title: Investigating biological activity spectrum for novel styrylquinazoline analogues.
abstract: In this study, series of ring-substituted 2-styrylquinazolin-4(3H)-one and 4-chloro-2-styrylquinazoline derivatives were prepared. The syntheses of the discussed compounds are presented. The compounds were analyzed by RP-HPLC to determine lipophilicity. They were tested for their inhibitory activity on photosynthetic electron transport (PET) in spinach (Spinacia oleracea L.) chloroplasts. Primary in vitro screening of the synthesized compounds was also performed against four mycobacterial strains and against eight fungal strains. Several compounds showed biological activity comparable with or higher than that of the standard isoniazid. It was found that the electronic properties of the R substituent, and not the total lipophilicity of the compound, were decisive for the photosynthesis-inhibiting activity of tested compounds.
authors.affiliation: Zentiva k.s., U kabelovny 130, 102 37 Prague 10, Czech Republic. josef.jampilek@zentiva.cz
authors.forename: Josef
authors.initials: J
authors.lastname: Jampilek
authors.forename: Robert
authors.initials: R
authors.lastname: Musiol
authors.forename: Jacek
authors.initials: J
authors.lastname: Finster
authors.forename: Matus
authors.initials: M
authors.lastname: Pesko
authors.forename: James
authors.initials: J
authors.lastname: Carroll
authors.forename: Katarina
authors.initials: K
authors.lastname: Kralova
authors.forename: Marcela
authors.initials: M
authors.lastname: Vejsova
authors.forename: Jim
authors.initials: J
authors.lastname: O'Mahony
authors.forename: Aidan
authors.initials: A
authors.lastname: Coffey
authors.forename: Jiri
authors.initials: J
authors.lastname: Dohnal
authors.forename: Jaroslaw
authors.initials: J
authors.lastname: Polanski
mesh_terms: D000995:Antitubercular Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D002736:Chloroplasts / Q000187:drug effects; D004579:Electron Transport / Q000187:drug effects; D006801:Humans; D009165:Mycobacterium Infections, Nontuberculous / Q000188:drug therapy; D009170:Nontuberculous Mycobacteria / Q000187:drug effects*; D010788:Photosynthesis / Q000187:drug effects; D018410:Pneumonia, Bacterial / Q000188:drug therapy / Q000382:microbiology; D011799:Quinazolines / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D018724:Spinacia oleracea / Q000187:drug effects; D013343:Styrenes / Q000138:chemical synthesis / Q000494:pharmacology*
chemical_list: C546751:4-chloro-2-styrylquinazoline; D000995:Antitubercular Agents; D011799:Quinazolines; D013343:Styrenes; C501448:styrylquinazoline; C071666:2-styrylquinazolin-4(3H)-one