title: Design and regioselective synthesis of trifluoromethylquinolone derivatives as potent antimicrobial agents.
abstract: Three series of new trifluoromethyl substituted quinolone derivatives were synthesized (4a-f, 6a-f and 8a-f) from corresponding substituted anilines by multi-step reactions. The regioselective alkylation with different alkyl halides were carried out by approaching two different routes to get the final products in good yield. Newly synthesized compounds were characterized by spectral study and also by C, H, N analyses. Three dimensional structure of 2b and 4b were also confirmed by single crystal X-ray studies. The final compounds (4a-f, 6a-f and 8a-f) were screened for their in-vitro antibacterial and antifungal activity by well plate method (zone of inhibition). The results revealed that, compounds 4a, 6b, 6c and 8e showed significant antibacterial activity as compared to the standard drug Ciprofloxacin. The compound 8a was found to be a potent antifungal agent.
authors.affiliation: Medicinal Chemistry Laboratory, Department of Chemistry, National Institute of Technology Karnataka, Surathkal, Mangalore 575 025, India.
authors.forename: B
authors.initials: B
authors.lastname: Garudachari
authors.forename: Arun M
authors.initials: AM
authors.lastname: Isloor
authors.forename: M N
authors.initials: MN
authors.lastname: Satyanarayana
authors.forename: Hoong-Kun
authors.initials: HK
authors.lastname: Fun
authors.forename: N
authors.initials: N
authors.lastname: Pavithra
authors.forename: Ananda
authors.initials: A
authors.lastname: Kulal
mesh_terms: D000890:Anti-Infective Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D001419:Bacteria / Q000187:drug effects*; D002176:Candida albicans / Q000187:drug effects*; D002939:Ciprofloxacin / Q000737:chemistry / Q000494:pharmacology; D018360:Crystallography, X-Ray; D015195:Drug Design; D005461:Fluorine / Q000737:chemistry*; D015394:Molecular Structure; D010408:Penicillium chrysogenum / Q000187:drug effects*; D011804:Quinolines / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*
chemical_list: D000890:Anti-Infective Agents; D011804:Quinolines; D005461:Fluorine; D002939:Ciprofloxacin
keywords: Antibacterial study; Antifungal study; Regioselective synthesis; Trifluoromethylquinolone derivative