Synthesis of new chalcone derivatives bearing 2,4-thiazolidinedione and benzoic acid moieties as potential anti-bacterial agents

• Published in: European journal of medicinal chemistry 2011-08, Vol.46 (8), p.3469-3473
• Main Authors: Liu, Xiao-Fang, Zheng, Chang-Ji, Sun, Liang-Peng, Liu, Xue-Kun, Piao, Hu-Ri
• Format: Article
• Language: English
• Subjects: 2,4-Thiazolidinedione; Anti-bacterial activity; Anti-Bacterial Agents - chemical synthesis; Anti-Bacterial Agents - pharmacology; Antibacterial agents; Antibiotics. Antiinfectious agents. Antiparasitic agents; Bacterial Infections - drug therapy; Bacterial Infections - microbiology; Benzoic acid; Benzoic Acid - chemistry; Biological and medical sciences; Cell Proliferation - drug effects; Chalcone; Chalcone - chemical synthesis; Chalcone - pharmacology; Drug Resistance, Bacterial - drug effects; Escherichia coli - drug effects; Escherichia coli - growth & development; Medical sciences; Microbial Sensitivity Tests; Pharmacology. Drug treatments; Staphylococcus aureus - drug effects; Staphylococcus aureus - growth & development; Thiazolidinediones - chemistry
• ISSN: 0223-5234; 1768-3254
• DOI: 10.1016/j.ejmech.2011.05.012

A series of chalcone derivatives bearing the 2,4-thiazolidinedione and benzoic acid moieties ( 8a– s) were synthesized, characterized, and evaluated for their anti-bacterial activity. Among the tested compounds, the most effective were 8a, 8h, 8k, 8n and 8q with MIC value in the range of 0.5–4 μg/mL against six Gram-positive bacteria (including multidrug-resistant clinical isolates). None of the compounds exhibited any activity against the Gram-negative bacteria Escherichia coli 1356 and E. coli 1682 at 64 μg/mL. A series of new chalcone derivatives bearing 2,4-thiazolidinedione and benzoic acid moieties were synthesized, characterized, and evaluated for their anti-bacterial activity. [Display omitted] ► New hybrid compounds possessing chalcone and 2,4-thiazolidinedione were synthesized. ► Some compounds exhibited more potent than control medicines against MRSA and QRSA. ► 8a showed strongest activity against MRSA 3506 with the MIC value of 0.5 μg/mL.