Synthesis and Anticancer Activity of Bis-(N-Glucosylated Triazolothiadiazolyl) Alkanes via Cyclocondensation Reaction Involving C–s and C–n Bond formation

GRAPHICAL ABSTRACT

A series of bis-(4-amino-5-mercapto-1,2,4-triazol-3-yl) alkanes have been synthesized and were condensed with N-tetra-O-acetyl-β-D-glucopyranosyl isocyanodichloride to afford biologically active bis-[6-tetra-O-acetyl-β-D-glucopyranosylimino-1,2,4-triazolo[3,4-b]-1,3,4-thiadiazol-4-yl] alkanes. The structures of the new glucosylated heterocyclic compounds have been established by IR, ¹H NMR, and ¹³C NMR spectroscopy, and mass spectrometry analyses. Among the synthesized compounds, a few target compounds were screened for their in vitro

anticancer activity against two human cancer cell lines, viz. MCF-7 (Breast) and HEPG2 (Liver).

Keywords:

• N-glucosylated triazolothiadiazolyl alkanes
• bis-1,2,4-triazole
• glucopyranosyl isocyanodichloride