Protonation Equilibria of Quinolone Antibacterials

Takács‐Novák, Krisztina; Noszál, Béla; Hermecz, István; Keresztúri, Géza; Podányi, Benjamin; Szabó, György

doi:10.1002/jps.2600791116

Cited by 215 publications

(100 citation statements)

References 14 publications

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“…However, these classic study methods are unable to determine the true partition coefficient unless the relative abundance of the four potential ion combinations (i.e. [0.0] (Takács-Novák et al, 1990). It appears that the uncharged species (i.e.…”

Section: Chemistrymentioning

confidence: 99%

Quinolones: a class of antimicrobial agents

Sárközy¹

2001

Vet. Med. - Czech

116

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ABSTRACT:The fluoroquinolones are a series of synthetic antibacterial agents that are used in the treatment of a variety of bacterial infections. These agents inhibit the DNA gyrase, abolishing its activity by interfering with the DNA-rejoining reaction. The inhibition of the resealing leads to the liberation of fragments that are subsequently destroyed by the bacterial exonucleases. All fluoroquinolones accumulate within bacteria very rapidly, so that a steady-state intrabacterial concentration is obtained within a few minutes. Resistance develops slowly and is usually chromosomal and not plasmid mediated. However, development of resistance and transfer between animal and human pathogens has become a fervently argued issue among the microbiologists. Another concern regarding the use of new quinolones in the veterinary field is a possible detrimental effect on the environment. It still seems unlikely that the controlled use of veterinary quinolones will give rise to unfavorable effects on the environment.

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Section: Chemistrymentioning

confidence: 99%

Quinolones: a class of antimicrobial agents

Sárközy¹

2001

Vet. Med. - Czech

116

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“…2A. This scheme is defined by four microscopic dissociation constants, KA through KD (43). From the consideration given above, the macroscopic constants should be fairly close to the microscopic constants KA and Kc.…”

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confidence: 96%

“…Nuclear magnetic resonance data from another laboratory show that the pK. of 3-carboxyl group is near neutrality (43), and the observed pK. of 0.6 must correspond to protonation of the 4-carbonyl group.…”

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confidence: 97%

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Penetration of lipophilic agents with multiple protonation sites into bacterial cells: tetracyclines and fluoroquinolones as examples

Nikaido

Thanassi

1993

Antimicrob Agents Chemother

254

201

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“…It is important to know the dissociation constant of the drug candidate, since it contributes to an understanding of phenomena such as reaction rates, biological uptake, transport and environmental fate [1][2][3]. It has been demonstrated that the passage of many drugs into cells and across the membranes is a function of the environmental pH and the dissociation constant of the drug [4].…”

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confidence: 99%

Determination of Dissociation Constants of Strychnos Alkaloids from Strychnos nux-vomica L. by Capillary Electrophoresis

Zhang

et al. 2005

Microchim Acta

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Abstract. An accurate capillary electrophoresis method was developed for the determination of dissociation constants of five Strychnos alkaloids from Strychnos nux-vomica L. The method relies on measuring the effective mobility of the solute as a function of the buffer pH. The mathematical relationship was strictly derived from the fundamental electrophoresis theory and the dissociation equilibrium of a weak base without any simplifications. Careful optimization of the running buffer permitted base-line resolution of the five structurally similar alkaloids.

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Protonation Equilibria of Quinolone Antibacterials

Cited by 215 publications

References 14 publications

Quinolones: a class of antimicrobial agents

Quinolones: a class of antimicrobial agents

Penetration of lipophilic agents with multiple protonation sites into bacterial cells: tetracyclines and fluoroquinolones as examples

Determination of Dissociation Constants of Strychnos Alkaloids from Strychnos nux-vomica L. by Capillary Electrophoresis

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