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Efficient synthesis and antimicrobial activity of some novel S-β-d-glucosides of 5-aryl-1,2,4-triazole-3-thiones derivatives.
Bioorg Med Chem Lett. 2013 Apr 01; 23(7):1997-2000.BM

Abstract

A series of 3-S-β-d-glucosides-4-arylideneamino-5-aryl-1,2,4-triazoles were rationally designed and synthesized according to the principle of superposition of bioactive substructures by the combination of 1,2,4-triazole, Schiff base and glucosides. The structures of the target compounds have been characterized by (1)H NMR, (13)C NMR, IR, MS and HRMS. All the newly synthesized compounds have been evaluated for their antimicrobial activities in vitro against Staphylococcus aureus (ATCC 6538), Escherichia coli (ATCC 8099) as well as Monilia albican (ATCC 10231). The bioactive assay showed that most of the tested compounds displayed variable inhibitory effects on the growth of the Gram-positive bacterial strain (Staphylococcus aureus), Gram-negative bacterial strains (Escherichia coli) and fungal strains (Monilia albican). All the target compounds exhibited better antifungal activity than antibacterial activity. Especially, compounds 6b, 6c, 6f, 6j, 6k and 6l showed excellent activity against fungus Monilia albican with MIC values of 16 μg/mL.

Authors+Show Affiliations

College of Chemistry & Chemical Engineering, Tianjin University of Technology, Tianjin 300384, China. jidan13820890973@163.comNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info available

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

23466234

Citation

Ji, Dan, et al. "Efficient Synthesis and Antimicrobial Activity of some Novel S-β-d-glucosides of 5-aryl-1,2,4-triazole-3-thiones Derivatives." Bioorganic & Medicinal Chemistry Letters, vol. 23, no. 7, 2013, pp. 1997-2000.
Ji D, Lu J, Lu B, et al. Efficient synthesis and antimicrobial activity of some novel S-β-d-glucosides of 5-aryl-1,2,4-triazole-3-thiones derivatives. Bioorg Med Chem Lett. 2013;23(7):1997-2000.
Ji, D., Lu, J., Lu, B., Xin, C., Mu, J., Li, J., Peng, C., & Bao, X. (2013). Efficient synthesis and antimicrobial activity of some novel S-β-d-glucosides of 5-aryl-1,2,4-triazole-3-thiones derivatives. Bioorganic & Medicinal Chemistry Letters, 23(7), 1997-2000. https://doi.org/10.1016/j.bmcl.2013.02.038
Ji D, et al. Efficient Synthesis and Antimicrobial Activity of some Novel S-β-d-glucosides of 5-aryl-1,2,4-triazole-3-thiones Derivatives. Bioorg Med Chem Lett. 2013 Apr 1;23(7):1997-2000. PubMed PMID: 23466234.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Efficient synthesis and antimicrobial activity of some novel S-β-d-glucosides of 5-aryl-1,2,4-triazole-3-thiones derivatives. AU - Ji,Dan, AU - Lu,JunRui, AU - Lu,BoWei, AU - Xin,ChunWei, AU - Mu,JiangBei, AU - Li,JianFa, AU - Peng,ChunYong, AU - Bao,XiuRong, Y1 - 2013/02/14/ PY - 2012/09/25/received PY - 2013/01/25/revised PY - 2013/02/06/accepted PY - 2013/3/8/entrez PY - 2013/3/8/pubmed PY - 2013/10/1/medline SP - 1997 EP - 2000 JF - Bioorganic & medicinal chemistry letters JO - Bioorg. Med. Chem. Lett. VL - 23 IS - 7 N2 - A series of 3-S-β-d-glucosides-4-arylideneamino-5-aryl-1,2,4-triazoles were rationally designed and synthesized according to the principle of superposition of bioactive substructures by the combination of 1,2,4-triazole, Schiff base and glucosides. The structures of the target compounds have been characterized by (1)H NMR, (13)C NMR, IR, MS and HRMS. All the newly synthesized compounds have been evaluated for their antimicrobial activities in vitro against Staphylococcus aureus (ATCC 6538), Escherichia coli (ATCC 8099) as well as Monilia albican (ATCC 10231). The bioactive assay showed that most of the tested compounds displayed variable inhibitory effects on the growth of the Gram-positive bacterial strain (Staphylococcus aureus), Gram-negative bacterial strains (Escherichia coli) and fungal strains (Monilia albican). All the target compounds exhibited better antifungal activity than antibacterial activity. Especially, compounds 6b, 6c, 6f, 6j, 6k and 6l showed excellent activity against fungus Monilia albican with MIC values of 16 μg/mL. SN - 1464-3405 UR - https://www.unboundmedicine.com/medline/citation/23466234/Efficient_synthesis_and_antimicrobial_activity_of_some_novel_S_β_d_glucosides_of_5_aryl_124_triazole_3_thiones_derivatives_ L2 - https://linkinghub.elsevier.com/retrieve/pii/S0960-894X(13)00214-X DB - PRIME DP - Unbound Medicine ER -