Synthesis and antimicrobial evaluation of 5-aryl-1, 2, 4-triazole-3-thione derivatives containing a rhodanine moiety. Issue 15 (1st August 2015)

• Record Type: Journal Article
• Authors: Li, Chao; Liu, Jia-Chun; Li, Ya-Ru; Gou, Cheng; Zhang, Mei-Ling; Liu, Hong-Yan; Li, Xiao-Zhen; Zheng, Chang-Ji; Piao, Hu-Ri
• Is Part Of: Bioorganic & medicinal chemistry letters. Volume 25:Issue 15(2015)
• Page Start: 3052
• Page End: 3056
• Publication Date: 2015-08-01
• Subjects: Rhodanine -- 1, 2, 4-Triazole derivatives -- Antibacterial activity -- Minimum inhibitory concentration -- Minimum bactericidal concentration; Bioorganic chemistry -- Periodicals; Pharmaceutical chemistry -- Periodicals; 572
• DOI: 10.1016/j.bmcl.2015.04.081
• Languages: English
• ISSNs: 0960-894X

Abstract

Graphical abstract: Abstract: Three series of 5-aryl-1, 2, 4-triazole-3-thione derivatives containing a rhodanine moiety (5a –k, 6a –i, and7a –i ) have been synthesized, characterized and evaluated for their antibacterial activity. Some of these displayed potent antibacterial activity against several Gram-positive and Gram-negative bacterial strains (including multidrug-resistant clinical isolates) with minimum inhibitory concentration (MIC) values in the range of 4–64 μg/mL and minimum bactericidal concentration (MBC) values in the range of 8–256 μg/mL. Compared with previously reported rhodanine derivatives, these compounds exhibited a broad spectrum of antibacterial activity by means of introducing 4-amino-5-aryl-1, 2, 4-triazole-3-thione moiety. Notably, compound5f exhibited good antibacterial activity against Staphylococcus aureus RN 4220, S. aureus 209, S. aureus 503, Gram-negative bacteria ( Escherichia coli 1924), and Candida albicans 7535 with MBC values of 8 or 16 μg/ml. All of the compounds synthesized in the current Letter were characterized by 1 H NMR, 13 C NMR, infrared and mass spectroscopy.