Development of novel antimicrobial agents: investigating the efficacy of 1,3,5-Triphenyl-2-pyrazoline derivatives

Background & Aims: In this research, a novel series of heterocyclic compounds containing pyrazoline nuclei was synthesized in two steps. Materials & Methods: In the first step, chalcones were prepared using the Claisen-Schmidt reaction between substituted benzaldehydes and acetophenone deri...

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Main Authors: Sevda Afzal-Ahangaran, Yaeghob Sharifi, Maryam Allahyari-Devin
Format: Article
Language:English
Published: Urmia University of Medical Sciences 2025-04-01
Series:Health Science Monitor
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Online Access:http://hsm.umsu.ac.ir/article-1-213-en.pdf
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author Sevda Afzal-Ahangaran
Yaeghob Sharifi
Maryam Allahyari-Devin
author_facet Sevda Afzal-Ahangaran
Yaeghob Sharifi
Maryam Allahyari-Devin
author_sort Sevda Afzal-Ahangaran
collection DOAJ
description Background & Aims: In this research, a novel series of heterocyclic compounds containing pyrazoline nuclei was synthesized in two steps. Materials & Methods: In the first step, chalcones were prepared using the Claisen-Schmidt reaction between substituted benzaldehydes and acetophenone derivatives. In the second step, the chalcones were cyclized under acidic conditions with hydrazine derivatives to produce pyrazolines. All compounds were characterized through physical, chromatographic, spectroscopic, and elemental analyses, and their antibacterial properties were tested using seven microorganisms. The minimum inhibitory concentrations of all compounds were determined using the broth dilution method. Results: Among them, compound 2f (4-(1, 5-diphenyl-4, 5-dihydro-1H-pyrazol-3-yl) phenol) exhibited the highest antibacterial and antifungal activity, making it the most potent compound in the series. Conclusion:  These results indicate that increasing the polarity of the compounds enhanced their efficacy against Gram-positive strains, whereas derivatives containing at least one methoxy group in their structure suppressed Gram-negative growth.
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language English
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publisher Urmia University of Medical Sciences
record_format Article
series Health Science Monitor
spelling doaj-art-0538fa4e157549919b92bede38f9c0642025-08-20T01:49:07ZengUrmia University of Medical SciencesHealth Science Monitor2980-87232025-04-0142131139Development of novel antimicrobial agents: investigating the efficacy of 1,3,5-Triphenyl-2-pyrazoline derivativesSevda Afzal-Ahangaran0Yaeghob Sharifi1Maryam Allahyari-Devin2 Department of Medicinal Chemistry, School of Pharmacy, Urmia University of Medical Sciences, Urmia, Iran Department of Microbiology, Faculty of Medicine, Urmia University of Medical Sciences, Urmia, Iran Department of Medicinal Chemistry, School of Pharmacy, Urmia University of Medical Sciences, Urmia, Iran Background & Aims: In this research, a novel series of heterocyclic compounds containing pyrazoline nuclei was synthesized in two steps. Materials & Methods: In the first step, chalcones were prepared using the Claisen-Schmidt reaction between substituted benzaldehydes and acetophenone derivatives. In the second step, the chalcones were cyclized under acidic conditions with hydrazine derivatives to produce pyrazolines. All compounds were characterized through physical, chromatographic, spectroscopic, and elemental analyses, and their antibacterial properties were tested using seven microorganisms. The minimum inhibitory concentrations of all compounds were determined using the broth dilution method. Results: Among them, compound 2f (4-(1, 5-diphenyl-4, 5-dihydro-1H-pyrazol-3-yl) phenol) exhibited the highest antibacterial and antifungal activity, making it the most potent compound in the series. Conclusion:  These results indicate that increasing the polarity of the compounds enhanced their efficacy against Gram-positive strains, whereas derivatives containing at least one methoxy group in their structure suppressed Gram-negative growth.http://hsm.umsu.ac.ir/article-1-213-en.pdfantibiotic resistanceantimicrobial activityphenylhydrazinepyrazolinessynthesis
spellingShingle Sevda Afzal-Ahangaran
Yaeghob Sharifi
Maryam Allahyari-Devin
Development of novel antimicrobial agents: investigating the efficacy of 1,3,5-Triphenyl-2-pyrazoline derivatives
Health Science Monitor
antibiotic resistance
antimicrobial activity
phenylhydrazine
pyrazolines
synthesis
title Development of novel antimicrobial agents: investigating the efficacy of 1,3,5-Triphenyl-2-pyrazoline derivatives
title_full Development of novel antimicrobial agents: investigating the efficacy of 1,3,5-Triphenyl-2-pyrazoline derivatives
title_fullStr Development of novel antimicrobial agents: investigating the efficacy of 1,3,5-Triphenyl-2-pyrazoline derivatives
title_full_unstemmed Development of novel antimicrobial agents: investigating the efficacy of 1,3,5-Triphenyl-2-pyrazoline derivatives
title_short Development of novel antimicrobial agents: investigating the efficacy of 1,3,5-Triphenyl-2-pyrazoline derivatives
title_sort development of novel antimicrobial agents investigating the efficacy of 1 3 5 triphenyl 2 pyrazoline derivatives
topic antibiotic resistance
antimicrobial activity
phenylhydrazine
pyrazolines
synthesis
url http://hsm.umsu.ac.ir/article-1-213-en.pdf
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AT maryamallahyaridevin developmentofnovelantimicrobialagentsinvestigatingtheefficacyof135triphenyl2pyrazolinederivatives