Pyridoquinolones containing azetidinones: synthesis and their biological evaluation

Patel, Navin B.; Pathak, Kunal K

doi:10.1007/s00044-011-9728-8

Cited by 16 publications

(7 citation statements)

References 18 publications

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“…Review Thieme (substituted phenyl) azetidine-1-yl)amino} carbonyl] quinoline (20) were synthesized of which some of the compounds displayed excellent activity and derivative with R = 4-Cl showed better activity among all the compounds, but poorer activity with isoniazide [58].…”

Section: Acid Chloride Addition Reactionmentioning

confidence: 99%

Exploring Azatidinone Moiety: An Insight into its Anti-tubercular Potency

2021

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TB is becoming a worldwide problem and it was declared since 1993 by the World Health Organization (WHO), a global health emergency. The current problem of tuberculosis therapy is the emergence of multi-drug resistant (MDR) strains, caused by the improper use of antibiotics in chemotherapy of TB patients. Azatidinones, a β-lactam cyclic amide with four atoms in a ring, has been considered as a magic moiety (wonder nucleus) which possesses almost all types of biological activities. This diversity in the biological response profile has attracted the attention of many researchers to explore this skeleton to its multiple potential against several activities. Present article is sincere attempt to review chemistry, method of synthesis of azatidinones and to study azatidinones synthesized in last few years which have shown potent antitubercular activity.

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Section: Acid Chloride Addition Reactionmentioning

confidence: 99%

Exploring Azatidinone Moiety: An Insight into its Anti-tubercular Potency

2021

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“…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

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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.

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“…The 4‐quinolone carbohydrazides 35 and azetidines 36 (Figure ) showed considerable antifungal activities against C. albicans , A. flavus , and A. clavatus , with activity five‐fold more active than griseofulvin (MIC: 500 μg/ml) against A. flavus and A. clavatus, but they were less active than nystatin (MIC: 100 μg/ml) . Among them, compounds 35b and 36h (MIC: 100 μg/ml) were comparable to nystatin (MIC: 100 μg/ml), and both showed five‐fold more activity than griseofulvin (MIC: 500 μg/ml) against C. albicans .…”

Section: ‐Quinolone Derivativesmentioning

confidence: 99%

Quinolone derivatives and their antifungal activities: An overview

Zhang

2019

Archiv der Pharmazie

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More than 300 million people suffer from the incidence of life‐threatening invasive fungal infections, resulting in over 1.35 million deaths annually. Currently, the antifungal agents available in clinics are rather limited, and the rapid development of resistance to the existing antifungal drugs has further aggravated mortality. Quinolones possess a broad spectrum of chemotherapeutic properties and demonstrate considerable antifungal activities as well. Various quinolone derivatives have been screened for their antifungal activities, and some of them exhibit excellent potency against both drug‐susceptible and drug‐resistant fungi. This review aims to outline the recent advances in quinolone derivatives as potential antifungal agents and summarize the structure–activity relationship, to provide insights for the rational design of more active candidates.

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Pyridoquinolones containing azetidinones: synthesis and their biological evaluation

Cited by 16 publications

References 18 publications

Exploring Azatidinone Moiety: An Insight into its Anti-tubercular Potency

Exploring Azatidinone Moiety: An Insight into its Anti-tubercular Potency

The Current Case of Quinolones: Synthetic Approaches and Antibacterial Activity

Quinolone derivatives and their antifungal activities: An overview

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