Synthesis, characterization, and antimicrobial evaluation of oxadiazole congeners

Bassem Sadek, Khairi Mustafa Salem Fahelelbom

Research output: Contribution to journalArticlepeer-review

25 Citations (Scopus)

Abstract

A series of 1,3-oxazole, 1,3-thiazole, isomeric 1,2,4-oxadiazole, 1,3,4-oxadiazole, and 1,2,3,4-tetrazole heterocycles was synthesized. All the compounds shared as a common feature the presence of a 4-hydroxyphenyl substituent. The structures of the synthesized compounds were confirmed by MS, 1H-NMR, and elemental analysis. In vitro antimicrobial activity for all the newly synthesized compounds at concentrations of 200-25 μg/mL was evaluated against Gram+ve organisms such as methicillin-resistant Staphylococcus aureus (MRSA), Gram-ve organisms such as Escherichia coli (E. coli), and the fungal strain Aspergillus niger (A. niger) by the cup plate method. Ofloxacin and ketoconazole (10 μg/mL) were used as reference standards for antibacterial and antifungal activity, respectively. Compounds 15, 16, and 20 showed notable antibacterial and antifungal activities at higher concentrations (200 μg/mL), whereas 17-19 were found to display significant antibacterial or antifungal activity (25-50 μg/mL) against the Gram+ve, Gram-ve bacteria, or fungal cells used in the present study.

Original languageEnglish
Pages (from-to)4339-4347
Number of pages9
JournalMolecules
Volume16
Issue number6
DOIs
Publication statusPublished - Jun 2011
Externally publishedYes

Keywords

  • 1,3-oxazole
  • 1,3-thiazole
  • Antibacterial
  • Antifungal
  • Oxadiazole congeners
  • Tetrazole

ASJC Scopus subject areas

  • Analytical Chemistry
  • Chemistry (miscellaneous)
  • Molecular Medicine
  • Pharmaceutical Science
  • Drug Discovery
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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