This study investigates the UV-C photodegradation kinetics of ofloxacin (OFX) and norfloxacin (NFX) in relation to their fluorescence lifetimes and pH-dependent speciation. While NFX consistently follows first-order kinetics under all conditions, OFX exhibits zero-order kinetics at pH 4 and 10, attributed to saturation of photon absorption sites. OFX degrades fastest under basic conditions, whereas NFX is more stable in acidic media and degrades more rapidly near neutral pH. Fluorescence lifetimes measured at pH 4 show that OFX (τF = 7.08 ns) is intrinsically more photostable than NFX (τF = 2.04 ns), although in river water, environmental factors such as dissolved organic matter and reactive oxygen species accelerate OFX degradation. Zwitterionic forms of both antibiotics display enhanced photoreactivity due to a favorable electronic structure and higher UV absorbance. Although UV-C irradiation was used, these controlled experiments provide mechanistic insights relevant to the environmental fate of fluoroquinolones.
References
[1]
Carvalho, I.T. and Santos, L. (2016) Antibiotics in the Aquatic Environments: A Review of the European Scenario. EnvironmentInternational, 94, 736-757. https://doi.org/10.1016/j.envint.2016.06.025
[2]
Andersson, M.I. and MacGowan, A.P. (2003) Development of the Quinolones. JournalofAntimicrobialChemotherapy, 51, 1-11. https://doi.org/10.1093/jac/dkg212
[3]
Hooper, D.C. and Jacoby, G.A. (2018) Topoisomerase Inhibitors: Fluoroquinolone Mechanisms of Action and Resistance. ColdSpringHarborPerspectivesinMedicine, 6, a025320. https://doi.org/10.1101/cshperspect.a025320
[4]
aus der Beek, T., Weber, F., Bergmann, A., Hickmann, S., Ebert, I., Hein, A., et al. (2016) Pharmaceuticals in the Environment—Global Occurrences and Perspectives. EnvironmentalToxicologyandChemistry, 35, 823-835. https://doi.org/10.1002/etc.3339
[5]
Larsson, D.G.J. and Flach, C. (2022) Antibiotic Resistance in the Environment. NatureReviewsMicrobiology, 20, 257-269. https://doi.org/10.1038/s41579-021-00649-x
[6]
Mondal, B., Basak, S.S., Das, A., Sarkar, S. and Adak, A. (2024) UV-Based Degradation of Fluoroquinolone Antibiotic in Wastewater: Effects of Process Parameters, Identification of Degradation Products and Evaluation of Residual Toxicity. JournaloftheInstitutionofEngineers (India): SeriesA, 105, 1017-1028. https://doi.org/10.1007/s40030-024-00840-2
[7]
Pretali, L., Fasani, E. and Sturini, M. (2022) Current Advances on the Photocatalytic Degradation of Fluoroquinolones: Photoreaction Mechanism and Environmental Application. Photochemical&PhotobiologicalSciences, 21, 899-912. https://doi.org/10.1007/s43630-022-00217-z
[8]
Tyutereva, Y.E., Snytnikova, O.A., Sheven, D.G., Fedunov, R.G., Yanshole, V.V., Grivin, V.P., et al. (2024) Mechanism of UV Photodegradation of Fluoroquinolone Antibiotic Ciprofloxacin in Aqueous Solutions. Chemosphere, 367, Article 143643. https://doi.org/10.1016/j.chemosphere.2024.143643
[9]
Joseph, N.K., Koshy, V.J., Aravind, U.K. and Aravindakumar, C.T. (2024) Photo-transformation of Ofloxacin in Natural Aquatic Conditions: Impact of Indirect Photolysis on the Product Profile and Transformation Mechanism. Chemosphere, 361, Article 142484. https://doi.org/10.1016/j.chemosphere.2024.142484
[10]
Alhassani, A., Alnakshbandi, A.A. and Al-Nimer, M.S. (2020) The Effect of Ultraviolet-B Irradiation on the Photodegradation of Ciprofloxacin and Norfloxacin as Inhibitors of Bacterial DNA Replication and Cell Division in Urea Medium. Cellular and MolecularBiology, 66, 51-55. https://doi.org/10.14715/cmb/2020.66.7.9
[11]
Li, H., Wang, Z., Geng, J., Song, R., Liu, X., Fu, C., et al. (2025) Current Advances in UV-Based Advanced Oxidation Processes for the Abatement of Fluoroquinolone Antibiotics in Wastewater. ChineseChemicalLetters, 36, Article 110138. https://doi.org/10.1016/j.cclet.2024.110138
