Synthesis and SAR of phenylazoles, active against Staphylococcus aureus Newman

Vitalii V. Solomin; Blanca Fernandez Ciruelos; Nadya Velikova; Jerry Wells; Marco Albanese; Anmol Adhav; Aigars Jirgensons

doi:10.1007/s10593-023-03151-9

Synthesis and SAR of phenylazoles, active against Staphylococcus aureus Newman

Vitalii V. Solomin^*, Blanca Fernandez Ciruelos, Nadya Velikova, Jerry Wells, Marco Albanese, Anmol Adhav, Aigars Jirgensons

^*Corresponding author for this work

Research output: Contribution to journal › Article › Academic › peer-review

Abstract

[Figure not available: see fulltext.] Series of new potent inhibitors of growth of Staphylococcus aureus Newman, based on 3,4-diphenylpyrazole and 4,5-diphenylisoxazole derivatives were discovered. Structures of interest were selectively modified to check their structure–activity relationship. Studies revealed the most essential groups in the molecule for the antimicrobial activity retention. Active compounds with good MIC range should contain both nonpolar aromatic residues and hydrogen bond donating groups. The best MIC results in selected cases were lower than 1 μg/ml.

Original language	English
Pages (from-to)	737-748
Journal	Chemistry of Heterocyclic Compounds
Volume	58
DOIs	https://doi.org/10.1007/s10593-023-03151-9
Publication status	Published - 9 Jan 2023

Keywords

antimicrobial activity
diphenylazole
isoflavone
isoxazole
pyrazole
Staphylococcus aureus Newman

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10.1007/s10593-023-03151-9

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title = "Synthesis and SAR of phenylazoles, active against Staphylococcus aureus Newman",

abstract = "[Figure not available: see fulltext.] Series of new potent inhibitors of growth of Staphylococcus aureus Newman, based on 3,4-diphenylpyrazole and 4,5-diphenylisoxazole derivatives were discovered. Structures of interest were selectively modified to check their structure–activity relationship. Studies revealed the most essential groups in the molecule for the antimicrobial activity retention. Active compounds with good MIC range should contain both nonpolar aromatic residues and hydrogen bond donating groups. The best MIC results in selected cases were lower than 1 μg/ml.",

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author = "Solomin, {Vitalii V.} and Ciruelos, {Blanca Fernandez} and Nadya Velikova and Jerry Wells and Marco Albanese and Anmol Adhav and Aigars Jirgensons",

note = "Publisher Copyright: {\textcopyright} 2023, Springer Science+Business Media, LLC, part of Springer Nature.",

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T1 - Synthesis and SAR of phenylazoles, active against Staphylococcus aureus Newman

AU - Solomin, Vitalii V.

AU - Ciruelos, Blanca Fernandez

AU - Velikova, Nadya

AU - Wells, Jerry

AU - Albanese, Marco

AU - Adhav, Anmol

AU - Jirgensons, Aigars

PY - 2023/1/9

Y1 - 2023/1/9

N2 - [Figure not available: see fulltext.] Series of new potent inhibitors of growth of Staphylococcus aureus Newman, based on 3,4-diphenylpyrazole and 4,5-diphenylisoxazole derivatives were discovered. Structures of interest were selectively modified to check their structure–activity relationship. Studies revealed the most essential groups in the molecule for the antimicrobial activity retention. Active compounds with good MIC range should contain both nonpolar aromatic residues and hydrogen bond donating groups. The best MIC results in selected cases were lower than 1 μg/ml.

AB - [Figure not available: see fulltext.] Series of new potent inhibitors of growth of Staphylococcus aureus Newman, based on 3,4-diphenylpyrazole and 4,5-diphenylisoxazole derivatives were discovered. Structures of interest were selectively modified to check their structure–activity relationship. Studies revealed the most essential groups in the molecule for the antimicrobial activity retention. Active compounds with good MIC range should contain both nonpolar aromatic residues and hydrogen bond donating groups. The best MIC results in selected cases were lower than 1 μg/ml.

KW - antimicrobial activity

KW - diphenylazole

KW - isoflavone

KW - isoxazole

KW - pyrazole

KW - Staphylococcus aureus Newman

U2 - 10.1007/s10593-023-03151-9

DO - 10.1007/s10593-023-03151-9

M3 - Article

AN - SCOPUS:85145835570

VL - 58

SP - 737

EP - 748

JO - Chemistry of Heterocyclic Compounds

JF - Chemistry of Heterocyclic Compounds

SN - 0009-3122

ER -

Synthesis and SAR of phenylazoles, active against Staphylococcus aureus Newman

Abstract

Keywords

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