Captopril analogues as metallo-β-lactamase inhibitors

Yusof, Yusralina, Tan, Daniel T. C., Arjomandi, Omid Khalili, Schenk, Gerhard and McGeary, Ross P. (2016) Captopril analogues as metallo-β-lactamase inhibitors. Bioorganic and Medicinal Chemistry Letters, 26 6: 1589-1593. doi:10.1016/j.bmcl.2016.02.007

Author Yusof, Yusralina
Tan, Daniel T. C.
Arjomandi, Omid Khalili
Schenk, Gerhard
McGeary, Ross P.
Title Captopril analogues as metallo-β-lactamase inhibitors
Journal name Bioorganic and Medicinal Chemistry Letters   Check publisher's open access policy
ISSN 0960-894X
Publication date 2016-02-04
Sub-type Article (original research)
DOI 10.1016/j.bmcl.2016.02.007
Volume 26
Issue 6
Start page 1589
End page 1593
Total pages 5
Place of publication Kidlington, Oxford, United Kingdom
Publisher Pergamon Press
Language eng
Formatted abstract
A number of captopril analogues were synthesised and tested as inhibitors of the metallo-β-lactamase IMP-1. Structure-activity studies showed that the methyl group was unimportant for activity, and that the potencies of these inhibitors could be best improved by shortening the length of the mercaptoalkanoyl side-chain. Replacing the thiol group with a carboxylic acid led to complete loss of activity, and extending the length of the carboxylate group led to decreased potency. Good activity could be maintained by substituting the proline ring with pipecolic acid.
Keyword Antibiotic resistance
IMP-1 inhibitor
Q-Index Code C1
Q-Index Status Provisional Code
Institutional Status UQ

Document type: Journal Article
Sub-type: Article (original research)
Collections: HERDC Pre-Audit
School of Chemistry and Molecular Biosciences
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Citation counts: TR Web of Science Citation Count  Cited 7 times in Thomson Reuters Web of Science Article | Citations
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Created: Fri, 19 Feb 2016, 20:00:04 EST by Mrs Louise Nimwegen on behalf of School of Chemistry & Molecular Biosciences