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• W1988389998 abstract "The photochemical reactivity of four fluoroquinolone antibiotics is examined. For norfloxacin (NOR), enoxacin (ENX) and lomefloxacin (LOM), the only process occurring is defluorination (from position 6 for the first two drugs, from position 8 for the last one). The quantum efficiency is both structure and medium dependent (4 close to 0.5 both in water and in 0.1 M phosphate buffer for LOM,- 0.01 for ENX and 0.004 for NOR in buffer, but more than an order of magnitude higher in neat water). Ofloxacin (OFL) is less light sensitive φ 0.001) and undergoes, in part, reactions different from defluorination. The photoreaction involves heterolytic C-F bond fragmentation and its efficiency is determined by the internal charge-transfer character of the excited state (increasing in the series OFL < NOR < ENX < LOM according to the electronegativity of the substituent in position 8) and by the stabilization of the resulting aryl cation (larger for the 8-cation than for the 6-cation). The relevance of these data for the rationalization of the known phototoxicity of these drugs is discussed." @default.
• W1988389998 created "2016-06-24" @default.
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• W1988389998 creator A5041209936 @default.
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• W1988389998 date "1998-11-01" @default.
• W1988389998 modified "2023-10-17" @default.
• W1988389998 title "Structure and Medium-Dependent Photodecomposition of Fluoroquinolone Antibiotics" @default.
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• W1988389998 doi "https://doi.org/10.1111/j.1751-1097.1998.tb02527.x" @default.
• W1988389998 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/9825696" @default.
• W1988389998 hasPublicationYear "1998" @default.
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