Determination of the Primary Molecular Target of 1,2,4-Triazole-Ciprofloxacin Hybrids

Abstract

We have synthesized and examined the antibacterial activity, toxicity and affinity towards bacterial type II topoisomerases of a series of 1,2,4-triazole-ciprofloxacin hybrids. A number of these compounds displayed enhanced activity against Gram-positive and Gram-negative bacteria when compared to ciprofloxacin. The toxic concentrations of the obtained derivatives, evaluated on HEK-293 cells using MTT assay, were much higher than concentrations required to produce antibacterial effect. Finally, the results of enzymatic studies showed that the analyzed compounds demonstrated other preferences as regards primary and secondary molecular targets than ciprofloxacin.

Quinolone–Triazole Hybrids and their Biological Activities

“…A number of 1,2,4‐triazole– CPFX hybrids 6 (Fig. ) was screened for their in vitro activities against drug‐susceptible and drug‐resistant Gram‐negative and Gram‐positive pathogens by Plech et al . A significant part of the hybrids displayed higher antibacterial activity than CPFX toward both Gram‐positive and Gram‐negative species, and it is worth to note that the tested MRSA strain demonstrated to be more sensitive to 1,2,4‐triazole‐CPFX hybrids than the MSSA strains.…”

Synthesis, Crystal Structure and DFT Studies of 8-chloro-3-((3-chlorobenzyl)thio)-[1,2,4]triazolo[4,3-a]pyridine

“…1 H NMR and 13 C NMR spectra were measured on a Bruker AV-400 or ANANCE III (500 M) instrument by using TMS as an internal standard and CDCl3 or DMSO-d6 as the solvent. FT-IR was determined on a Nicolet AVATAR instrument.…”

“…Within current research, heterocycles are key to drug discovery. 1,2,4-Triazole compounds are classic nitrogen containing heterocycles [1,2]. They display antifungal [3][4][5], herbicidal [6,7], anti-mycobacterial [8] and antioxidant activities [9].…”

Synthesis of Some New Ciprofloxacin Hybrids as Potential Antimicrobial Agents

“…This position decisive effects on their nature including antibacterial spectrum, potency, and pharmacokinetics properties . Many studies have been reported for the structural modification at C‐7 position in fluoroquinolones by incorporating several substituents containing some five‐membered and six‐membered heterocycles such as triazole, thiadiazole, piperidine, and oxadiazole .…”