Результаты исследований: Научные публикации в периодических изданиях › статья › Рецензирование
Laser flash photolysis and quantum chemical studies of UV degradation of pharmaceutical drug chloramphenicol: Short-lived intermediates, quantum yields and mechanism of photolysis. / Belikov, Yury A.; Snytnikova, Olga A.; Sheven, Dmitriy G. и др.
в: Chemosphere, Том 351, 141211, 03.2024.Результаты исследований: Научные публикации в периодических изданиях › статья › Рецензирование
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TY - JOUR
T1 - Laser flash photolysis and quantum chemical studies of UV degradation of pharmaceutical drug chloramphenicol: Short-lived intermediates, quantum yields and mechanism of photolysis
AU - Belikov, Yury A.
AU - Snytnikova, Olga A.
AU - Sheven, Dmitriy G.
AU - Fedunov, Roman G.
AU - Grivin, Vyacheslav P.
AU - Pozdnyakov, Ivan P.
N1 - Yury A. Belikov, Roman G. Fedunov, Vyacheslav P. Grivin and Ivan P. Pozdnyakov (Voevodsky Institute of Chemical Kinetics and Combustion SB RAS ) acknowledge the core funding from the Ministry of Science and Higher Education of the Russian Federation ( FWGF-2021-0005 ). Authors also thank Center of Collective Use « Mass spectrometric investigations » SB RAS for the access to the LC/MS equipment.
PY - 2024/3
Y1 - 2024/3
N2 - Using methods of time-resolved and stationary photolysis, HPLC-MS and quantum-chemical calculations by the DFT method, the mechanism of direct UV photolysis of the antibiotic chloramphenicol (CAP) was established. For the first time, short-lived intermediates formed during photolysis were detected. The primary photoprocess is the cleavage of the β-C-C bond relative to the aromatic system with the formation of 4-nitrobenzylalcohol radical and residual aliphatic radical. The first radical in deoxygenated solutions predominantly transforms into para-nitrobenzaldehyde and its secondary photolysis products. In the presence of oxygen, the aromatic radical and para-nitrobenzaldehyde are transformed into para-nitrosobenzoic and para-nitrobenzoic acids as a result of reaction with reactive oxygen species (ROS). Formation of ROS is provoked by reactions of aliphatic radical with dissolved oxygen, so this radical is very important for CAP degradation. The quantum yield of direct photolysis of CAP is ∼3% and does not depend on the presence of dissolved oxygen and on the change of the excitation wavelength in the range of 254–308 nm. Obtained data are important for further understanding of the transformation pathways of CAP and similar PPCP in natural and wastewaters under the action of sunlight and artificial UV radiation.
AB - Using methods of time-resolved and stationary photolysis, HPLC-MS and quantum-chemical calculations by the DFT method, the mechanism of direct UV photolysis of the antibiotic chloramphenicol (CAP) was established. For the first time, short-lived intermediates formed during photolysis were detected. The primary photoprocess is the cleavage of the β-C-C bond relative to the aromatic system with the formation of 4-nitrobenzylalcohol radical and residual aliphatic radical. The first radical in deoxygenated solutions predominantly transforms into para-nitrobenzaldehyde and its secondary photolysis products. In the presence of oxygen, the aromatic radical and para-nitrobenzaldehyde are transformed into para-nitrosobenzoic and para-nitrobenzoic acids as a result of reaction with reactive oxygen species (ROS). Formation of ROS is provoked by reactions of aliphatic radical with dissolved oxygen, so this radical is very important for CAP degradation. The quantum yield of direct photolysis of CAP is ∼3% and does not depend on the presence of dissolved oxygen and on the change of the excitation wavelength in the range of 254–308 nm. Obtained data are important for further understanding of the transformation pathways of CAP and similar PPCP in natural and wastewaters under the action of sunlight and artificial UV radiation.
KW - Chloramphenicol
KW - Homolytic C–C bond cleavage
KW - Laser flash photolysis
KW - PPCP
KW - Photodegradation
KW - Quantum chemical calculations
KW - Short-lived intermediates
UR - https://www.scopus.com/record/display.uri?eid=2-s2.0-85182745598&origin=inward&txGid=2b7103392990d326fbcf9e25a078b9c5
UR - https://www.mendeley.com/catalogue/1a898dd3-70b4-3a2b-848d-a491d942e04c/
U2 - 10.1016/j.chemosphere.2024.141211
DO - 10.1016/j.chemosphere.2024.141211
M3 - Article
C2 - 38219992
VL - 351
JO - Chemosphere
JF - Chemosphere
SN - 0045-6535
M1 - 141211
ER -
ID: 61132625