Novel simple efficient synthetic approach toward 6-substituted-2H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole-3-thiones and first synthesis and biological evaluation of N-and S-beta-D-glucosides of the[1,2,4]triazolo [3,4-b][1,3,4]thiadiazole ring system.
Novel simple and efficient synthetic approach for the synthesis of 6-substituted-2H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole-3-thiones is described. Glucosidation of these novel bases with 2,3,4,6-tetra-O-acetyl-alpha-D-glucopyranosyl bromide followed by chromatographic separation gave the corresponding N-and S-ss-D-glucosides. The structure of these two regiosiomers was established chemically and spectroscopically. Antimicrobial screening of two selected regioisomeric compounds against Aspergillus fumigatus, Penicillium italicum, Syncephalastrum racemosum, Candida albicans, Staphylococcus aureus, Pseudomonas aeruginosa, Bacillus subtilis, and Escherichia coli are compared.
Khalil
Nasser S A M
NS
Regional Center for Food and Feed, Agricultural Research Center, Giza, Egypt. nasserkhalil_23@hotmail.com
D000890:Anti-Infective Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D001419:Bacteria / Q000254:growth & development; D005658:Fungi / Q000254:growth & development; D005960:Glucosides / Q000138:chemical synthesis* / Q000494:pharmacology; D008826:Microbial Sensitivity Tests; D013830:Thiadiazoles / Q000138:chemical synthesis* / Q000494:pharmacology; D014230:Triazoles / Q000138:chemical synthesis* / Q000494:pharmacology
D000890:Anti-Infective Agents; D005960:Glucosides; D013830:Thiadiazoles; D014230:Triazoles