title: New quinolin-4-yl-1,2,3-triazoles carrying amides, sulphonamides and amidopiperazines as potential antitubercular agents.
abstract: Three new series of quinoline-4-yl-1,2,3-triazoles carrying amides, sulphonamides and amidopiperazines were synthesized through multi-step reactions. The required intermediate, [1-(6-methoxy-2-methylquinolin-4-yl)-1H-1,2,3-triazol-4-yl]methanol (2) was prepared by treating 4-azido-6-methoxy-2-methylquinoline (1) with propargyl alcohol. Three different series of compounds were synthesized from this intermediate. All the newly synthesized compounds were characterized by spectral and elemental analyses. The structure of 2 was confirmed by X-ray crystallographic study. Further, the title compounds were evaluated for their in vitro anti-bacterial activity against five different bacterial strains and antimycobacterial activity against Mycobacterium tuberculosis H37Rv, Mycobacterium smegmatis (ATCC 19420) and Mycobacterium fortuitum (ATCC 19542). Title compounds, 6a, 6d, 6i, 6j, 7e, 10a and 10i were found to be active against Mycobacterium tuberculosis H37Rv strain and could be lead molecules of interest.
authors.affiliation: Anthem Biosciences Pvt. Ltd, No. 49, Bommasandra Industrial Area, Bommasandra, Bangalore 560099, Karnataka, India.
authors.forename: K D
authors.initials: KD
authors.lastname: Thomas
authors.forename: Airody Vasudeva
authors.initials: AV
authors.lastname: Adhikari
authors.forename: Imran H
authors.initials: IH
authors.lastname: Chowdhury
authors.forename: E
authors.initials: E
authors.lastname: Sumesh
authors.forename: Nishith K
authors.initials: NK
authors.lastname: Pal
mesh_terms: D000577:Amides / Q000737:chemistry*; D000995:Antitubercular Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D018360:Crystallography, X-Ray; D004305:Dose-Response Relationship, Drug; D004926:Escherichia coli / Q000187:drug effects* / Q000254:growth & development; D008826:Microbial Sensitivity Tests; D008958:Models, Molecular; D015394:Molecular Structure; D010879:Piperazines / Q000737:chemistry*; D011549:Pseudomonas / Q000187:drug effects* / Q000254:growth & development; D011804:Quinolines / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D013237:Stereoisomerism; D013291:Streptococcus / Q000187:drug effects* / Q000254:growth & development; D013329:Structure-Activity Relationship; D014230:Triazoles / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*
chemical_list: D000577:Amides; D000995:Antitubercular Agents; D010879:Piperazines; D011804:Quinolines; D014230:Triazoles