title: Synthesis and antimicrobial activity of novel substituted ethyl 2-(quinolin-4-yl)-propanoates.
abstract: Substituted 4-hydroxyquinolines were synthesized from anilines and diethyl 2-(ethoxymethylene)malonate by the Gould-Jacobs reaction via cyclization of the intermediate anilinomethylenemalonate followed by hydrolysis and decarboxylation. The 4-hydroxyquinolines reacted with phosphorous oxychloride to form 4-chloroquinolines, which reacted on heating with diethyl sodiomethylmalonate in DMF to yield moderate yields of substituted ethyl 2-(quinolin-4-yl)propanoates, many of which showed potent antimicrobial activity against Helicobacter pylori.
authors.affiliation: Biomedical Research Centre, Sheffield Hallam University, Howard Street, Sheffield, S1 1WB, UK. m.a.khan@shu.ac.uk
authors.forename: M Akram
authors.initials: MA
authors.lastname: Khan
authors.forename: Keith
authors.initials: K
authors.lastname: Miller
authors.forename: Kim Drummond
authors.initials: KD
authors.lastname: Rainsford
authors.forename: Yong
authors.initials: Y
authors.lastname: Zhou
mesh_terms: D000890:Anti-Infective Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D003500:Cyclization; D005658:Fungi / Q000187:drug effects; D006090:Gram-Negative Bacteria / Q000187:drug effects; D006094:Gram-Positive Bacteria / Q000187:drug effects; D008826:Microbial Sensitivity Tests; D011422:Propionates / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*
chemical_list: D000890:Anti-Infective Agents; D011422:Propionates