Synthesis of Some New 1,3/ or 1,4-Bis(Glucopyranosyl-1,2,4-Triazol-5-Ylthio)Propanes/ or Butanes as Potential Antimicrobial Agents

Abstract

Glucosidation of the appropriate 1,3 or 1,4-bis(4-amino or arylideneamino-2,4-dihydro-3-thioxo-3H-1,2,4-triazol-5-ylthio)propanes or butanes with 2,3,4,6-tetra-O-acetyl-α-d-glucopyranosyl bromide followed by chromatographic separation gave the corresponding N-, S-, and N,S-bis(glucosides). Chemical transformation leading to new functionalities has been achieved. Antimicrobial screening of 10 selected compounds resulted in their activity against Aspergillus fumigatus, Penicillium italicum, Syncephalastrum racemosum, Candida albicans, Staphylococcus aureus, Pseudomonas aeruginosa, Bacillus subtilis, and Escherichia coli.

Keywords:

• Synthesis
• Glucosidation
• bis(Triazoles)
• bis(Glucosides)
• Antimicrobial

Notes

^a100 µL of each conc. was tested (5, 2.5, 1.0 mg/L); Well diameter = 0.6 cm.

^bSt. = Reference standard; chloramphenicol was used as a standard antibacterial agent and terbinafin was used as a standard antifungal agent.