Synthesis, characterization and biological activity of Schiff bases derived from metronidazole

Haythem A. Saadeh, Eman A.Abu Shaireh, Ibrahim M. Mosleh, Amal G. Al-Bakri, Mohammad S. Mubarak

Research output: Contribution to journalArticlepeer-review

29 Citations (Scopus)

Abstract

A series of novel Schiff bases; compounds 3a- j were prepared by reacting 1-(2-aminoethyl)-2-methyl-5-nitroimidazole dihydrochloride monohydrate (1) with different aldehydes. The structures of these compounds were confirmed through different spectroscopic methods such as 1H-NMR, 13C-NMR and mass spectrometry and also by elemental analyses. The prepared compounds were evaluated in vitro for their antigiardial, antibacterial and antifungal activities. Compounds 3h, 3b and 3d showed remarkable antigiardial activities and were found to be more active than metronidazole with IC 50 of 0.83, 1.36 and 1.83 μM, respectively. Other compounds also exhibited antigiardial activity and were as good as or even more potent than metronidazole. Some of the newly synthesized Schiff bases exhibited more antifungal activities than the parent drug. In addition, a few of the prepared compounds exhibited modest antibacterial activity but were not as active as metronidazole.

Original languageEnglish
Pages (from-to)2969-2974
Number of pages6
JournalMedicinal Chemistry Research
Volume21
Issue number10
DOIs
Publication statusPublished - Oct 2012
Externally publishedYes

Keywords

  • Antigiardial activity
  • Metronidazole
  • Schiff bases

ASJC Scopus subject areas

  • Pharmacology, Toxicology and Pharmaceutics(all)
  • Organic Chemistry

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