[12]
Stando, K., Zogornik, P., Kopiec, M., Pieszczek, M., Kowalska, K., Felis, E., et al. (2024) Degradation of Fluoroquinolones and Macrolides by Solar Light-Driven Heterogeneous Photocatalysis—Proposed Drug Transformation Pathways. Journal of PhotochemistryandPhotobiologyA: Chemistry, 453, Article 115651. https://doi.org/10.1016/j.jphotochem.2024.115651
[13]
Lu, J., Ji, Y., Chovelon, J. and Lu, J. (2021) Fluoroquinolone Antibiotics Sensitized Photodegradation of Isoproturon. WaterResearch, 198, Article 117136. https://doi.org/10.1016/j.watres.2021.117136
[14]
Khonté, A., Kital, K., Bakhoum, J.P., Dione, L., Oyelakin, O., Thiaré, D.D., et al. (2026) Validated Micelle-Enhanced Spectrofluorimetric Determination of Serotonin in Human Urine. ChemicalScienceInternationalJournal, 35, 1-18. https://doi.org/10.9734/csji/2026/v35i21022
[15]
Khonté, A., Ba, S., Yatte, B.S., Diop, Y., Sarr, D., Thiaré, D.D., et al. (2025) Photodegradation Kinetics of Rimsulfuron in Senegalese Surface and Groundwater, and Determination of Its Herbicidal Activity. AdvancesinChemicalEngineeringandScience, 15, 47-59. https://doi.org/10.4236/aces.2025.152004
[16]
Sturini, M., Speltini, A., Maraschi, F., Pretali, L., Profumo, A., Fasani, E., et al. (2012) Photodegradation of Fluoroquinolones in Surface Water and Antimicrobial Activity of the Photoproducts. WaterResearch, 46, 5575-5582. https://doi.org/10.1016/j.watres.2012.07.043
[17]
Ge, L., Chen, J., Zhang, S., Cai, X., Wang, Z. and Wang, C. (2010) Photodegradation of Fluoroquinolone Antibiotic Gatifloxacin in Aqueous Solutions. ChineseScienceBulletin, 55, 1495-1500. https://doi.org/10.1007/s11434-010-3139-y
[18]
Baran, W., Madej-Knysak, D., Klink, O. and Adamek, E. (2026) Environmental Impact of Fluoroquinolones and Their Photocatalytic Transformation Products: Degradation with Activated Sludge and in Surface Waters, Change in Antimicrobial Activity and Ecotoxicity. InternationalJournalofMolecularSciences, 27, Article 2099. https://doi.org/10.3390/ijms27052099
[19]
Liu, B., Chen, B., Zhang, B., Song, X., Zeng, G. and Lee, K. (2021) Photocatalytic Ozonation of Offshore Produced Water by TiO2 Nanotube Arrays Coupled with UV-LED Irradiation. JournalofHazardousMaterials, 402, Article 123456. https://doi.org/10.1016/j.jhazmat.2020.123456
[20]
Lin, H., Lin, S., Awasthi, M.K., Wang, Y. and Xu, P. (2021) Exploring the Bacterial Community and Fermentation Characteristics during Silage Fermentation of Abandoned Fresh Tea Leaves. Chemosphere, 283, Article 131234. https://doi.org/10.1016/j.chemosphere.2021.131234
[21]
Favere, J., Buysschaert, B., Boon, N. and De Gusseme, B. (2020) Online Microbial Fingerprinting for Quality Management of Drinking Water: Full-Scale Event Detection. WaterResearch, 170, Article 115353. https://doi.org/10.1016/j.watres.2019.115353
[22]
Lu, Q., Qin, S., Wang, W., Wang, Q. and Kang, S. (2023) Geochemistry of Late Permian Coals from the Yueliangtian Coal Deposit, Guizhou: Evidence of Sediment Source and Evaluation on Critical Elements. ScienceofTheTotalEnvironment, 856, Article 159123. https://doi.org/10.1016/j.scitotenv.2022.159123
[23]
Kümmerer, K. (2009) Antibiotics in the Aquatic Environment—A Review—Part I. Chemosphere, 75, 417-434. https://doi.org/10.1016/j.chemosphere.2008.11.086
[24]
Lin, X., Zhou, W., Li, S., Fang, H., Fu, S., Xu, J., et al. (2023) Photodegradation of Sulfamethoxazole and Enrofloxacin under UV and Simulated Solar Light Irradiation. Water, 15, Article 517. https://doi.org/10.3390/w15030517
[25]
Polishchuk, A., Emelina, T., Karaseva, E., Cramariuc, O., Chukharev, V. and Karasev, V. (2013) Photochemical Behavior and Photolysis of Protonated Forms of Levofloxacin. PhotochemistryandPhotobiology, 90, 79-84. https://doi.org/10.1111/php.12152
