title: Search for factors affecting antibacterial activity and toxicity of 1,2,4-triazole-ciprofloxacin hybrids.
abstract: A series of 1,2,4-triazole-based compounds was designed as potential antibacterial agents using molecular hybridization approach. The target compounds (23-44) were synthesized by Mannich reaction of 1,2,4-triazole-3-thione derivatives with ciprofloxacin (CPX) and formaldehyde. Their potent antibacterial effect on Gram-positive bacteria was accompanied by similarly strong activity against Gram-negative strains. The toxicity of the CPX-triazole hybrids for bacterial cells was even up to 18930 times higher than the toxicity for human cells. The results of enzymatic studies showed that the antibacterial activity of the CPX-triazole hybrids is not dependent solely on the degree of their affinity to DNA gyrase and topoisomerase IV.
authors.affiliation: Department of Organic Chemistry, Faculty of Pharmacy, Medical University, Chodzki 4A, 20-093 Lublin, Poland. Electronic address: tomasz.plech@umlub.pl.
authors.forename: Tomasz
authors.initials: T
authors.lastname: Plech
authors.affiliation: Department of Organic Chemistry, Faculty of Pharmacy, Medical University, Chodzki 4A, 20-093 Lublin, Poland.
authors.forename: Barbara
authors.initials: B
authors.lastname: Kaproń
authors.affiliation: Department of Organic Chemistry, Faculty of Pharmacy, Medical University, Chodzki 4A, 20-093 Lublin, Poland.
authors.forename: Agata
authors.initials: A
authors.lastname: Paneth
authors.affiliation: Department of Pharmaceutical Microbiology, Faculty of Pharmacy, Medical University, Chodzki 1, 20-093 Lublin, Poland.
authors.forename: Urszula
authors.initials: U
authors.lastname: Kosikowska
authors.affiliation: Department of Pharmaceutical Microbiology, Faculty of Pharmacy, Medical University, Chodzki 1, 20-093 Lublin, Poland.
authors.forename: Anna
authors.initials: A
authors.lastname: Malm
authors.affiliation: Department of Genetics of Microorganisms, University of Lodz, Banacha 12/16, 90-237 Lodz, Poland.
authors.forename: Aleksandra
authors.initials: A
authors.lastname: Strzelczyk
authors.affiliation: Department of Genetics of Microorganisms, University of Lodz, Banacha 12/16, 90-237 Lodz, Poland.
authors.forename: Paweł
authors.initials: P
authors.lastname: Stączek
authors.affiliation: Department of Virology, Faculty of Medicine, Medical University, Chodźki 1, 20-093 Lublin, Poland.
authors.forename: Łukasz
authors.initials: Ł
authors.lastname: Świątek
authors.affiliation: Department of Virology, Faculty of Medicine, Medical University, Chodźki 1, 20-093 Lublin, Poland.
authors.forename: Barbara
authors.initials: B
authors.lastname: Rajtar
authors.affiliation: Department of Virology, Faculty of Medicine, Medical University, Chodźki 1, 20-093 Lublin, Poland.
authors.forename: Małgorzata
authors.initials: M
authors.lastname: Polz-Dacewicz
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D002939:Ciprofloxacin / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D006090:Gram-Negative Bacteria / Q000187:drug effects; D006094:Gram-Positive Bacteria / Q000187:drug effects; D057809:HEK293 Cells; D006801:Humans; D020128:Inhibitory Concentration 50; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D013329:Structure-Activity Relationship; D014230:Triazoles / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology
chemical_list: D000900:Anti-Bacterial Agents; D014230:Triazoles; C045575:1,2,4-triazole; D002939:Ciprofloxacin
keywords: 1,2,4-Triazole-3-thiones; Fluoroquinolones; Gyrase DNA; MTT assay; Topoisomerase IV