Chemistry and biological activities of 1,8-naphthyridines

Литвинов, В. П.

doi:10.1070/rc2004v073n07abeh000856

Cited by 58 publications

(60 citation statements)

References 180 publications

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“…In addition, furo [3,2-b] [1,8]naphthyridine derivatives (10) and imidazo [4,5-b] [1,8]naphthyridine derivatives (11) were also reported with antimicrobial activities [14][15][16]. 1-Alkyl-1,4-dihydro-4-oxo-1,8-and -1,6-naphthyridine-3-carboxylic acids (12) have been explored as antibacterial agents [17].…”

Section: Biological Properties Of 18-naphthyridine Derivatives Antimmentioning

confidence: 99%

“…Gemifloxacin showed the most potent antimicrobial activity tested against S. pneumoniae and M. catarrhalis [26]. DW286, 7-[3-(aminomethyl)-4-(methoxyimino)-3-methyltetrahydro-1H-1-pyrrolyl]-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro [1,8]naphthyridine-3-carboxylic acid (20), is reported as a fluoronaphthyridone-based antibacterial agent [27]. As studied by Yun et al [28], DW286 demonstrated stronger activities against gram-positive bacteria, such as Staphylococcus aureus, Staphylococcus epidermidis, Streptococcus pneumoniae, and Enterococcus faecalis when compared to other drugs such as ciprofloxacin, gemifloxacin, sparfloxacin, and trovafloxacin.…”

Section: Carboxylic Acidsmentioning

confidence: 99%

“…The biological activity of 1,8-naphthyridines group was first reported for nalidixic acid in 1962. Nalidixic acid (1-ethyl-7-methyl-4-oxo- [1,8]naphthyridine-3-carboxylic acid) (7) is the synthetic quinolone antibiotic, which was discovered by Lesher and coworkers [6] as an antimalarial by-product in a distillate during chloroquine synthesis. Although the utility and benefits of therapy with nalidixic acid as an antibacterial agent were initially limited to gram-negative infections of the urinary tract in humans [11], this finding opened up the platform for synthesis and development of other antibacterial and antifungal agents consisting of the 1,8-naphthyridine skeleton.…”

Section: Biological Properties Of 18-naphthyridine Derivatives Antimmentioning

confidence: 99%

“…Further, addition of the oxime moiety resulted in an improvement of the pharmacokinetic parameters of the novel quinolones. The shortlisted compound, 7-(4-(aminomethyl)-3-(methoxyimino)pyrrolidin-1-yl)-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro [1,8]naphthyridine-3-carboxylic acid (LB20304) (34), showed the best in vivo efficacy and pharmacokinetic profile in animals, as well as good physical properties [50].…”

Section: Pyridone-carboxylic Acidsmentioning

confidence: 99%

“…The reason for extensive research conducted with this isomeric form particularly is the skeleton; 1,8-naphthyridine is found to be comprising many compounds isolated from natural substances with biological activities. The discovery of nalidixic acid (1-ethyl-7-methyl-4-oxo- [1,8]-naphthyridine-3-carboxylic acid) and its antibacterial properties by George Lesher and coworkers in 1962 for the treatment of gram-negative urinary tract infections is considered to be pathbreaking in the field of 1,8-naphthyridines [6]. This invention prompted further extensive research in the field of designing derivatives possessing 1,8-naphthyridine moiety and investigation of other possible biological activities.…”

Section: Introductionmentioning

confidence: 99%

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1,8‐Naphthyridine Derivatives: A Review of Multiple Biological Activities

Madaan

Verma

Kumar

et al. 2015

Archiv der Pharmazie

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The 1,8-naphthyridine group of compounds have gained special attention of researchers on account of their demonstrating a variety of interesting biological activities. A wide range of biological properties establishes them as potent scaffolds in therapeutic and medicinal research. The broad spectrum of activities primarily includes antimicrobial, antiviral, anticancer, anti-inflammatory, and analgesic activities. 1,8-Naphthyridine derivatives have also exhibited potential applications in neurological disorders such as Alzheimer's disease, multiple sclerosis, and depression. In addition, these synthetic derivatives have been found to possess activities such as anti-osteoporotic (α(v)β(3) antagonists), anti-allergic, antimalarial, gastric antisecretory, bronchodilator, anticonvulsant, anti-hypertensive, platelet aggregation inhibition, anti-oxidant, EGFR inhibition, protein kinase inhibition, ionotropic agent, β-3 antagonist, MDR modulator, adenosine receptor agonist, adrenoceptor antagonist, and pesticide activities. In spite of the widespread application of the 1,8-naphythyridine scaffolds, only a limited number of review articles are available till date. In this review, we attempt to compile and discuss the key data available in the literature for the multiple biological activities of 1,8-naphthyridine derivatives, in a chronological manner. This review compilation (with 199 references) may be helpful in understanding the diverse biological properties of 1,8-naphthyridines and provide insights into their mechanism of action. This may direct future research in the synthesis of new derivatives and exploring this scaffold for other possible biological activities.

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