title: Identification of transformation products of rosuvastatin in water during ZnO photocatalytic degradation through the use of associated LC-QTOF-MS to computational chemistry.
abstract: Rosuvastatin (RST), a synthetic statin, is a 3-hydroxy-3-methylglutaryl coenzyme A reductase inhibitor, with a number of pleiotropic properties, such as anti-inflammation, antioxidation and cardiac remodelling attenuation. According to IMS Health, rosuvastatin was the third best-selling drug in the United States in 2012. RST was recently found in European effluent samples at a detection frequency of 36%. In this study, we evaluate the identification process of major transformation products (TPs) of RST generated during the heterogeneous photocatalysis process with ZnO. The degradation of the parent molecule and the identification of the main TPs were studied in demineralised water. The TPs were monitored and identified by liquid chromatography-quadrupole time-of-flight mass spectrometry (LC-QTOF-MS/MS). Ten TPs were tentatively identified and some of them originated from the hydroxylation suffered by the aromatic ring during the initial stages of the process. Structural elucidation of some of the most abundant or persistent TPs was evaluated by computational analysis, which demonstrated that this approach can be used as a tool to help the elucidation of structures of unknown molecules. The analysis of the parameters obtained from ab initio calculations for different isomers showed the most stable structures and, consequently, the most likely to be found.
authors.affiliation: Instituto de Química, UFRGS, Porto Alegre, RS, Brazil.
authors.forename: Jéferson
authors.initials: J
authors.lastname: Segalin
authors.affiliation: Instituto de Química, UFRGS, Porto Alegre, RS, Brazil.
authors.forename: Carla
authors.initials: C
authors.lastname: Sirtori
authors.affiliation: Instituto de Química, UFRGS, Porto Alegre, RS, Brazil.
authors.forename: Louíse
authors.initials: L
authors.lastname: Jank
authors.affiliation: Instituto de Química, UFRGS, Porto Alegre, RS, Brazil.
authors.forename: Martha F S
authors.initials: MF
authors.lastname: Lima
authors.affiliation: Instituto de Química, UFRGS, Porto Alegre, RS, Brazil.
authors.forename: Paolo R
authors.initials: PR
authors.lastname: Livotto
authors.affiliation: PPGEQ-UFRGS, Rua Engenheiro Luiz Englert, s/nº - Prédio 12204, 90040-040 Porto Alegre, RS, Brazil.
authors.forename: Tiele C
authors.initials: TC
authors.lastname: Machado
authors.affiliation: PPGEQ-UFRGS, Rua Engenheiro Luiz Englert, s/nº - Prédio 12204, 90040-040 Porto Alegre, RS, Brazil.
authors.forename: Marla A
authors.initials: MA
authors.lastname: Lansarin
authors.affiliation: Instituto de Química, UFRGS, Porto Alegre, RS, Brazil. Electronic address: tania.pizzolato@ufrgs.br.
authors.forename: Tânia M
authors.initials: TM
authors.lastname: Pizzolato
mesh_terms: D002384:Catalysis; D002853:Chromatography, Liquid / Q000379:methods*; D055668:Photochemical Processes; D000068718:Rosuvastatin Calcium / Q000737:chemistry*; D053719:Tandem Mass Spectrometry / Q000379:methods*; D014874:Water Pollutants, Chemical / Q000737:chemistry*; D015034:Zinc Oxide / Q000737:chemistry*
chemical_list: D014874:Water Pollutants, Chemical; D000068718:Rosuvastatin Calcium; D015034:Zinc Oxide
keywords: Computational chemistry; Lc–QTOF–MS/MS; Rosuvastatin; Transformation products; ZnO heterogeneous photocatalysis