title: Investigation of the antimycobacterial activity of 8-hydroxyquinolines.
abstract: A series of styrylquinolines and quinolineamides based on the 8-hydroxyquinoline moiety were investigated as potential antimycobacterial agents. The lipophilicity of the compounds was measured using RP-HPLC and the tests of their activity against Mycobacterium kansasii, the M. avium complex, M. smegmatis, M. abscessus, M. tuberculosis and M. avium paratuberculosis was performed. Several of the compounds that were obtained appeared to be more effective than isoniazid and ciprofloxacin. The 5,7-dinitro-8-hydroxyquinoline derivative possessed the highest potency against M. abscessus and M. Smegmatis, which was about twice as effective as ciprofloxacin, while 2-(2-hydroxystyryl)-8-hydroxyquinoline-7-carboxylic acid appeared to be comparable with the standard drugs that are against the M. avium complex. The structure activity relationships are discussed.
authors.forename: Wioleta
authors.initials: W
authors.lastname: Cieslik
authors.forename: Ewelina
authors.initials: E
authors.lastname: Spaczynska
authors.forename: Katarzyna
authors.initials: K
authors.lastname: Malarz
authors.forename: Dominik
authors.initials: D
authors.lastname: Tabak
authors.forename: Eoghan
authors.initials: E
authors.lastname: Nevin
authors.forename: Jim
authors.initials: J
authors.lastname: O'Mahony
authors.forename: Aidan
authors.initials: A
authors.lastname: Coffey
authors.forename: Anna
authors.initials: A
authors.lastname: Mrozek-Wilczkiewicz
authors.forename: Josef
authors.initials: J
authors.lastname: Jampilek
authors.affiliation: Department of Organic Chemistry, Institute of Chemistry, University of Silesia, Szkolna 9, 40-007 Katowice, Poland. robert.musiol@us.edu.pl.
authors.forename: Robert
authors.initials: R
authors.lastname: Musiol
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D002470:Cell Survival / Q000187:drug effects; D002478:Cells, Cultured; D004305:Dose-Response Relationship, Drug; D005347:Fibroblasts / Q000187:drug effects; D006801:Humans; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D009161:Mycobacterium / Q000187:drug effects*; D015125:Oxyquinoline / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D013329:Structure-Activity Relationship
chemical_list: D000900:Anti-Bacterial Agents; D015125:Oxyquinoline