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Synthesis of Some New Quinazolinone Derivatives and Evaluation of Their Antimicrobial Activities
Wide range of quinazolinone biological properties including: antibacterial, anticancer, and anti-inflammatory activities encouraged us to synthesis some fused quinazolinone derivatives. Anthranilic acid was condensed with chloro acylchloride followed by dehydration to form the benzoxazinone intermed...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Shaheed Beheshti University of Medical Sciences
2012
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3813116/ https://www.ncbi.nlm.nih.gov/pubmed/24250506 |
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author | Khodarahmi, Ghadamali Jafari, Elham Hakimelahi, Gholamhossein Abedi, Daryoush Rahmani Khajouei, Marzieh Hassanzadeh, Farshid |
author_facet | Khodarahmi, Ghadamali Jafari, Elham Hakimelahi, Gholamhossein Abedi, Daryoush Rahmani Khajouei, Marzieh Hassanzadeh, Farshid |
author_sort | Khodarahmi, Ghadamali |
collection | PubMed |
description | Wide range of quinazolinone biological properties including: antibacterial, anticancer, and anti-inflammatory activities encouraged us to synthesis some fused quinazolinone derivatives. Anthranilic acid was condensed with chloro acylchloride followed by dehydration to form the benzoxazinone intermediate; subsequent addition of an amine provided the fused quinazolinones. Deoxyvasicinone which was previously synthesized by a multi step complex reactions was prepared in three steps using the following procedure: Log P values of the compounds were measured using the shake flask method in octanol/water solvent system. The synthesized compounds were evaluated against six strains of bacteria (three Gram-positive and three Gram-negative) and three strains of fungi. Overall results of antimicrobial tests showed that the compounds had better bacteriostatic activity against Gram-negative bacteria. The obtained results of MBC revealed that these compounds had more significant bacteriostatic than bactericidal activities. Almost all of the screened compounds showed good activity against C. albicans and A. niger. The obtained results of MFC indicated that these compounds had more significant fungistatic than fungicidal activities. |
format | Online Article Text |
id | pubmed-3813116 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | Shaheed Beheshti University of Medical Sciences |
record_format | MEDLINE/PubMed |
spelling | pubmed-38131162013-11-18 Synthesis of Some New Quinazolinone Derivatives and Evaluation of Their Antimicrobial Activities Khodarahmi, Ghadamali Jafari, Elham Hakimelahi, Gholamhossein Abedi, Daryoush Rahmani Khajouei, Marzieh Hassanzadeh, Farshid Iran J Pharm Res Original Article Wide range of quinazolinone biological properties including: antibacterial, anticancer, and anti-inflammatory activities encouraged us to synthesis some fused quinazolinone derivatives. Anthranilic acid was condensed with chloro acylchloride followed by dehydration to form the benzoxazinone intermediate; subsequent addition of an amine provided the fused quinazolinones. Deoxyvasicinone which was previously synthesized by a multi step complex reactions was prepared in three steps using the following procedure: Log P values of the compounds were measured using the shake flask method in octanol/water solvent system. The synthesized compounds were evaluated against six strains of bacteria (three Gram-positive and three Gram-negative) and three strains of fungi. Overall results of antimicrobial tests showed that the compounds had better bacteriostatic activity against Gram-negative bacteria. The obtained results of MBC revealed that these compounds had more significant bacteriostatic than bactericidal activities. Almost all of the screened compounds showed good activity against C. albicans and A. niger. The obtained results of MFC indicated that these compounds had more significant fungistatic than fungicidal activities. Shaheed Beheshti University of Medical Sciences 2012 /pmc/articles/PMC3813116/ /pubmed/24250506 Text en © 2012 by School of Pharmacy, Shaheed Beheshti University of Medical Sciences and Health Services This is an Open Access article distributed under the terms of the Creative Commons Attribution License, (http://creativecommons.org/licenses/by/3.0/) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. |
spellingShingle | Original Article Khodarahmi, Ghadamali Jafari, Elham Hakimelahi, Gholamhossein Abedi, Daryoush Rahmani Khajouei, Marzieh Hassanzadeh, Farshid Synthesis of Some New Quinazolinone Derivatives and Evaluation of Their Antimicrobial Activities |
title | Synthesis of Some New Quinazolinone Derivatives and Evaluation of Their Antimicrobial Activities |
title_full | Synthesis of Some New Quinazolinone Derivatives and Evaluation of Their Antimicrobial Activities |
title_fullStr | Synthesis of Some New Quinazolinone Derivatives and Evaluation of Their Antimicrobial Activities |
title_full_unstemmed | Synthesis of Some New Quinazolinone Derivatives and Evaluation of Their Antimicrobial Activities |
title_short | Synthesis of Some New Quinazolinone Derivatives and Evaluation of Their Antimicrobial Activities |
title_sort | synthesis of some new quinazolinone derivatives and evaluation of their antimicrobial activities |
topic | Original Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3813116/ https://www.ncbi.nlm.nih.gov/pubmed/24250506 |
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