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Synthesis and Antibacterial Activity of Novel Hydroxy Semicarbazone Derivatives

A series of hydroxyl semicarbazone derivatives of substituted diaryl ketones and acetophenones were synthesized and their structures were confirmed by analytical and spectroscopic methods including elemental analysis, infrared and nuclear magnetic resonance spectroscopy. The derivatives were prepare...

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Autores principales: Hariri, Elham, Mahboubi, Arash, Fathi, Mohammad, Rahmani, Parisa, Haj Mohammad Ebrahim Tehrani, Kamaleddin, Babaeian, Mohammad, Mashayekhi, Vida, Kobarfard, Farzad
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Shaheed Beheshti University of Medical Sciences 2016
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5242349/
https://www.ncbi.nlm.nih.gov/pubmed/28228801
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author Hariri, Elham
Mahboubi, Arash
Fathi, Mohammad
Rahmani, Parisa
Haj Mohammad Ebrahim Tehrani, Kamaleddin
Babaeian, Mohammad
Mashayekhi, Vida
Kobarfard, Farzad
author_facet Hariri, Elham
Mahboubi, Arash
Fathi, Mohammad
Rahmani, Parisa
Haj Mohammad Ebrahim Tehrani, Kamaleddin
Babaeian, Mohammad
Mashayekhi, Vida
Kobarfard, Farzad
author_sort Hariri, Elham
collection PubMed
description A series of hydroxyl semicarbazone derivatives of substituted diaryl ketones and acetophenones were synthesized and their structures were confirmed by analytical and spectroscopic methods including elemental analysis, infrared and nuclear magnetic resonance spectroscopy. The derivatives were prepared by a condensation reaction between N-hydroxy semicarbazide and substituted diaryl ketones or acetophenones leading to the desired hydroxysemicarbazones with excellent purity. The synthesized hydrazones were then evaluated for their inhibitory activity against bacterial strains including S. aureus, E. Coli, P. aeruginosa, K. pneumonia and M. luteus. Among the tested derivatives, compounds 2, 6 and 7 exhibited the highest bioactivity. Analysis of the activity data suggests that hydrophilicity is an important factor for the bioactivity of compounds 2 and 6 and also their selectivity over the gram-negative bacteria.
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spelling pubmed-52423492017-02-22 Synthesis and Antibacterial Activity of Novel Hydroxy Semicarbazone Derivatives Hariri, Elham Mahboubi, Arash Fathi, Mohammad Rahmani, Parisa Haj Mohammad Ebrahim Tehrani, Kamaleddin Babaeian, Mohammad Mashayekhi, Vida Kobarfard, Farzad Iran J Pharm Res Original Article A series of hydroxyl semicarbazone derivatives of substituted diaryl ketones and acetophenones were synthesized and their structures were confirmed by analytical and spectroscopic methods including elemental analysis, infrared and nuclear magnetic resonance spectroscopy. The derivatives were prepared by a condensation reaction between N-hydroxy semicarbazide and substituted diaryl ketones or acetophenones leading to the desired hydroxysemicarbazones with excellent purity. The synthesized hydrazones were then evaluated for their inhibitory activity against bacterial strains including S. aureus, E. Coli, P. aeruginosa, K. pneumonia and M. luteus. Among the tested derivatives, compounds 2, 6 and 7 exhibited the highest bioactivity. Analysis of the activity data suggests that hydrophilicity is an important factor for the bioactivity of compounds 2 and 6 and also their selectivity over the gram-negative bacteria. Shaheed Beheshti University of Medical Sciences 2016 /pmc/articles/PMC5242349/ /pubmed/28228801 Text en © 2016 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
Hariri, Elham
Mahboubi, Arash
Fathi, Mohammad
Rahmani, Parisa
Haj Mohammad Ebrahim Tehrani, Kamaleddin
Babaeian, Mohammad
Mashayekhi, Vida
Kobarfard, Farzad
Synthesis and Antibacterial Activity of Novel Hydroxy Semicarbazone Derivatives
title Synthesis and Antibacterial Activity of Novel Hydroxy Semicarbazone Derivatives
title_full Synthesis and Antibacterial Activity of Novel Hydroxy Semicarbazone Derivatives
title_fullStr Synthesis and Antibacterial Activity of Novel Hydroxy Semicarbazone Derivatives
title_full_unstemmed Synthesis and Antibacterial Activity of Novel Hydroxy Semicarbazone Derivatives
title_short Synthesis and Antibacterial Activity of Novel Hydroxy Semicarbazone Derivatives
title_sort synthesis and antibacterial activity of novel hydroxy semicarbazone derivatives
topic Original Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5242349/
https://www.ncbi.nlm.nih.gov/pubmed/28228801
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