An Efficient and Scalable Synthesis of Quinolone 006

Huang, Xiaoguang; Chen, Kun-nan

doi:10.1248/cpb.c19-00004

Cited by 2 publications

(1 citation statement)

References 13 publications

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“…The synthesis of target fluoroquinolones 3a – aj commenced with commercially available 7-chloro-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid ( 7 ) which was esterified to give ester 8 . The latter was converted to boron chelation complex 9 using the published protocols [ 17 , 18 , 19 ]. In the latter, the chlorine in position 7 is particularly activated towards the nucleophilic aromatic substitution.…”

Section: Resultsmentioning

confidence: 99%

Exploration of Spirocyclic Derivatives of Ciprofloxacin as Antibacterial Agents

Lukin

Chudinov

Vedekhina³

et al. 2022

Molecules

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The previously reported as well as newly synthesized derivatives of the 1-oxa-9-azaspiro[5.5]undecane were employed in the synthesis of thirty-six derivatives of ciprofloxacin using commercially available 7-chloro-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid and the literature protocol involving the preparation of boron chelate complex to facilitate nucleophilic aromatic substitution. All new fluoroquinolone derivatives were tested against two gram-positive as well as three gram-negative strains of bacteria. With the activity spectrum of the new derivatives being substantially narrower than that of ciprofloxacin, compounds were distinctly active against two of the five strains: gram-negative Acinetobacter baumannii 987® and gram-positive Bacillus cereus 138®. Towards these two strains, a large group of compounds displayed equal or higher potency than ciprofloxacin.

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Section: Resultsmentioning

confidence: 99%

Exploration of Spirocyclic Derivatives of Ciprofloxacin as Antibacterial Agents

Lukin

Chudinov

Vedekhina³

et al. 2022

Molecules

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Advancements in Synthetic Strategies and Biological Effects of Ciprofloxacin Derivatives: A Review

Khwaza,

Mlala,

Aderibigbe

2024

IJMS

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Ciprofloxacin is a widely used antibiotic in the fluoroquinolone class. It is widely acknowledged by various researchers worldwide, and it has been documented to have a broad range of other pharmacological activities, such as anticancer, antiviral, antimalarial activities, etc. Researchers have been exploring the synthesis of ciprofloxacin derivatives with enhanced biological activities or tailored capability to target specific pathogens. The various biological activities of some of the most potent and promising ciprofloxacin derivatives, as well as the synthetic strategies used to develop them, are thoroughly reviewed in this paper. Modification of ciprofloxacin via 4-oxo-3-carboxylic acid resulted in derivatives with reduced efficacy against bacterial strains. Hybrid molecules containing ciprofloxacin scaffolds displayed promising biological effects. The current review paper provides reported findings on the development of novel ciprofloxacin-based molecules with enhanced potency and intended therapeutic activities which will be of great interest to medicinal chemists.

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An Efficient and Scalable Synthesis of Quinolone 006

Cited by 2 publications

References 13 publications

Exploration of Spirocyclic Derivatives of Ciprofloxacin as Antibacterial Agents

Exploration of Spirocyclic Derivatives of Ciprofloxacin as Antibacterial Agents

Advancements in Synthetic Strategies and Biological Effects of Ciprofloxacin Derivatives: A Review

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