Synthesis and biological evaluation of 3,5-substituted pyrazoles as possible antibacterial agents.

Payne, M; Bottomley, AL; Och, A; Asmara, AP; Harry, EJ; Ung, AT

Synthesis and biological evaluation of 3,5-substituted pyrazoles as possible antibacterial agents.

Payne, M Bottomley, AL Och, A Asmara, AP Harry, EJ Ung, AT

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Publisher:: Elsevier BV
Publication Type:: Journal Article
Citation:: Bioorganic & medicinal chemistry, 2021, 48, pp. 116401
Issue Date:: 2021-10

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Field	Value	Language
dc.contributor.author	Payne, M
dc.contributor.author	Bottomley, AL
dc.contributor.author	Och, A
dc.contributor.author	Asmara, AP
dc.contributor.author	Harry, EJ
dc.contributor.author	Ung, AT
dc.date.accessioned	2022-01-05T22:56:10Z
dc.date.available	2021-09-06
dc.date.available	2022-01-05T22:56:10Z
dc.date.issued	2021-10
dc.identifier.citation	Bioorganic & medicinal chemistry, 2021, 48, pp. 116401
dc.identifier.issn	0968-0896
dc.identifier.issn	1464-3391
dc.identifier.uri	http://hdl.handle.net/10453/152712
dc.description.abstract	The emergence of multi-drug resistant bacteria has increased the need for novel antibiotics to help overcome what may be considered the greatest threat to modern medicine. Here we report the synthesis of fifteen novel 3,5-diaryl-1H- pyrazoles obtained via one-pot cyclic oxidation of a chalcone and hydrazine-monohydrate. The synthesised pyrazoles were then screened against Staphylococcus aureus and Escherichia coli to determine their antibacterial potential. The results show that compound 7p is bacteriostatic at MIC 8 µg/mL. The compound is non-toxic against healthy mammalian cells, 3T3-L1 at the highest test concentration 50 µg/mL. Furthermore, compound 7p significantly affected bacterial morphogenesis before cell lysis in Bacillus subtilis when treated above the MIC concentration. From the results, a promising lead compound was identified for future development.
dc.format	Print-Electronic
dc.language	eng
dc.publisher	Elsevier BV
dc.relation.ispartof	Bioorganic & medicinal chemistry
dc.relation.isbasedon	10.1016/j.bmc.2021.116401
dc.rights	info:eu-repo/semantics/closedAccess
dc.subject	0304 Medicinal and Biomolecular Chemistry, 0305 Organic Chemistry, 1115 Pharmacology and Pharmaceutical Sciences
dc.subject.classification	Medicinal & Biomolecular Chemistry
dc.title	Synthesis and biological evaluation of 3,5-substituted pyrazoles as possible antibacterial agents.
dc.type	Journal Article
utslib.citation.volume	48
utslib.location.activity	England
utslib.for	0304 Medicinal and Biomolecular Chemistry
utslib.for	0305 Organic Chemistry
utslib.for	1115 Pharmacology and Pharmaceutical Sciences
pubs.organisational-group	/University of Technology Sydney
pubs.organisational-group	/University of Technology Sydney/Faculty of Science
pubs.organisational-group	/University of Technology Sydney/Strength - ithree - Institute of Infection, Immunity and Innovation
pubs.organisational-group	/University of Technology Sydney/Faculty of Science/School of Mathematical and Physical Sciences
pubs.organisational-group	/University of Technology Sydney/Strength - CCET - Centre for Clean Energy Technology
utslib.copyright.status	closed_access	*
dc.date.updated	2022-01-05T22:55:43Z
pubs.publication-status	Published
pubs.volume	48

Abstract:

The emergence of multi-drug resistant bacteria has increased the need for novel antibiotics to help overcome what may be considered the greatest threat to modern medicine. Here we report the synthesis of fifteen novel 3,5-diaryl-1H- pyrazoles obtained via one-pot cyclic oxidation of a chalcone and hydrazine-monohydrate. The synthesised pyrazoles were then screened against Staphylococcus aureus and Escherichia coli to determine their antibacterial potential. The results show that compound 7p is bacteriostatic at MIC 8 µg/mL. The compound is non-toxic against healthy mammalian cells, 3T3-L1 at the highest test concentration 50 µg/mL. Furthermore, compound 7p significantly affected bacterial morphogenesis before cell lysis in Bacillus subtilis when treated above the MIC concentration. From the results, a promising lead compound was identified for future development.

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http://hdl.handle.net/10453/152712