Monatshefte für Chemie - Chemical Monthly

, Volume 141, Issue 4, pp 471–478

Synthesis and antimicrobial activity of new 1,2,4-triazole-3-thiol metronidazole derivatives

  • Haythem A. Saadeh
  • Ibrahim M. Mosleh
  • Amal G. Al-Bakri
  • Mohammad S. Mubarak
Original Paper

DOI: 10.1007/s00706-010-0281-9

Cite this article as:
Saadeh, H.A., Mosleh, I.M., Al-Bakri, A.G. et al. Monatsh Chem (2010) 141: 471. doi:10.1007/s00706-010-0281-9

Abstract

New 1,2,4-triazole-3-thiol metronidazole derivatives have been synthesized by treating 1,2,4-triazole-3-thiols with metronidazole tosylate (toluene-4-sulfonic acid 2-(2-methyl-5-nitro-1H-imidazol-1-yl)ethyl ester) in DMF and in the presence of potassium carbonate as a base. S-alkylated and N-alkylated products were obtained, with the S-alkylated being the major products. All of the newly synthesized compounds were characterized by IR, 1H NMR, 13C NMR, and high-resolution mass spectrometry. The antiparasitic activity of the compounds against Entamoeba histolytica and Giardia intestinalis was investigated. The antibacterial and antifungal activity of the compounds, assessed as minimal inhibitory concentration, was also investigated.

Graphical abstract

https://static-content.springer.com/image/art%3A10.1007%2Fs00706-010-0281-9/MediaObjects/706_2010_281_Figa_HTML.gif

Keywords

TriazolesMetronidazoleAntiparasitic activityAntimicrobial activity

Copyright information

© Springer-Verlag 2010

Authors and Affiliations

  • Haythem A. Saadeh
    • 1
  • Ibrahim M. Mosleh
    • 2
  • Amal G. Al-Bakri
    • 3
  • Mohammad S. Mubarak
    • 1
  1. 1.Chemistry Department, Faculty of ScienceThe University of JordanAmmanJordan
  2. 2.Department of Biological Sciences, Faculty of ScienceThe University of JordanAmmanJordan
  3. 3.Department of Pharmaceutics and Pharmaceutical Technology, Faculty of PharmacyThe University of JordanAmmanJordan