Synthesis and antimicrobial study of fluoroquinolone-based 4-thiazolidinones

Patel, Navin B.; Patel, Sarvil D.

doi:10.1007/s00044-009-9228-2

Cited by 19 publications

(7 citation statements)

References 19 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…These medicinal molecules have antibacterial and antifungal activities and some of them are even active against drug resistant Mycobacterium tuberculosis strains. However there is a need to test these novel quinolones in mammals for their potential toxicity [30,31,32,33,34,35,36]. Komarnicka et al made phosphine derivatives of sparfloxacin in high yield by treating sparfloxacin with methoxy(diphenyl)phosphine.…”

Section: Recent Developments In the Synthesis Of Quinolonesmentioning

confidence: 99%

The Current Case of Quinolones: Synthetic Approaches and Antibacterial Activity

et al. 2016

View full text Add to dashboard Cite

Quinolones are broad-spectrum synthetic antibacterial drugs first obtained during the synthesis of chloroquine. Nalidixic acid, the prototype of quinolones, first became available for clinical consumption in 1962 and was used mainly for urinary tract infections caused by Escherichia coli and other pathogenic Gram-negative bacteria. Recently, significant work has been carried out to synthesize novel quinolone analogues with enhanced activity and potential usage for the treatment of different bacterial diseases. These novel analogues are made by substitution at different sites-the variation at the C-6 and C-8 positions gives more effective drugs. Substitution of a fluorine atom at the C-6 position produces fluroquinolones, which account for a large proportion of the quinolones in clinical use. Among others, substitution of piperazine or methylpiperazine, pyrrolidinyl and piperidinyl rings also yields effective analogues. A total of twenty six analogues are reported in this review. The targets of quinolones are two bacterial enzymes of the class II topoisomerase family, namely gyrase and topoisomerase IV. Quinolones increase the concentration of drug-enzyme-DNA cleavage complexes and convert them into cellular toxins; as a result they are bactericidal. High bioavailability, relative low toxicity and favorable pharmacokinetics have resulted in the clinical success of fluoroquinolones and quinolones. Due to these superior properties, quinolones have been extensively utilized and this increased usage has resulted in some quinolone-resistant bacterial strains. Bacteria become resistant to quinolones by three mechanisms: (1) mutation in the target site (gyrase and/or topoisomerase IV) of quinolones; (2) plasmid-mediated resistance; and (3) chromosome-mediated quinolone resistance. In plasmid-mediated resistance, the efflux of quinolones is increased along with a decrease in the interaction of the drug with gyrase (topoisomerase IV). In the case of chromosome-mediated quinolone resistance, there is a decrease in the influx of the drug into the cell.

show abstract

Section: Recent Developments In the Synthesis Of Quinolonesmentioning

confidence: 99%

The Current Case of Quinolones: Synthetic Approaches and Antibacterial Activity

et al. 2016

View full text Add to dashboard Cite

show abstract

“…The most important applications of its derivatives are antibacterial (Letafat et al, 2007), antimicrobial (Patel and Patel, 2009b;Bhagat, 2006), anti-HIV (Al-Soud et al, 2007), and as cytotoxic agents (Rajabalian et al, 2007).…”

Section: Introductionmentioning

confidence: 99%

Synthesis and antimicrobial activity of new pyridine derivatives-I

2010

Self Cite

View full text Add to dashboard Cite

2-Amino substituted benzothiazoles 2a-l and 2-chloropyridine-3-carboxylic acid 3 were used to prepare 2-[N-(substitutedbenzothiazolyl)amino]pyridine-3-carboxylic acids (4a-l) in 2-ethoxy ethanol. Acid chlorides (5a-l) were condensed with 2-hydroxyethyl piperazine (6) and 2,3-dichloropiperazine (7) to prepare amide derivatives 2-[N-(substituted benzothiazolyl)amino]pyridin-3-yl (4-(2-hydroxyethyl)piperazin-1-yl)methanones (8a-l) and 2-[N-(substituted benzothiazolyl) amino]pyridin-3-yl(2,3-dichloropiperazine-1-yl)methanones (9a-l), respectively. The structures of new compounds have been established on the basis of elemental analysis and spectral (IR, 1 H NMR, and Mass spectra) studies. The in vitro antimicrobial activity was screened for all the synthesized compounds. Variable and modest activity were observed against the investigated strains of bacteria and fungi.

show abstract

“…Patel synthesized a series of 4-thiazolidinone compounds, exhibiting marked antibacterial activity against streptococcus pyogenes and Staphylococcus aureus. [17] Therefore, a series of new 4-thiazolidinone derivatives have been synthesized by using 4-amino benzyl alcohol as a starting material and evaluated for their antibacterial activity against gram-positive and gram-negative bacteria. The synthesized compound expected to have good antibacterial activity compared to Trimethoprim via the molecular docking approach.…”

Section: Introductionmentioning

confidence: 99%

Design, Synthesis and Antibacterial Study of New Agents Having 4-Thiazolidinone Pharmacophore

2019

View full text Add to dashboard Cite

A New series of compounds containing 4-thiazolidinone pharmacophore 5(a-d) have been synthesized. The chemical structure of the intermediate and final compounds was characterized and confirmed by using FT-IR and 1 H-NMR spectroscopy. All final compounds were tested against gram-positive and gram-negative bacteria using a well-diffusion technique for their ability as antimicrobial agents. The tested compounds 5b and 5c showed comparable antibacterial activity against gram-negative bacteria and gram-positive bacteria like escherichia coli, Acinetobacter bumannii, Staphylococcus aureus, and Streptococcus pyougenes as a standard drug compared with Trimethoprim. Molecular docking simulations were studied to understand the molecular core. The results were achieved by docking, the most active compounds into the active site of protein of the bacteria which completely accorded with in vitro results.

show abstract

Synthesis and antimicrobial study of fluoroquinolone-based 4-thiazolidinones

Cited by 19 publications

References 19 publications

The Current Case of Quinolones: Synthetic Approaches and Antibacterial Activity

The Current Case of Quinolones: Synthetic Approaches and Antibacterial Activity

Synthesis and antimicrobial activity of new pyridine derivatives-I

Design, Synthesis and Antibacterial Study of New Agents Having 4-Thiazolidinone Pharmacophore

Contact Info

Product

Resources

About