[26]
Feng, Y., Yang, Y., Huang, L., He, Y. and Zhang, Y. (2026) Photolysis of Fluoroquinolone Antibiotics in Aquatic Environments: Mechanisms, Influencing Factors and Environmental Implications—A Mini Review. RoyalSocietyOpenScience, 13, Article 250891. https://doi.org/10.1098/rsos.250891
[27]
Andreozzi, R., Raffaele, M. and Nicklas, P. (2003) Pharmaceuticals in STP Effluents and Their Solar Photodegradation in Aquatic Environment. Chemosphere, 50, 1319-1330. https://doi.org/10.1016/s0045-6535(02)00769-5
[28]
Polianciuc, S.I., Gurzău, A.E., Kiss, B., Ștefan, M.G. and Loghin, F. (2020) Antibiotics in the Environment: Causes and Consequences. MedicineandPharmacyReports, 93, 231-240. https://doi.org/10.15386/mpr-1742
[29]
Wammer, K.H., Korte, A.R., Lundeen, R.A., Sundberg, J.E., McNeill, K. and Arnold, W.A. (2013) Direct Photochemistry of Three Fluoroquinolone Antibacterials: Norfloxacin, Ofloxacin, and Enrofloxacin. Water Research, 47, 439-448. https://doi.org/10.1016/j.watres.2012.10.025
[30]
Fasani, E., Profumo, A. and Albini, A. (1998) Structure and Medium‐Dependent Photodecomposition of Fluoroquinolone Antibiotics. PhotochemistryandPhotobiology, 68, 666-674. https://doi.org/10.1111/j.1751-1097.1998.tb02527.x
[31]
Liu, S., Cui, Z., Bai, Y., Ding, D., Yin, J., Su, R., et al. (2023) Indirect Photodegradation of Ofloxacin in Simulated Seawater: Important Roles of DOM and Environmental Factors. FrontiersinMarineScience, 10, Article ID: 1132216. https://doi.org/10.3389/fmars.2023.1132216
[32]
Snowberger, S., Adejumo, H., He, K., Mangalgiri, K.P., Hopanna, M., Soares, A.D., et al. (2016) Direct Photolysis of Fluoroquinolone Antibiotics at 253.7 Nm: Specific Reaction Kinetics and Formation of Equally Potent Fluoroquinolone Antibiotics. EnvironmentalScience&Technology, 50, 9533-9542. https://doi.org/10.1021/acs.est.6b01794
[33]
Guo, H., Gao, N., Chu, W., Li, L., Zhang, Y., Gu, J., et al. (2013) Photochemical Degradation of Ciprofloxacin in UV and UV/H₂O₂ Process: Kinetics, Parameters, and Products. EnvironmentalScienceandPollutionResearch, 20, 3202-3213. https://doi.org/10.1007/s11356-012-1229-x
[34]
Ahmad, I., Bano, R., Musharraf, S.G., Sheraz, M.A., Ahmed, S., Tahir, H., et al. (2015) Photodegradation of Norfloxacin in Aqueous and Organic Solvents: A Kinetic Study. JournalofPhotochemistryandPhotobiologyA: Chemistry, 302, 1-10. https://doi.org/10.1016/j.jphotochem.2015.01.005
[35]
Bobu, M., Yediler, A., Siminiceanu, I., Zhang, F. and Schulte-Hostede, S. (2013) Comparison of Different Advanced Oxidation Processes for the Degradation of Two Fluoroquinolone Antibiotics in Aqueous Solutions. JournalofEnvironmentalScienceandHealth, PartA, 48, 251-262. https://doi.org/10.1080/10934529.2013.726805
[36]
Cuerda-Correa, E.M., Alexandre-Franco, M.F. and Fernández-González, C. (2019) Advanced Oxidation Processes for the Removal of Antibiotics from Water. an Overview. Water, 12, Article 102. https://doi.org/10.3390/w12010102
[37]
Zhang, Z., Xie, X., Yu, Z. and Cheng, H. (2019) Influence of Chemical Speciation on Photochemical Transformation of Three Fluoroquinolones (FQS) in Water: Kinetics, Mechanism, and Toxicity of Photolysis Products. Water Research, 148, 19-29. https://doi.org/10.1016/j.watres.2018.10.027
[38]
Niu, X., Busetti, F., Langsa, M. and Croué, J. (2016) Roles of Singlet Oxygen and Dissolved Organic Matter in Self-Sensitized Photo-Oxidation of Antibiotic Norfloxacin under Sunlight Irradiation. WaterResearch, 106, 214-222. https://doi.org/10.1016/j.watres.2016.10.002
[39]
Zhang, X., Li, J., Fan, W., Yao, M., Yuan, L. and Sheng, G. (2019) Enhanced Photodegradation of Extracellular Antibiotic Resistance Genes by Dissolved Organic Matter Photosensitization. EnvironmentalScience&Technology, 53, 10732-10740. https://doi.org/10.1021/acs.est.9b03096