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Synthesis, molecular docking and biological potentials of new 2-(4-(2-chloroacetyl) piperazin-1-yl)-N-(2-(4-chlorophenyl)-4-oxoquinazolin-3(4H)-yl)acetamide derivatives

In the present study, a series of 2-(4-(2-chloroacetyl)piperazin-1-yl)-N-(2-(4-chlorophenyl)-4-oxoquinazolin-3(4H)-yl)acetamide derivatives was synthesized and its chemical structures were confirmed by physicochemical and spectral characteristics. The synthesized compounds were evaluated for their i...

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Autores principales: Mehta, Shinky, Kumar, Sanjiv, Marwaha, Rakesh Kumar, Narasimhan, Balasubramanian, Ramasamy, Kalavathy, Lim, Siong Meng, Shah, Syed Adnan Ali, Mani, Vasudevan
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Springer International Publishing 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6727350/
https://www.ncbi.nlm.nih.gov/pubmed/31517312
http://dx.doi.org/10.1186/s13065-019-0629-0
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author Mehta, Shinky
Kumar, Sanjiv
Marwaha, Rakesh Kumar
Narasimhan, Balasubramanian
Ramasamy, Kalavathy
Lim, Siong Meng
Shah, Syed Adnan Ali
Mani, Vasudevan
author_facet Mehta, Shinky
Kumar, Sanjiv
Marwaha, Rakesh Kumar
Narasimhan, Balasubramanian
Ramasamy, Kalavathy
Lim, Siong Meng
Shah, Syed Adnan Ali
Mani, Vasudevan
author_sort Mehta, Shinky
collection PubMed
description In the present study, a series of 2-(4-(2-chloroacetyl)piperazin-1-yl)-N-(2-(4-chlorophenyl)-4-oxoquinazolin-3(4H)-yl)acetamide derivatives was synthesized and its chemical structures were confirmed by physicochemical and spectral characteristics. The synthesized compounds were evaluated for their in vitro antimicrobial (tube dilution technique) and anticancer (MTT assay) activities along with molecular docking study by Schrodinger 2018-1, maestro v11.5. The antimicrobial results indicated that compounds 3, 8, 11 and 12 displayed the significant antimicrobial activity and comparable to the standards drugs (ciprofloxacin and fluconazole). The anticancer activity results indicated that compound 5 have good anticancer activity among the synthesized compounds but lower active than the standard drugs (5-fluorouracil and tomudex). Molecular docking study demonstrated that compounds 5 and 7 displayed the good docking score with better anticancer potency within the binding pocket and these compounds may be used as a lead for rational drug designing for the anticancer molecules. [Image: see text]
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spelling pubmed-67273502019-09-12 Synthesis, molecular docking and biological potentials of new 2-(4-(2-chloroacetyl) piperazin-1-yl)-N-(2-(4-chlorophenyl)-4-oxoquinazolin-3(4H)-yl)acetamide derivatives Mehta, Shinky Kumar, Sanjiv Marwaha, Rakesh Kumar Narasimhan, Balasubramanian Ramasamy, Kalavathy Lim, Siong Meng Shah, Syed Adnan Ali Mani, Vasudevan BMC Chem Research Article In the present study, a series of 2-(4-(2-chloroacetyl)piperazin-1-yl)-N-(2-(4-chlorophenyl)-4-oxoquinazolin-3(4H)-yl)acetamide derivatives was synthesized and its chemical structures were confirmed by physicochemical and spectral characteristics. The synthesized compounds were evaluated for their in vitro antimicrobial (tube dilution technique) and anticancer (MTT assay) activities along with molecular docking study by Schrodinger 2018-1, maestro v11.5. The antimicrobial results indicated that compounds 3, 8, 11 and 12 displayed the significant antimicrobial activity and comparable to the standards drugs (ciprofloxacin and fluconazole). The anticancer activity results indicated that compound 5 have good anticancer activity among the synthesized compounds but lower active than the standard drugs (5-fluorouracil and tomudex). Molecular docking study demonstrated that compounds 5 and 7 displayed the good docking score with better anticancer potency within the binding pocket and these compounds may be used as a lead for rational drug designing for the anticancer molecules. [Image: see text] Springer International Publishing 2019-09-05 /pmc/articles/PMC6727350/ /pubmed/31517312 http://dx.doi.org/10.1186/s13065-019-0629-0 Text en © The Author(s) 2019 Open AccessThis article is distributed under the terms of the Creative Commons Attribution 4.0 International License (http://creativecommons.org/licenses/by/4.0/), which permits unrestricted use, distribution, and reproduction in any medium, provided you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons license, and indicate if changes were made. The Creative Commons Public Domain Dedication waiver (http://creativecommons.org/publicdomain/zero/1.0/) applies to the data made available in this article, unless otherwise stated.
spellingShingle Research Article
Mehta, Shinky
Kumar, Sanjiv
Marwaha, Rakesh Kumar
Narasimhan, Balasubramanian
Ramasamy, Kalavathy
Lim, Siong Meng
Shah, Syed Adnan Ali
Mani, Vasudevan
Synthesis, molecular docking and biological potentials of new 2-(4-(2-chloroacetyl) piperazin-1-yl)-N-(2-(4-chlorophenyl)-4-oxoquinazolin-3(4H)-yl)acetamide derivatives
title Synthesis, molecular docking and biological potentials of new 2-(4-(2-chloroacetyl) piperazin-1-yl)-N-(2-(4-chlorophenyl)-4-oxoquinazolin-3(4H)-yl)acetamide derivatives
title_full Synthesis, molecular docking and biological potentials of new 2-(4-(2-chloroacetyl) piperazin-1-yl)-N-(2-(4-chlorophenyl)-4-oxoquinazolin-3(4H)-yl)acetamide derivatives
title_fullStr Synthesis, molecular docking and biological potentials of new 2-(4-(2-chloroacetyl) piperazin-1-yl)-N-(2-(4-chlorophenyl)-4-oxoquinazolin-3(4H)-yl)acetamide derivatives
title_full_unstemmed Synthesis, molecular docking and biological potentials of new 2-(4-(2-chloroacetyl) piperazin-1-yl)-N-(2-(4-chlorophenyl)-4-oxoquinazolin-3(4H)-yl)acetamide derivatives
title_short Synthesis, molecular docking and biological potentials of new 2-(4-(2-chloroacetyl) piperazin-1-yl)-N-(2-(4-chlorophenyl)-4-oxoquinazolin-3(4H)-yl)acetamide derivatives
title_sort synthesis, molecular docking and biological potentials of new 2-(4-(2-chloroacetyl) piperazin-1-yl)-n-(2-(4-chlorophenyl)-4-oxoquinazolin-3(4h)-yl)acetamide derivatives
topic Research Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6727350/
https://www.ncbi.nlm.nih.gov/pubmed/31517312
http://dx.doi.org/10.1186/s13065-019-0629-0
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