Design, Synthesis and Biological Evaluation of New Piperazin-4-yl-(acetyl-thiazolidine-2,4-dione) Norfloxacin Analogues as Antimicrobial Agents

In an effort to improve the antimicrobial activity of norfloxacin, a series of hybrid norfloxacin-thiazolidinedione molecules were synthesized and screened for their direct antimicrobial activity and their anti-biofilm properties. The new hybrids were intended to have a new binding mode to DNA gyras...

Full description

Saved in:
Bibliographic Details
Published in:Molecules (Basel, Switzerland) Switzerland), 2019-10, Vol.24 (21), p.3959
Main Authors: Marc, Gabriel, Araniciu, Cătălin, Oniga, Smaranda Dafina, Vlase, Laurian, Pîrnău, Adrian, Nadăș, George Cosmin, Novac, Cristiana Ștefania, Matei, Ioana Adriana, Chifiriuc, Mariana Carmen, Măruțescu, Luminița, Oniga, Ovidiu
Format: Article
Language:English
Subjects:
anti-bacterial
anti-biofilm
Anti-Infective Agents - chemical synthesis
Anti-Infective Agents - chemistry
Anti-Infective Agents - pharmacokinetics
Anti-Infective Agents - pharmacology
Antibacterial activity
antibiotic resistance
Antibiotics
Antimicrobial activity
Antimicrobial agents
Binding sites
Biofilms
Biofilms - drug effects
Biological properties
Catalytic Domain
dna gyrase
DNA Gyrase - metabolism
DNA topoisomerase
Drug resistance
Enzymes
fluoroquinolones
Gram-positive bacteria
Hybrids
Microbial Sensitivity Tests
Models, Molecular
Molecular Docking Simulation
Mutation
Norfloxacin
Norfloxacin - analogs & derivatives
Pathogenicity
Pathogens
Permeability
Solubility
Strains (organisms)
thiazolidinedione
Thiazolidinediones - chemical synthesis
Thiazolidinediones - chemistry
Thiazolidinediones - pharmacokinetics
Thiazolidinediones - pharmacology
Water - chemistry
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:In an effort to improve the antimicrobial activity of norfloxacin, a series of hybrid norfloxacin-thiazolidinedione molecules were synthesized and screened for their direct antimicrobial activity and their anti-biofilm properties. The new hybrids were intended to have a new binding mode to DNA gyrase, that will allow for a more potent antibacterial effect, and for activity against current quinolone-resistant bacterial strains. Moreover, the thiazolidinedione moiety aimed to include additional anti-pathogenicity by preventing biofilm formation. The resulting compounds showed promising direct activity against Gram-negative strains, and anti-biofilm activity against Gram-positive strains. Docking studies and ADMET were also used in order to explain the biological properties and revealed some potential advantages over the parent molecule norfloxacin.
ISSN:1420-3049
1420-3049
DOI:10.3390/molecules24213959