[Antimicrobial action of ammonium salts of fused heterocycles containing ortho-nitrogen].
By alkylation of hexamethylenetetramine with halogenated derivatives of ketones, ethers, esters or amides of acids, alkyl- and aralkyl halides the corresponding N-monoalkylated compounds of hexamethylenetetramine were obtained. The quaternization of pyridine nitrogen in 5,6-benzoquinoline, 8-hydroxyquinoline, quinoline, 1,10-phenanthroline molecules with alkyl- or aralkylhalides was carried out. The susceptibility of Gram-positive (Streptococcus agalactiae and Staphylococcus aureus) and Gram-negative (E. coli, Salmonella cholerae suis, Salmonella enteridis Gartneri) microorganisms to synthesized quaternary ammonium salts by disc difussion method has been detected. The bacteriostatic action of 0.5-1% solutions of all compounds was assessed in comparison with benzalkonium chloride. It was shown, that the most effectiveness against all strains is possessed by quaternary hexamethylenetetramine ammonium salts, and especially salts, containing 1-propynyl- or hydroxycarbamoylmethyl radicals. The action of these two compounds against Salmonella and Streptococcus was stronger than the action of benzalkonium chloride. Susceptibility of Pseudomonas aeruginosa to these compounds were detected. It was shown, that 1% solutions of chlorides of N-(1-propynyl) hexamethylenetetramonium and N-(hydroxycarbamoylmethyl) hexamethylenetetrammonium demonstrate the same bacteriostatic action against P. aeruginosa as well as benzalkonium chloride.
Stankeviciene
Laimute
L
Institute of Cardiology, Kaunas University of Medicine, Kaunas, Lithuania.
Grigonis
Aidas
A
Matusevicius
Algimantas
A
Janusiene
Laima
L
Stankevicius
Antanas
A
D000890:Anti-Infective Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D000891:Anti-Infective Agents, Local / Q000494:pharmacology; D001419:Bacteria / Q000187:drug effects; D001548:Benzalkonium Compounds / Q000494:pharmacology; D024881:Drug Resistance, Bacterial; D006801:Humans; D008709:Methenamine / Q000138:chemical synthesis* / Q000494:pharmacology*; D008826:Microbial Sensitivity Tests; D010618:Phenanthrolines / Q000138:chemical synthesis* / Q000494:pharmacology*; D011550:Pseudomonas aeruginosa / Q000187:drug effects; D000644:Quaternary Ammonium Compounds / Q000138:chemical synthesis* / Q000494:pharmacology*; D011804:Quinolines / Q000138:chemical synthesis* / Q000494:pharmacology*; D012475:Salmonella / Q000187:drug effects; D013292:Streptococcus agalactiae / Q000187:drug effects
D000890:Anti-Infective Agents; D000891:Anti-Infective Agents, Local; D001548:Benzalkonium Compounds; D010618:Phenanthrolines; D000644:Quaternary Ammonium Compounds; D011804:Quinolines; C039108:benzo(f)quinoline; D008709:Methenamine