Physicochemical properties of quinolone antibiotics in various environments

被引：180

作者：

Park, HR

Kim, TH

Bark, KM ^{[1
]}

机构：

[1] Gyeongsang Natl Univ, Dept Chem Educ, Chinju 660701, South Korea

[2] Gyeongsang Natl Univ, Res Inst Nat Sci, Chinju 660701, South Korea

[3] Gyeongsang Natl Univ, Dept Dermatol, Chinju 660701, South Korea

[4] Chonnam Natl Univ, Dept Chem, Kwangju 500757, South Korea

[5] Chonnam Natl Univ, Inst Basic Sci, Kwangju 500757, South Korea

来源：

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY | 2002年 / 37卷 / 06期

关键词：

quinolone antibiotics; photolysis; biological mimetic system; intramolecular charge transfer; reverse solvatochromism; radiative and non-radiative rate constant;

D O I：

10.1016/S0223-5234(02)01361-2

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

The progress and photosensitivity of quinolone antibiotics are briefly described. By the photolysis of nalidixic acid, the loss of -COOH group is observed. The photoreaction of fluoroquinolones involves heterolytic C-F bond. fragmentation. The protonation and divalent cation complexation equilibria are also examined. The spectroscopic properties of these drugs are intensively investigated in biological mimetic systems such as AOT reverse micelle, and H2O-CH3OH and H2O-CH3CN mixed solvents. For ofloxacin and norfloxacin, the excited-state intramolecular charge transfer (ICT) is observed. So, fluorescence spectra exhibit reverse solvatochromism in mixed solvents. The change of radiative and non-radiative rate constant can also be explained using this ICT. The influence of dielectric effects of solvent is more significant compared with the specific hydrogen bonding interaction. Theoretical treatments support all of these results. (C) 2002 Editions scientifiques et medicales Elsevier SAS. All rights reserved.

引用

页码：443 / 460

页数：18

共 106 条

[81] PHYSICOCHEMICAL PROPERTIES OF THE FLUOROQUINOLONE ANTIMICROBIALS .5. EFFECT OF FLUOROQUINOLONE STRUCTURE AND PH ON THE COMPLEXATION OF VARIOUS FLUOROQUINOLONES WITH MAGNESIUM AND CALCIUM-IONS [J].