Substituted sulfonamide bioisosteres of 8-hydroxyquinoline as zinc-dependent antibacterial compounds.


Journal

Bioorganic & medicinal chemistry letters
ISSN: 1464-3405
Titre abrégé: Bioorg Med Chem Lett
Pays: England
ID NLM: 9107377

Informations de publication

Date de publication:
01 06 2020
Historique:
received: 28 11 2019
revised: 03 02 2020
accepted: 13 03 2020
pubmed: 2 4 2020
medline: 1 5 2021
entrez: 2 4 2020
Statut: ppublish

Résumé

A series of substituted sulfonamide bioisosteres of 8-hydroxyquinoline were evaluated for their antibacterial activity against the common mastitis causative pathogens Streptococcus uberis, Staphylococcus aureus and Escherichia coli, both in the presence and absence of supplementary zinc. Compounds 9a-e, 10a-c, 11a-e, 12 and 13 were demonstrated to have MICs of 0.0625 µg/mL against S. uberis in the presence of 50 µM ZnSO

Identifiants

pubmed: 32229060
pii: S0960-894X(20)30199-2
doi: 10.1016/j.bmcl.2020.127110
pii:
doi:

Substances chimiques

Anti-Bacterial Agents 0
Sulfanilamide 21240MF57M
Oxyquinoline 5UTX5635HP
Zinc J41CSQ7QDS

Types de publication

Journal Article Research Support, Non-U.S. Gov't

Langues

eng

Sous-ensembles de citation

IM

Pagination

127110

Informations de copyright

Copyright © 2020 Elsevier Ltd. All rights reserved.

Déclaration de conflit d'intérêts

Declaration of Competing Interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper.

Auteurs

John E McGowan (JE)

School of Chemical Sciences, University of Auckland, 23 Symonds Street, Auckland, New Zealand.

Andrew D Harper (AD)

School of Chemical Sciences, University of Auckland, 23 Symonds Street, Auckland, New Zealand.

Emma K Davison (EK)

School of Chemical Sciences, University of Auckland, 23 Symonds Street, Auckland, New Zealand.

Joo Young Jeong (JY)

School of Chemical Sciences, University of Auckland, 23 Symonds Street, Auckland, New Zealand.

Sonya Mros (S)

Department of Microbiology and Immunology, University of Otago, 720 Cumberland Street, Dunedin, New Zealand.

Nichaela Harbison-Price (N)

Department of Microbiology and Immunology, University of Otago, 720 Cumberland Street, Dunedin, New Zealand.

Essie M Van Zuylen (EM)

Department of Microbiology and Immunology, University of Otago, 720 Cumberland Street, Dunedin, New Zealand.

Melanie K Knottenbelt (MK)

Department of Microbiology and Immunology, University of Otago, 720 Cumberland Street, Dunedin, New Zealand.

Adam Heikal (A)

Department of Microbiology and Immunology, University of Otago, 720 Cumberland Street, Dunedin, New Zealand.

Scott A Ferguson (SA)

Department of Microbiology and Immunology, University of Otago, 720 Cumberland Street, Dunedin, New Zealand.

Michelle A McConnell (MA)

Department of Microbiology and Immunology, University of Otago, 720 Cumberland Street, Dunedin, New Zealand.

Gregory M Cook (GM)

Maurice Wilkins Centre for Molecular Biodiscovery, University of Auckland, Auckland 1042, New Zealand; Department of Microbiology and Immunology, University of Otago, 720 Cumberland Street, Dunedin, New Zealand.

Woravimol Krittaphol (W)

School of Pharmacy, University of Otago, 18 Frederick Street, Dunedin, New Zealand.

Greg F Walker (GF)

School of Pharmacy, University of Otago, 18 Frederick Street, Dunedin, New Zealand.

Margaret A Brimble (MA)

School of Chemical Sciences, University of Auckland, 23 Symonds Street, Auckland, New Zealand; Maurice Wilkins Centre for Molecular Biodiscovery, University of Auckland, Auckland 1042, New Zealand.

David Rennison (D)

School of Chemical Sciences, University of Auckland, 23 Symonds Street, Auckland, New Zealand. Electronic address: d.rennison@auckland.ac.nz.

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Classifications MeSH