Synthesis of new compounds derived from metronidazole and amino acids and their esters as antiparasitic agents

Ahmed T. Al-Masri, Haythem A. Saadeh, Ibrahim M. Mosleh, Mohammad S. Mubarak

Research output: Contribution to journalArticlepeer-review

8 Citations (Scopus)

Abstract

A number of new compounds derived from metronidazole and amino acids and their esters have been synthesized through a reaction between 2-(2-methyl-5-nitro-1H-imidazol-1-yl)acetic acid and a number of amino acid esters in the presence of N,N'carbonyldiimidazole (CDI). Hydrolysis of the esters derivatives with sodium hydroxide (4%) followed by acidification with hydrochloric acid (3 M) afforded the corresponding acids. The newly synthesized compounds were characterized by elemental analysis and by spectroscopic techniques such as 1H-NMR, 13C-NMR, and mass spectrometry. Some of the prepared compounds exhibited lethal activity against pathogenic protozoan parasites.

Original languageEnglish
Pages (from-to)1700-1707
Number of pages8
JournalMedicinal Chemistry Research
Volume21
Issue number8
DOIs
Publication statusPublished - Aug 2012
Externally publishedYes

Keywords

  • Amino acid esters
  • Antiamoebic activity
  • Metronidazole
  • N-N'-carbonyldiimidazole

ASJC Scopus subject areas

  • General Pharmacology, Toxicology and Pharmaceutics
  • Organic Chemistry

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