ISSN 2326-7275
International Journal of Anatomy and Physiology ISSN: 2326-7275 Vol. 7 (4), pp. 001-009, April, 2018. © International Scholars Journals
Full Length Research Paper
Antifungal, cytotoxic activities and docking studies of 2,5-dimercapto-1,3,4-thiadiazole derivatives
Weerasak Samee1* and Opa Vajragupta2
1Department of Pharmaceutical Chemistry and Pharmacognosy, Faculty of Pharmacy, Srinakharinwirot University,
Nakhon-nayok, Thailand.
2Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Mahidol University, Bangkok, Thailand.
Accepted 20 September, 2017
Abstract
A series of 2,5-dimercapto-1,3,4-thiadiazole derivatives (compounds 1 to 10) were prepared by nucleophilic substitution reaction between 2,5-dimercapto-1,3,4-thiadiazole and chloroheterocyclic compounds in methanol and in the presence of potassium carbonate (compounds 1 to 5 and 8) or metallic sodium (compounds 6, 7, 9 and 10) at room temperature. The cytotoxic activity was determined by green fluorescent protein (GFP)-based assay and anti-candida activity was determined by resazurin microplate assay (REMA). Compounds 1 to 4, 8 and 9 showed in vitro cytotoxic activities against Vero cells (African green monkey kidney). Compounds 4 and 10 exhibited anti-candida activities against Candida albicans (ATCC 90028) with IC50 values of 1.94 and 19.10 µg/ml, respectively. Docking studies on the catalytic site of cytochrome P450 14a-demethylase were used to identify the chemical structures in the molecule responsible for cytotoxic and anti-candida activities of the synthesized compounds.
Key words: 2,5-dimercapto-1,3,4-thiadiazol, docking, cytotoxicity, antifungal.