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Mechanism of UV photodegradation of fluoroquinolone antibiotic ciprofloxacin in aqueous solutions Full article

Journal Chemosphere
ISSN: 0045-6535 , E-ISSN: 1879-1298
Output data Year: 2024, Volume: 367, Article number : 143643, Pages count : 9 DOI: 10.1016/j.chemosphere.2024.143643
Tags Quinolone antibiotics; Ciprofloxacin; UV photolysis; Laser flash photolysis; Photodegradation
Authors Tyutereva Yuliya E 1 , Snytnikova Olga A 2 , Sheven Dmitriy G 3 , Fedunov Roman G 1 , Yanshole Vadim V 2 , Grivin Vyacheslav P 1 , Pozdnyakov Ivan P 1
Affiliations
1 Voevodsky Institute of Chemical Kinetics and Combustion SB RAS, 630090, 3 Institutskaya str., Novosibirsk, Russian Federation.
2 International Tomography Center SB RAS, 630090, 3a Institutskaya str., Novosibirsk, Russian Federation.
3 Nikolaev Institute of Inorganic Chemistry SB RAS, 630090, Acad. Lavrentieva Ave. 3, Novosibirsk, Russia.

Abstract: Mechanism of direct UV photolysis of the zwitterionic and anionic forms of the quinolone antibiotic ciprofloxacin (CIP) was revealed by combination of nanosecond laser flash photolysis, steady-state photolysis coupled with high resolution LC-MS and DFT quantum-chemical calculations. For both forms, the main intermediate is a dissociative triplet state, which loses a fluorine ion to form a triplet carbocation; subsequent solvent attack of the latter leads to the formation of products of hydroxylation both the aromatic ring and the piperazyl substituent. Correspondingly, the quantum yield of photolysis of both CIP forms does not depend on the excitation wavelength, but depends on the concentration of dissolved oxygen. Secondary photolysis leads to a number of products of oxidation of the aromatic system, as well as oxidation, opening and full destruction of the piperazinyl substituent. The results obtained may be important for understanding the fate of quinolone antibiotics in UVC disinfection processes and in natural waters under the action of sunlight. substituent. The results obtained may be important for understanding the fate of quinolone antibiotics in UVC disinfection processes and in natural waters under the action of sunlight
Cite: Tyutereva Y.E. , Snytnikova O.A. , Sheven D.G. , Fedunov R.G. , Yanshole V.V. , Grivin V.P. , Pozdnyakov I.P.
Mechanism of UV photodegradation of fluoroquinolone antibiotic ciprofloxacin in aqueous solutions
Chemosphere. 2024. V.367. 143643 :1-9. DOI: 10.1016/j.chemosphere.2024.143643 Scopus OpenAlex
Dates:
Submitted: Jul 1, 2024
Accepted: Oct 26, 2024
Published print: Nov 1, 2024
Published online: Nov 1, 2024
Identifiers:
Scopus: 2-s2.0-85207693887
OpenAlex: W4403965982
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