A one pot synthesis and evaluation of 13-oxo-quino[3,4-b]carbazol-N-oxides as antimicrobial agents.
1-Oxo-1,2,3,4-tetrahydrocarbazoles (1a-e) upon mixed aldol condensation with o-nitrobenzaldehyde (2) yielded 13-oxo-quino[3,4-b]carbazol-N-oxides (3a-e). All the prepared compounds were characterized by elemental and spectral analysis. A plausible mechanism for the formation of the final products is proposed. The title compounds proved to have great potentialities as antibacterial and antifungal agents due to the presence of the N-oxide group. Particularly, the chloro substituted derivative, 3d, showed excellent antimicrobial activity.
Danish
Isravel Antony
IA
Department of Chemistry, Bharathiar University, Coimbatore-641046, India. prasad_125@yahoo.com
Prasad
Karnam Jayarampillai Rajendra
KJ
D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D000935:Antifungal Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D001547:Benzaldehydes / Q000737:chemistry; D002227:Carbazoles / Q000138:chemical synthesis* / Q000494:pharmacology*; D003497:Cyclic N-Oxides / Q000737:chemistry; D005658:Fungi / Q000187:drug effects; D006090:Gram-Negative Bacteria / Q000187:drug effects; D006094:Gram-Positive Bacteria / Q000187:drug effects; D007194:India; D015394:Molecular Structure; D021281:Quantitative Structure-Activity Relationship
D000900:Anti-Bacterial Agents; D000935:Antifungal Agents; D001547:Benzaldehydes; D002227:Carbazoles; D003497:Cyclic N-Oxides; C043850:2-nitrobenzaldehyde