Synthesis of novel nalidixic acid-based 1,3,4-thiadiazole and 1,3,4-oxadiazole derivatives as potent antibacterial agents.
Novel nalidixic acid-based 1,3,4-thia(oxa)diazoles, their thio ethers, sulfones, bis mercapto, and Mannich bases were synthesized and characterized by Infrared spectra, (1) H NMR, (13) C NMR, and elemental analysis. These compounds were evaluated for their antibacterial activity against two Gram-positive and three Gram-negative bacteria. The preliminary bioassay showed that most of the compounds had better antibacterial activity than the parent compounds, 1,3,4-thia(oxa)diazoles, at the dosage 50μg/mL toward five test bacteria. Four Mannich bases of nalidixic acid-based 1,3,4-thiadiazole exhibited maximum antibacterial activity against Bacillus subtilis, Klebsiella pneumoniae, and Pseudomonas aeruginosa with minimum inhibitory concentration in the range of 6.25-125μg/mL.
Division of Agricultural Chemicals, Indian Agricultural Research Institute, Pusa Campus, New Delhi-110 012, India.
Nisha
N
Aggarwal
Rajesh
R
Kumar
Prem
P
Dureja
Jitender Mohan
JM
Khurana
D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D001412:Bacillus subtilis / Q000187:drug effects; D006090:Gram-Negative Bacteria / Q000187:drug effects*; D016905:Gram-Negative Bacterial Infections / Q000188:drug therapy; D006801:Humans; D007711:Klebsiella pneumoniae / Q000187:drug effects; D009268:Nalidixic Acid / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D019906:Nuclear Magnetic Resonance, Biomolecular; D010080:Oxazoles / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D011550:Pseudomonas aeruginosa / Q000187:drug effects; D013830:Thiadiazoles / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology
D000900:Anti-Bacterial Agents; D010080:Oxazoles; D013830:Thiadiazoles; C058949:1,3,4-thiadiazole; D009268:Nalidixic Acid