Dispersive liquid–liquid microextraction and HPLC to analyse fluoxetine and metoprolol enantiomers in wastewaters

Environmental Chemistry Letters

Volumn 13, Issue 2, 2015, Pages 203-210

  Ribeiro, Ana R ^a,b,c   Gonçalves, Virgínia M F ^a   Maia, Alexandra S ^a,b   Ribeiro, Cláudia ^a   Castro, Paula M L ^b   Tiritan, Maria E ^a,c,d  

^a INSTITUTO DE INVESTIGAÇÃO E FORMAÇÃO AVANÇADA EM CIÊNCIAS E TECNOLOGIAS DA SAÚDE   (Portugal)

^b UNIVERSIDADE CATÓLICA PORTUGUESA   (Portugal)

^c UNIVERSITY OF PORTO   (Portugal)

^d UNIVERSITY OF PORTO   (Portugal)

Author keywords

Chiral pharmaceuticals; Chirobiotic V; Dispersive liquid liquid microextraction; HPLC FD; Sample preparation; Wastewaters

Indexed keywords

EXTRACTION; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY;

CHIRAL PHARMACEUTICALS; CHIROBIOTIC V; DISPERSIVE LIQUID-LIQUID MICROEXTRACTION; ENVIRONMENTAL ANALYSIS; FLUOXETINE; HIGH COMPLEXITY; HPLC-FD; METOPROLOL; SAMPLE EXTRACTION; SAMPLE PREPARATION;

ENANTIOMERS;

EID: 84939966657     PISSN: 16103653     EISSN: 16103661     Source Type: Journal    
DOI: 10.1007/s10311-015-0498-2     Document Type: Article

References (41)

