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

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-1 H -imidazol-1-yl)acetic acid and a number of amino acid esters in the presence of N , N ′carbonyldiimidazole (CDI). Hydrolysis of the esters de...

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Veröffentlicht in:Medicinal chemistry research 2012-08, Vol.21 (8), p.1700-1707
Hauptverfasser: Al-Masri, Ahmed T., Saadeh, Haythem A., Mosleh, Ibrahim M., Mubarak, Mohammad S.
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Sprache:eng
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Zusammenfassung: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-1 H -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 1 H-NMR, 13 C-NMR, and mass spectrometry. Some of the prepared compounds exhibited lethal activity against pathogenic protozoan parasites.
ISSN:1054-2523
1554-8120
DOI:10.1007/s00044-011-9689-y