Synthesis of nonionic surfactants with azole ring bearing N-glycosides and their antibacterial activity

Six azoles with n-pentyl side chain 6-9, 11 and 12 were synthesized from n-hexanoic acid. Three N-glycosides namely: 5-pentyl-2-(d-amino arabinoside)-1,3,4-oxadiazole (13), 5-pentyl-2-(d-aminoglycoside)-1,3,4-thiadiazole (14), and 3-pentyl-4-(d-amino xyloside)-4H-1,2,4-triazole-5-thiol (15) were prepared from already synthesized n-pentyl azoles 6, 7 and 11, respectively. Surface activity properties of water soluble synthesized compounds 6, 7, and 11-15 were studied in terms of surface tension, cloud point and critical micelle concentration. The antibacterial activities were assessed using the paper disk diffusion and broth dilution methods against gram-positive and gram-negative bacteria. Some of the synthetic compounds showed promising activity against microorganisms under test in comparison to commercially available antibiotics polymixine and oxytetracycline.