title: Effect of C-5 position on the photochemical properties and phototoxicity of antofloxacin and levofloxacin: A stable and transient study.
abstract: The photochemistry of two structure-related fluoroquinolones (FQs), antofloxacin (ANT) and levofloxacin (LEV), was studied in aqueous solution using stable and transient methods. The properties for energy transfer and electron transfer of these two FQs were also studied. The transient absorption spectra of FQs were observed, and transient species were assigned. The LEV triplet state ((3)LEV(⁎)) spectra (λmax = 610 nm) were determined, whereas the transient absorption of ANT could not be observed. The decay rate constant of (3)LEV(⁎) via unimolecular attenuation, self-quenching, and quenching by oxygen was 3.2 × 10(5) s(-1), 6.72 × 10(8) M(-1) s(-1), and 1.01 × 10(9) M(-1) s(-1), respectively. A reasonable diagram showing the decay of (1)FQs* consisting of various substituents at the C-5 position was proposed. The phototoxicity of LEV and ANT was investigated and compared. Insertion of an amino group at the C-5 position made ANT relatively photostable and non-phototoxic compared with LEV.
authors.affiliation: Shanghai Institute of Applied Physics, Chinese Academy of Sciences, Shanghai 201800, China; University of Chinese Academy of Science, Beijing 100049, China.
authors.forename: Jianfeng
authors.initials: J
authors.lastname: Zhao
authors.affiliation: Shanghai Institute of Applied Physics, Chinese Academy of Sciences, Shanghai 201800, China.
authors.forename: Yancheng
authors.initials: Y
authors.lastname: Liu
authors.affiliation: Center for Crystal R&D Key Lab of Functional Crystals and Laser Technology of Chinese Academy of Sciences, Technical Institute of Physics and Chemistry Chinese Academy of Sciences, Beijing 100190, China; University of Chinese Academy of Science, Beijing 100049, China.
authors.forename: Xingxing
authors.initials: X
authors.lastname: Jiang
authors.affiliation: Shanghai Institute of Applied Physics, Chinese Academy of Sciences, Shanghai 201800, China; University of Chinese Academy of Science, Beijing 100049, China.
authors.forename: Ping
authors.initials: P
authors.lastname: Guo
authors.affiliation: Shanghai Institute of Applied Physics, Chinese Academy of Sciences, Shanghai 201800, China; University of Chinese Academy of Science, Beijing 100049, China.
authors.forename: Yulie
authors.initials: Y
authors.lastname: Xu
authors.affiliation: Shanghai Institute of Applied Physics, Chinese Academy of Sciences, Shanghai 201800, China.
authors.forename: Peng
authors.initials: P
authors.lastname: Zhang
authors.affiliation: Shanghai Institute of Applied Physics, Chinese Academy of Sciences, Shanghai 201800, China; School of Environment and Chemical Engineering, Shanghai University, Shanghai 200444, China.
authors.forename: Tianyi
authors.initials: T
authors.lastname: Ji
authors.affiliation: Center for Crystal R&D Key Lab of Functional Crystals and Laser Technology of Chinese Academy of Sciences, Technical Institute of Physics and Chemistry Chinese Academy of Sciences, Beijing 100190, China. Electronic address: zslin@mail.ipc.ac.cn.
authors.forename: Zheshuai
authors.initials: Z
authors.lastname: Lin
authors.affiliation: Shanghai Institute of Applied Physics, Chinese Academy of Sciences, Shanghai 201800, China. Electronic address: wangwenfeng@sinap.ac.cn.
authors.forename: Wenfeng
authors.initials: W
authors.lastname: Wang
mesh_terms: D004579:Electron Transport; D004591:Electrophoresis, Polyacrylamide Gel; D004735:Energy Transfer; D024841:Fluoroquinolones / Q000737:chemistry*; D053844:Lasers, Solid-State; D064704:Levofloxacin / Q000737:chemistry*; D015242:Ofloxacin / Q000031:analogs & derivatives* / Q000737:chemistry; D010782:Photolysis / Q000528:radiation effects; D011789:Quantum Theory
chemical_list: D024841:Fluoroquinolones; C522674:antofloxacin; D064704:Levofloxacin; D015242:Ofloxacin
keywords: Antofloxacin; C-5 position; Laser flash photolysis; Levofloxacin; Phototoxicity