1. Al Aukidy M, Verlicchi P, Voulvoulis N (2014) A framework for the assessment of the environmental risk posed by pharmaceuticals originating from hospital effluents. Sci Total Environ 493:54–64
2. Barclay VKH, Tyrefors NL, Johansson IM, Pettersson CE (2012a) Chiral analysis of metoprolol and two of its metabolites, α-hydroxymetoprolol and deaminated metoprolol, in wastewater using liquid chromatography–tandem mass spectrometry. J Chromatogr A 1269:208–217
3. Barclay VKH, Tyrefors NL, Johansson IM, Pettersson CE (2012b) Trace analysis of fluoxetine and its metabolite norfluoxetine. Part II: enantioselective quantification and studies of matrix effects in raw and treated wastewater by solid phase extraction and liquid chromatography–tandem mass spectrometry. J Chromatogr A 1227:105–114
4. Brooks BW, Turner PK, Stanley JK, Weston JJ, Glidewell EA, Foran CM, Slattery M, La Point TW, Huggett DB (2003) Waterborne and sediment toxicity of fluoxetine to select organisms. Chemosphere 52(1):135–142
5. Buser H-R, Poiger T, Muller MD (1999) Occurrence and environmental behavior of the chiral pharmaceutical drug ibuprofen in surface waters and in wastewater. Environ Sci Technol 33(15):2529–2535
6. Daughton CG (2014) Eco-directed sustainable prescribing: feasibility for reducing water contamination by drugs. Sci Total Environ 493:392–404
7. De Andrés F, Castañeda G, Ríos Á (2009) Use of toxicity assays for enantiomeric discrimination of pharmaceutical substances. Chirality 21(8):751–759
8. de la Guardia M, Garrigues S (2014) The social responsibility of environmental analysis. Trends Environ Anal Chem 3–4:7–13
9. Dong Z, Senn DB, Moran RE, Shine JP (2013) Prioritizing environmental risk of prescription pharmaceuticals. Regul Toxicol Pharmacol 65(1):60–67
10. FDA (2001). Bioanalytical method validation: guidance for industry, U.S. Food and Drug Administration: 1–22. http://www.fda.gov/downloads/Drugs/Guidances/ucm070107.pdf
11. Flaherty CM, Dodson SI (2005) Effects of pharmaceuticals on Daphnia survival, growth, and reproduction. Chemosphere 61(2):200–207
12. Fono LJ, Sedlak DL (2005) Use of the chiral pharmaceutical propranolol to identify sewage discharges into surface waters. Environ Sci Technol 39(23):9244–9252
13. Foran CM, Weston J, Slattery M, Brooks BW, Huggett DB (2004) Reproductive assessment of Japanese Medaka (Oryzias latipes) following a four-week fluoxetine (SSRI) exposure. Arch Environ Contam Toxicol 46(4):511–517
14. Gonzalez-Rey M, Bebianno MJ (2013) Does selective serotonin reuptake inhibitor (SSRI) fluoxetine affects mussel Mytilus galloprovincialis? Environ Pollut 173:200–209
15. Henry TB, Black MC (2008) Acute and chronic toxicity of fluoxetine (selective serotonin reuptake inhibitor) in western mosquitofish. Arch Environ Contam Toxicol 54(2):325–330
16. Herrera-Herrera AV, Hernández-Borges J, Borges-Miquel TM, Rodríguez-Delgado MÁ (2013) Dispersive liquid–liquid microextraction combined with ultra-high performance liquid chromatography for the simultaneous determination of 25 sulfonamide and quinolone antibiotics in water samples. J Pharm Biomed Anal 75:130–137
17. Hughes SR, Kay P, Brown LE (2013) Global synthesis and critical evaluation of pharmaceutical data sets collected from river systems. Environ Sci Technol 47(2):661–677
18. ICH (1996) Validation of analytical procedures: text and methodology Q2(R1). International Conference on Harmonization (March 3):1–13
19. Lao W, Gan J (2012) Enantioselective degradation of warfarin in soils. Chirality 24(1):54–59
20. Lima DLD, Silva CP, Otero M, Esteves VI (2013) Low cost methodology for estrogens monitoring in water samples using dispersive liquid–liquid microextraction and HPLC with fluorescence detection. Talanta 115:980–985
21. Lima DLD, Silva CP, Schneider RJ, Otero M, Esteves VI (2014) Application of dispersive liquid–liquid microextraction for estrogens' quantification by enzyme-linked immunosorbent assay. Talanta 125:102–106
22. López-Serna R, Kasprzyk-Hordern B, Petrović M, Barceló D (2013) Multi-residue enantiomeric analysis of pharmaceuticals and their active metabolites in the Guadalquivir River basin (South Spain) by chiral liquid chromatography coupled with tandem mass spectrometry. Anal Bioanal Chem 405(18):5859–5873
23. MacLeod SL, Sudhir P, Wong CS (2007) Stereoisomer analysis of wastewater-derived b-blockers, selective serotonin re-uptake inhibitors, and salbutamol by high-performance liquid chromatography-tandem mass spectrometry. J Chromatogr A 1170(1–2):23–33
24. Martín J, Buchberger W, Alonso E, Himmelsbach M, Aparicio I (2011) Comparison of different extraction methods for the determination of statin drugs in wastewater and river water by HPLC/Q-TOF-MS. Talanta 85(1):607–615
25. Maszkowska J, Stolte S, Kumirska J, Lukaszewicz P, Mioduszewska K, Puckowski A, Caban M, Wagil M, Stepnowski P, Bialk-Bielinska A (2014) Beta-blockers in the environment: part II. Ecotoxicity study. Sci Total Environ 493:1122–1126
26. Morando MB, Medeiros LR, McDonald MD (2009) Fluoxetine treatment affects nitrogen waste excretion and osmoregulation in a marine teleost fish. Aquat Toxicol 95(2):164–171
27. Morante-Zarcero S, Sierra I (2012) Simultaneous enantiomeric determination of propranolol, metoprolol, pindolol, and atenolol in natural waters by HPLC on new polysaccharide-based stationary phase using a highly selective molecularly imprinted polymer extraction. Chirality 24(10):860–866
28. Paterson G, Metcalfe CD (2008) Uptake and depuration of the anti-depressant fluoxetine by the Japanese medaka (Oryzias latipes). Chemosphere 74(1):125–130
29. Rezaee M, Assadi Y, Milani Hosseini M-R, Aghaee E, Ahmadi F, Berijani S (2006) Determination of organic compounds in water using dispersive liquid–liquid microextraction. J Chromatogr A 1116(1–2):1–9
30. Ribeiro AR, Castro PML, Tiritan ME (2012) Chiral pharmaceuticals in the environment. Environ Chem Lett 10(3):239–253
31. Ribeiro AR, Afonso CM, Castro PML, Tiritan ME (2013) Enantioselective HPLC analysis and biodegradation of atenolol, metoprolol and fluoxetine. Environ Chem Lett 11(1):83–90
32. Ribeiro AR, Maia AS, Cass QB, Tiritan ME (2014a) Enantioseparation of chiral pharmaceuticals in biomedical and environmental analyses by liquid chromatography: an overview. J Chromatogr B 968:8–21
33. Ribeiro AR, Santos LHMLM, Maia AS, Delerue-Matos C, Castro PML, Tiritan ME (2014b) Enantiomeric fraction evaluation of pharmaceuticals in environmental matrices by liquid chromatography-tandem mass spectrometry. J Chromatogr A 1363:226–235
34. Ribeiro C, Ribeiro AR, Maia AS, Gonçalves VMF, Tiritan ME (2014c) New trends in sample preparation techniques for environmental analysis. Crit Rev Anal Chem 44(2):142–185
35. Sánchez-Argüello P, Fernández C, Tarazona JV (2009) Assessing the effects of fluoxetine on Physa acuta (Gastropoda, Pulmonata) and Chironomus riparius (Insecta, Diptera) using a two-species water-sediment test. Sci Total Environ 407(6):1937–1946
36. Santos LHMLM, Gros M, Rodriguez-Mozaz S, Delerue-Matos C, Pena A, Barceló D, Montenegro MCBSM (2013) Contribution of hospital effluents to the load of pharmaceuticals in urban wastewaters: identification of ecologically relevant pharmaceuticals. Sci Total Environ 461–462:302–316
37. Schultz MM, Painter MM, Bartell SE, Logue A, Furlong ET, Werner SL, Schoenfuss HL (2011) Selective uptake and biological consequences of environmentally relevant antidepressant pharmaceutical exposures on male fathead minnows. Aquat Toxicol 104(1–2):38–47
38. Silvestre CIC, Santos JLM, Lima JLFC, Zagatto EAG (2009) Liquid–liquid extraction in flow analysis: a critical review. Anal Chim Acta 652(1–2):54–65
39. Stanley JK, Brooks BW (2009) Perspectives on ecological risk assessment of chiral compounds. Integr Environ Assess Manag 5(3):364–373
40. Vázquez MdMP, Vázquez PP, Galera MM, Sánchez LM (2012) Simple, rapid, and sensitive determination of beta-blockers in environmental water using dispersive liquid–liquid microextraction followed by liquid chromatography with fluorescence detection. J Sep Sci 35(17):2184–2192
41. Vulliet E, Cren-Olivé C, Grenier-Loustalot M-F (2011) Occurrence of pharmaceuticals and hormones in drinking water treated from surface waters. Environ Chem Lett 9(1):103–114