (web based software), Autodock 4.2 tools. In vitro anti-uropathogenic activity was carried out against four pathogens named as Staphylococcus aureus (S. aureus), Staphylococcus epidermidis, Proteus mirabilis and Escherichia coli by disc diffusion method and macro-dilution test following their morphological and biochemical characterization. Results: The formation of (E-)-N′-(substituted-benzylidene)-2-(quinolin-8-yloxy)acetohydrazide is confirmed from the spectroscopic results. All the compounds were found in compliance with Lipinski's rule of five and exhibited bioactivity score from −0.50 to 0.00. Docking results revealed that compound-1 is forming one hydrogen bond with TYR 576 and two hydrogen bond with GLU 569, while compound-2 is forming one hydrogen bond with ARG 599, and compound-3 forming 0 hydrogen bond. The anti-uropathogenic evaluation exhibited that compound one exhibited better activity against S. aureus, while it was found to possess moderate to good activity against both Gram-positive bacteria and Gram-negative bacteria excluding S. aureus. Conclusions: Our study revealed that compound one exhibited better activity than the standard in case of S. aureus and moderate to good activity against rest of the pathogens. Molecular docking, physicochemical and bioactivity studies strongly supported the experimental results. From the well obtained results it was concluded that ... Article in Journal/Newspaper Arctic Directory of Open Access Journals: DOAJ Articles Arctic Asian Pacific Journal of Tropical Biomedicine 5 8 676 683 |
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Directory of Open Access Journals: DOAJ Articles |
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Anti-uropathogenic Bioactivity score Physicochemical properties synthesis Molecular docking studies Arctic medicine. Tropical medicine RC955-962 Biology (General) QH301-705.5 |
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Anti-uropathogenic Bioactivity score Physicochemical properties synthesis Molecular docking studies Arctic medicine. Tropical medicine RC955-962 Biology (General) QH301-705.5 Essa Ajmi Alodeani Mohammad Arshad Mohammad Asrar Izhari Anti-uropathogenic activity, drug likeness, physicochemical and molecular docking assessment of (E-)-N′-(substituted-benzylidene)-2-(quinolin-8-yloxy) acetohydrazide |
topic_facet |
Anti-uropathogenic Bioactivity score Physicochemical properties synthesis Molecular docking studies Arctic medicine. Tropical medicine RC955-962 Biology (General) QH301-705.5 |
description |
Objective: To deal with the anti-uropathogenic and in silico screening of (E-)-N′-(substituted-benzylidene)-2-(quinolin-8-yloxy)acetohydrazide analogues in order to search the potential anti-uropathogenic agents. Methods: Three (E-)-N′-(substituted-benzylidene)-2-(quinolin-8-yloxy)acetohydrazide analogues were synthesized. Structure elucidation was done using various spectroscopic techniques including infrared radiation, 1hydrogen-nuclear magnetic resonance, carbon-13 nuclear magnetic resonance, etc. Physicochemical score, bioactivity score and molecular docking studies were carried out using Lipinski's rule of five, Molinspiration (web based software), Autodock 4.2 tools. In vitro anti-uropathogenic activity was carried out against four pathogens named as Staphylococcus aureus (S. aureus), Staphylococcus epidermidis, Proteus mirabilis and Escherichia coli by disc diffusion method and macro-dilution test following their morphological and biochemical characterization. Results: The formation of (E-)-N′-(substituted-benzylidene)-2-(quinolin-8-yloxy)acetohydrazide is confirmed from the spectroscopic results. All the compounds were found in compliance with Lipinski's rule of five and exhibited bioactivity score from −0.50 to 0.00. Docking results revealed that compound-1 is forming one hydrogen bond with TYR 576 and two hydrogen bond with GLU 569, while compound-2 is forming one hydrogen bond with ARG 599, and compound-3 forming 0 hydrogen bond. The anti-uropathogenic evaluation exhibited that compound one exhibited better activity against S. aureus, while it was found to possess moderate to good activity against both Gram-positive bacteria and Gram-negative bacteria excluding S. aureus. Conclusions: Our study revealed that compound one exhibited better activity than the standard in case of S. aureus and moderate to good activity against rest of the pathogens. Molecular docking, physicochemical and bioactivity studies strongly supported the experimental results. From the well obtained results it was concluded that ... |
format |
Article in Journal/Newspaper |
author |
Essa Ajmi Alodeani Mohammad Arshad Mohammad Asrar Izhari |
author_facet |
Essa Ajmi Alodeani Mohammad Arshad Mohammad Asrar Izhari |
author_sort |
Essa Ajmi Alodeani |
title |
Anti-uropathogenic activity, drug likeness, physicochemical and molecular docking assessment of (E-)-N′-(substituted-benzylidene)-2-(quinolin-8-yloxy) acetohydrazide |
title_short |
Anti-uropathogenic activity, drug likeness, physicochemical and molecular docking assessment of (E-)-N′-(substituted-benzylidene)-2-(quinolin-8-yloxy) acetohydrazide |
title_full |
Anti-uropathogenic activity, drug likeness, physicochemical and molecular docking assessment of (E-)-N′-(substituted-benzylidene)-2-(quinolin-8-yloxy) acetohydrazide |
title_fullStr |
Anti-uropathogenic activity, drug likeness, physicochemical and molecular docking assessment of (E-)-N′-(substituted-benzylidene)-2-(quinolin-8-yloxy) acetohydrazide |
title_full_unstemmed |
Anti-uropathogenic activity, drug likeness, physicochemical and molecular docking assessment of (E-)-N′-(substituted-benzylidene)-2-(quinolin-8-yloxy) acetohydrazide |
title_sort |
anti-uropathogenic activity, drug likeness, physicochemical and molecular docking assessment of (e-)-n′-(substituted-benzylidene)-2-(quinolin-8-yloxy) acetohydrazide |
publisher |
Wolters Kluwer Medknow Publications |
publishDate |
2015 |
url |
https://doi.org/10.1016/j.apjtb.2015.04.010 https://doaj.org/article/c8588d7be8d54595b9212f2fc16cd327 |
geographic |
Arctic |
geographic_facet |
Arctic |
genre |
Arctic |
genre_facet |
Arctic |
op_source |
Asian Pacific Journal of Tropical Biomedicine, Vol 5, Iss 8, Pp 676-683 (2015) |
op_relation |
http://www.sciencedirect.com/science/article/pii/S2221169115001057 https://doaj.org/toc/2221-1691 2221-1691 doi:10.1016/j.apjtb.2015.04.010 https://doaj.org/article/c8588d7be8d54595b9212f2fc16cd327 |
op_doi |
https://doi.org/10.1016/j.apjtb.2015.04.010 |
container_title |
Asian Pacific Journal of Tropical Biomedicine |
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5 |
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8 |
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676 |
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683 |
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