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
Abstract 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 fo...
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| Format: | Article |
| Language: | English |
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BMC
2019-09-01
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| Series: | BMC Chemistry |
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| Online Access: | http://link.springer.com/article/10.1186/s13065-019-0629-0 |
| _version_ | 1818304341243592704 |
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| author | Shinky Mehta Sanjiv Kumar Rakesh Kumar Marwaha Balasubramanian Narasimhan Kalavathy Ramasamy Siong Meng Lim Syed Adnan Ali Shah Vasudevan Mani |
| author_facet | Shinky Mehta Sanjiv Kumar Rakesh Kumar Marwaha Balasubramanian Narasimhan Kalavathy Ramasamy Siong Meng Lim Syed Adnan Ali Shah Vasudevan Mani |
| author_sort | Shinky Mehta |
| collection | DOAJ |
| description | Abstract 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. |
| first_indexed | 2024-12-13T06:09:09Z |
| format | Article |
| id | doaj.art-08f7d19aff994d21912d87c039207b3b |
| institution | Directory Open Access Journal |
| issn | 2661-801X |
| language | English |
| last_indexed | 2024-12-13T06:09:09Z |
| publishDate | 2019-09-01 |
| publisher | BMC |
| record_format | Article |
| series | BMC Chemistry |
| spelling | doaj.art-08f7d19aff994d21912d87c039207b3b2022-12-21T23:57:08ZengBMCBMC Chemistry2661-801X2019-09-0113112110.1186/s13065-019-0629-0Synthesis, molecular docking and biological potentials of new 2-(4-(2-chloroacetyl) piperazin-1-yl)-N-(2-(4-chlorophenyl)-4-oxoquinazolin-3(4H)-yl)acetamide derivativesShinky Mehta0Sanjiv Kumar1Rakesh Kumar Marwaha2Balasubramanian Narasimhan3Kalavathy Ramasamy4Siong Meng Lim5Syed Adnan Ali Shah6Vasudevan Mani7Faculty of Pharmaceutical Sciences, Maharshi Dayanand UniversityFaculty of Pharmaceutical Sciences, Maharshi Dayanand UniversityFaculty of Pharmaceutical Sciences, Maharshi Dayanand UniversityFaculty of Pharmaceutical Sciences, Maharshi Dayanand UniversityFaculty of Pharmacy, Universiti Teknologi MARA (UiTM)Faculty of Pharmacy, Universiti Teknologi MARA (UiTM)Faculty of Pharmacy, Universiti Teknologi MARA (UiTM)Department of Pharmacology and Toxicology, College of Pharmacy, Qassim UniversityAbstract 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.http://link.springer.com/article/10.1186/s13065-019-0629-0QuinazolinonesAntimicrobialAnticancer potentialHCT116RAW264.7Molecular docking |
| spellingShingle | Shinky Mehta Sanjiv Kumar Rakesh Kumar Marwaha Balasubramanian Narasimhan Kalavathy Ramasamy Siong Meng Lim Syed Adnan Ali Shah Vasudevan Mani 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 BMC Chemistry Quinazolinones Antimicrobial Anticancer potential HCT116 RAW264.7 Molecular docking |
| 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 | Quinazolinones Antimicrobial Anticancer potential HCT116 RAW264.7 Molecular docking |
| url | http://link.springer.com/article/10.1186/s13065-019-0629-0 |
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