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Journal of Medical Sciences

Year: 2008 | Volume: 8 | Issue: 8 | Page No.: 673-681
DOI: 10.3923/jms.2008.673.681

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Authors


Khaled H. Abu-Elteen

Country: Jordan

Raid J. Abdel-Jalil

Country: Jordan

Mawieh A. Hamad

Country: Jordan

M. Ghaleb

Country: Jordan

Khalid M. Khan

Country: Pakistan

W. Voelter

Country: Germany

Keywords


  • Antifungal susceptibility
  • benzimidazoles derivatives
  • drug design
  • Candida sp.
  • virulence factors
Research Article

Fungicidal Effects of Some Derivatives of 2-Ferrocenyl-Benzimidazoles: A Possible Template for Antifungal Drug Design

Khaled H. Abu-Elteen, Raid J. Abdel-Jalil, Mawieh A. Hamad, M. Ghaleb, Khalid M. Khan and W. Voelter
The minimum inhibitory concentration (MIC) and minimum fungicidal concentration (MFC) for a group of newly synthesized derivatives of 2-ferrocenyl-5-fluoro-6-(4-substituted-1-pipera-zinyl) benzimidazoles were determined using a broth macrodilution method following clinical and laboratory standards institute (CLSI) recommendation for medically important Candida sp. The data demonstrate that compounds 4-fluoro-5-(4-methyl-1-piperazinyl)-2-nitroaniline(5a), 4-Fluoro-5-(4-phenyl-1-piperazinyl)-2-nitroaniline(5b), 2-ferrocenyl-5-fluoro-6-(4-methyl-1-piperazinyl) benzimidazole (7a), 2-ferrocenyl-5-fluoro-6-(4-phenyl-1-piperazinyl) benzimidazole (7b) and 2-ferrocenyl-5-fluoro-6-[4-(4-fluorophenyl)-1-piperazinyl] benzimidazole (7e) were found to have potent in vitro antifungal activity with MICs at which 80% of the strains were inhibited (MIC80s) of 15-125 μg mL-1. The active compounds were further screened in order to establish their mode of action on the basis of inhibitory effects on growth, budding, germ-tube formation and leakage of cytoplasmic content release after treatment. In comparison to control drugs (e.g., nystatin, miconazole nitrate and ketoconazole). Some derivatives of the 4-fluoro-5-(4-substituted-1-piperazinyl)-2-nitroanilines (series 5) and 2-ferrocenyl-5-fluoro-6-(4-substituted-1-piperazinyl)-[1H] benzi-midazoles (series 7) were found to be more potent in lower micro-molar concentrations (15-500 μg mL-1). It is clear from the data presented here that further studies on the structure-activity relationships, mechanisms of action and in vivo efficacies of these compounds are warranted to determine their clinical potential.
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How to cite this article

Khaled H. Abu-Elteen, Raid J. Abdel-Jalil, Mawieh A. Hamad, M. Ghaleb, Khalid M. Khan and W. Voelter, 2008. Fungicidal Effects of Some Derivatives of 2-Ferrocenyl-Benzimidazoles: A Possible Template for Antifungal Drug Design. Journal of Medical Sciences, 8: 673-681.

DOI: 10.3923/jms.2008.673.681

URL: https://scialert.net/abstract/?doi=jms.2008.673.681

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