1,3,4-Thiadiazole and 1,2,4-triazole-3(4 H )-thione bearing salicylate moiety: synthesis and evaluation as anti- Candida albicans

Authors

  • Awwad Abdoh Radwan Assiut University; Faculty of Pharmacy; Department of Pharmaceutical Organic Chemistry
  • Fares Kaed Alanazi King Saud University; Department of Pharmaceutics, College of Pharmacy
  • Mohammed Hamed Al-Agamy Al-Azhar University; Faculty of Pharmacy; Department of Microbiology and Immunology

DOI:

https://doi.org/10.1590/s2175-97902017000115239

Keywords:

Anti-Candida/docking studies, Thiadiazole, Triazole

Abstract

Dramatically increased occurrence of both superficial and invasive fungal infections has been observed. Candida albicans appear to be the main etiological agent of invasive fungal infections. The anti-C. albicans activity of thiosemicarbazide, 1,3,4-Thiadiazole, and 1,2,4-triazole-3(4H)-thione compounds (compounds 3-23) were investigated. The MIC values of thiadiazole and triazole derivatives 10-23 were in the range of 0.08-0.17 µmol mL-1, while that of fluconazole was 0.052 µmol mL-1. Compound 11 (5-(2-(4-chlorobenzyloxy)phenyl)-N-allyl-1,3,4-thiadiazol-2-amine) and compound 18 (5-(2-(4-chlorobenzyloxy)phenyl)-4-allyl-2H-1,2,4-triazole-3(4H)-thione) were found to be the most active compounds, with MIC values of 0.08 µmol mL-1. The newly synthesized thiadiazole and triazole compounds (compounds 10-23) showed promising anti-Candida activity. The allyl substituent-bearing compounds 11 and 18 exhibited significant anti-Candida albicans activity and showed a binding mode as well as the fluconazole x-ray structure.

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Published

2017-01-01

Issue

Section

Articles

How to Cite

1,3,4-Thiadiazole and 1,2,4-triazole-3(4 H )-thione bearing salicylate moiety: synthesis and evaluation as anti- Candida albicans. (2017). Brazilian Journal of Pharmaceutical Sciences, 53(1), e15239-. https://doi.org/10.1590/s2175-97902017000115239