ChemInform Abstract: Quinolones: Synthesis and Antibacterial Activity

Pintilie, Lucia

doi:10.1002/chin.201311238

Cited by 3 publications

(5 citation statements)

References 0 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Secondly, these molecules are attractive from a chemists’ point of view due to the structure that can be modified in different ways ( Figure 1 ). The general fluoroquinolone structure represents a bicyclic system with a substituent R 1 at the N-1 position, a substituent R 2 (often nitrogen-based heterocyclic moiety) at C-7, a benzene ring with or without R 3 substituents, a carboxyl group at the 3 position that can be modified in R 4 , an oxo group at the 4 position and a fluorine atom at the 6 position [ 18 ]. Each position can be modified to change the pharmacodynamics and pharmacokinetics of the molecule, which opens broad horizons for both chemical and biological investigations [ 19 , 20 , 21 , 22 ].…”

Section: Introductionmentioning

confidence: 99%

A Comprehensive Review on Chemical Synthesis and Chemotherapeutic Potential of 3-Heteroaryl Fluoroquinolone Hybrids

et al. 2023

View full text Add to dashboard Cite

Fluoroquinolones have been studied for more than half a century. Since the 1960s, four generations of these synthetic antibiotics have been created and successfully introduced into clinical practice. However, they are still of interest for medicinal chemistry due to the wide possibilities for chemical modification, with subsequent useful changes in the pharmacokinetics and pharmacodynamics of the initial molecules. This review summarizes the chemical and pharmacological results of fluoroquinolones hybridization by introducing different heterocyclic moieties into position 3 of the core system. It analyses the synthetic procedures and approaches to the formation of heterocycles from the fluoroquinolone carboxyl group and reveals the most convenient ways for such procedures. Further, the results of biological activity investigations for the obtained hybrid pharmacophore systems are presented. The latter revealed numerous promising molecules that can be further studied to overcome the problem of resistance to antibiotics, to find novel anticancer agents and more.

show abstract

Section: Introductionmentioning

confidence: 99%

A Comprehensive Review on Chemical Synthesis and Chemotherapeutic Potential of 3-Heteroaryl Fluoroquinolone Hybrids

et al. 2023

View full text Add to dashboard Cite

show abstract

“…The result was a wide range of versatile derivatives with different properties and several benefits . Many of these derivatives dominated a part in clinical use for several years and are still prescribed widely till now . Newer quinolone generations have a broader spectrum of the antibacterial activity that admittedly served in management of several contagious health conditions as well as in combating the challenge of bacterial resistance …”

Section: Introductionmentioning

confidence: 99%

“…These derivatives can be seen only between the first generation drug members. All compounds on the basis of these four ring systems were generally termed "quinolones" as a generic name for this drug class (Figure ) . As a fluorine atom at position 6 of quinolone nucleus was found to impart many desirable features, several derivatives of quinolone molecules were designed to bear such an atom at this position of the ring system.…”

Section: Introductionmentioning

confidence: 99%

Towards anticancer fluoroquinolones: A review article

Abdel-AAl

Abdel‐Aziz

Shaykoon

et al. 2019

Archiv der Pharmazie

View full text Add to dashboard Cite

Different studies about the anticancer potential of several medically used antibacterial fluoroquinolones have been established. Fluoroquinolone derivatives, like some anticancer drugs, such as doxorubicin, can achieve antitumor activity via poisoning of type II human DNA topoisomerases. Interestingly, structural features required for the anticancer activity of quinolones have been determined. Most of the chemical modifications required to convert antibacterially acting fluoroquinolones into their anticancer analogs were at position 7 and the carboxylic group at position 3. This review highlights the antitumor potential of fluoroquinolones in general and summarizes the chemical modifications carried out on fluoroquinolones to become anticancer agents. Moreover, the review gives a quick recap on metal ion chelates with fluoroquinolones and their substantial role in topoisomerase poisoning and antitumor potential improvement. Hence, it should be highly interesting for researchers attempting to design and synthesize novel anticancer fluoroquinolone candidates. K E Y W O R D S anticancer, DNA topoisomerase, metal ion complexes, quinolones Arch Pharm Chem Life Sci. 2019;352:1800376.wileyonlinelibrary.com/journal/ardp

show abstract

“…[1][2][3] They primary appeared as antibacterial agents with considerable impact in management of different infectious diseases. [4,5] Therefore, quinolones attracted researchers to design more derivatives, leading to various members of this class are widely used as drugs nowadays. [4,[6][7][8] Moreover, many derivatives with promising activity were prepared, including candidates that reached clinical investigations.…”

Section: Introductionmentioning

confidence: 99%

“…[4,5] Therefore, quinolones attracted researchers to design more derivatives, leading to various members of this class are widely used as drugs nowadays. [4,[6][7][8] Moreover, many derivatives with promising activity were prepared, including candidates that reached clinical investigations. [9][10][11][12] Chemical modifications at C3 and C7 of typical quinolone scaffold have the greatest influence on their activity [13], where position 7 largely affects activity, access and direction toward different molecular targets.…”

Section: Introductionmentioning

confidence: 99%

Antibacterial and Urease Inhibitory activity of New Piperazinyl N-4 Functionalized Ciprofloxacin-oxadiazoles

Abdel-AAl

Abdel‐Aziz

Shaykoon

et al. 2019

Journal of Modern Research

View full text Add to dashboard Cite

This research includes design of new ciprofloxacin bearing oxadiazole at the N-4 piperazinyl for the purpose of having urease inhibitory activity as well as antibacterial activity. Hence, a group of new N-4 piperazinyl oxdiazole derivatives of ciprofloxacin was prepared and characterized using different spectroscopic and analytical techniques including 1 H-NMR, 13 C-NMR, MS and elemental analysis. Compounds 5b and 5c experienced moderate activity against the urease producing Klebsiella pneumoniae strains better than the standard drug used chloramphenicol and less than the parent drug ciprofloxacin. On the other hand, most of the tested compounds showed a urease inhibitory activity more than the parent drug, ciprofloxacin and comparable to standard, thiourea. The docked compounds exhibited better binding to urease enzyme of H. pylori than standard, AHA with binding scores for correlate to the antiurease assay results. Compound 5b was the most potent anti-Klebsiella pneumoniae urease inhibitor with activity higher the standard (IC 50 = 67.8 and 78.89 µM, respectively).

show abstract

ChemInform Abstract: Quinolones: Synthesis and Antibacterial Activity

Abstract: Review: 30 refs.

Cited by 3 publications

References 0 publications

A Comprehensive Review on Chemical Synthesis and Chemotherapeutic Potential of 3-Heteroaryl Fluoroquinolone Hybrids

A Comprehensive Review on Chemical Synthesis and Chemotherapeutic Potential of 3-Heteroaryl Fluoroquinolone Hybrids

Towards anticancer fluoroquinolones: A review article

Antibacterial and Urease Inhibitory activity of New Piperazinyl N-4 Functionalized Ciprofloxacin-oxadiazoles

Contact Info

Product

Resources

About