Synthesis, Antimicrobial and Anticancer Assessment of Novel 1,2,4-Triazoles, Mono-(1,2,4-triazolo)-[3,4-b:4′,3′-d][1,3,4]-thiadiazoles and Bis-(1,2,4-triazolo)-[3,4-b:4′,3′-d][1,3,4]thiadiazoles Linked to C-Furyl Glycosides
摘要
As our continuous endeavor for the design and synthesis of new pharmaceutical and bioactive materials, the present research describes the design and synthesis of a series of novel 1,2,4-triazoles, mono-(1,2,4-triazolo)-[3,4-b:4′,3′-d][1,3,4]-thiadiazoles and bis-(1,2,4-triazolo)-[3,4-b:4′,3′-d][1,3,4]thiadiazoles linked to C-furyl glycoside. The synthetic plan involved base catalyzed ring closure of thiosemicarbazide derivative of 3-carbethoxy-5-C-(l,4-anhydro-β-D-erythro-tetrofuranosyl)-2-methylfuran afforded the corresponding 1,2,4-triazol derivative. The synthesized compounds were assessed for their antimicrobial activity against Escherichia coli, Bacillus subtilis, Staphylococcus aureus, Aspergillus niger and Candida albicans. The compounds show high antimicrobial activity. The results obtained in antitumor tests showed that all compounds possess the highly significant effect against MCF7 and this is might be due to the presence of fused heterocyclic ring systems in addition to C-furyl glycoside moiety.