Synthesis of novel 1,2,5-oxadiazoles and evaluation of action against Acinetobacter baumannii

Rebecca M. Christoff, Gerald L. Murray, Xenia P. Kostoulias, Anton Y. Peleg, Belinda M. Abbott

Research output: Contribution to journalArticleResearchpeer-review

3 Citations (Scopus)

Abstract

With multidrug resistant bacteria on the rise, novel antibiotics are becoming highly sought after. In 2008, eleven compounds were identified by high throughput screening as inhibitors of BasE, a key enzyme of the non-ribosomal peptide synthetase pathway found in Acinetobacter baumannii. Herein, we describe the preparation of four structurally similar heterocyclic lead compounds from that study, including one 1,2,5-oxadiazole. A further library of 30 analogues containing the oxadiazole moiety was then generated. All compounds were screened against Acinetobacter baumannii and their minimum inhibitory concentration data is reported, with (E)-3-(2-hydroxyphenyl)-N-(4-methyl-1,2,5-oxadiazol-3-yl)acrylamide 32 found to have an MIC of 0.5 mM. This work provides the foundation for further investigation of 1,2,5-oxadizoles as novel inhibitors of A. baumannii.

Original languageEnglish
Pages (from-to)6267-6272
Number of pages6
JournalBioorganic and Medicinal Chemistry
Volume25
Issue number24
DOIs
Publication statusPublished - 15 Dec 2017

Keywords

  • 1,2,5-Oxadiazoles
  • Acinetobacter baumannii
  • Antibiotic resistance
  • BasE inhibitors

Cite this

Christoff, Rebecca M. ; Murray, Gerald L. ; Kostoulias, Xenia P. ; Peleg, Anton Y. ; Abbott, Belinda M. / Synthesis of novel 1,2,5-oxadiazoles and evaluation of action against Acinetobacter baumannii. In: Bioorganic and Medicinal Chemistry. 2017 ; Vol. 25, No. 24. pp. 6267-6272.
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Synthesis of novel 1,2,5-oxadiazoles and evaluation of action against Acinetobacter baumannii. / Christoff, Rebecca M.; Murray, Gerald L.; Kostoulias, Xenia P.; Peleg, Anton Y.; Abbott, Belinda M.

In: Bioorganic and Medicinal Chemistry, Vol. 25, No. 24, 15.12.2017, p. 6267-6272.

Research output: Contribution to journalArticleResearchpeer-review

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