Literature DB >> 26883147

Captopril analogues as metallo-β-lactamase inhibitors.

Yusralina Yusof1, Daniel T C Tan1, Omid Khalili Arjomandi1, Gerhard Schenk1, Ross P McGeary2.   

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.
Copyright © 2016 Elsevier Ltd. All rights reserved.

Entities:  

Keywords:  Antibiotic resistance; Captopril; IMP-1 inhibitor; Metallo-β-lactamase

Mesh:

Substances:

Year:  2016        PMID: 26883147     DOI: 10.1016/j.bmcl.2016.02.007

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN: 0960-894X            Impact factor:   2.823


  18 in total

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