Heterogeneous photocatalysis of moxifloxacin in water: Chemical transformation and ecotoxicity

• Published in: Chemosphere (Oxford) 2015-01, Vol.119, p.S75-S80
• Main Authors: Van Doorslaer, Xander, Haylamicheal, Israel Deneke, Dewulf, Jo, Van Langenhove, Herman, Janssen, Colin R., Demeestere, Kristof
• Format: Article
• Language: English
• Subjects: Algae; Algal growth inhibition; Anti-Bacterial Agents - chemistry; Anti-Bacterial Agents - toxicity; Catalysis; Chlorophyta - drug effects; Chlorophyta - growth & development; Ciprofloxacin - chemistry; Ciprofloxacin - toxicity; Degradation; Ecotoxicity; Ecotoxicology; Fluoroquinolone antibiotics; Fluoroquinolones - chemistry; Fluoroquinolones - toxicity; Formations; Inhibition; Mass spectrometry; Oxidation; Pharmaceuticals; Photocatalysis; Pseudokirchneriella subcapitata; Titanium - chemistry; Titanium - radiation effects; Titanium dioxide; Titanium dioxide photocatalysis; Transformations; Ultraviolet Rays; Water Pollutants, Chemical - chemistry; Water Pollutants, Chemical - toxicity
• ISSN: 0045-6535; 1879-1298
• DOI: 10.1016/j.chemosphere.2014.03.048

[Display omitted] •Moxifloxacin’s EC-50 for P. subcapitata is 7 times lower than that of ciprofloxacin.•Photocatalytic treatment of aqueous moxifloxacin decreases algal growth inhibition.•Moxifloxacin is converted into degradation products without carbon mineralization.•Moxifloxacin contributes more to growth inhibition than its degradation products.•Possible explanations are decreased cell permeation and lower biological activity. This work provides new insights on the impact of TiO2/UV catalyzed chemical transformation of moxifloxacin on ecotoxicity effects towards the green alga Pseudokirchneriella subcapitata. The moxifloxacin median effect concentration (EC-50=0.78 [0.56, 1.09] mgL−1), determined in accordance to the OECD 72-h growth inhibition test guideline, was 7 times lower than that of the older and widely used fluoroquinolone ciprofloxacin (EC-50=5.57 [4.86, 6.38] mgL−1). Applying heterogeneous photocatalysis as an advanced oxidation technique to degrade moxifloxacin in aqueous solution decreased the average growth inhibition from 72% to 14% after 150min of treatment. No significant carbon mineralization was observed and liquid chromatography mass spectrometry analysis revealed the formation of 13 degradation products for which a chemical structure could be proposed based on accurate mass determination. Combined chemical and ecotoxicological analysis showed that as long as moxifloxacin is present in the reaction solution, it is the main compound affecting algal growth inhibition. However, also the contribution of the degradation products to the observed ecotoxicity cannot be neglected. Photocatalytically induced modifications of moxifloxacin mainly occur at the diazobicyclo-substituent as ring opening, oxidation into carbonyl groups, and hydroxylation. This results into the formation of more hydrophilic compounds with a decreased biological activity compared with moxifloxacin. The change in lipophilicity, and possibly a modified acid–base speciation, most probably also affect the cell membrane permeation of the degradation products, which might be another factor explaining the observed lower residual ecotoxicity of the photocatalytically treated reaction solutions.