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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...

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Autores principales: Khodarahmi, Ghadamali, Jafari, Elham, Hakimelahi, Gholamhossein, Abedi, Daryoush, Rahmani Khajouei, Marzieh, Hassanzadeh, Farshid
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Shaheed Beheshti University of Medical Sciences 2012
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.
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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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