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Volumn 25, Issue 11, 2013, Pages 763-767

Enantiomer-specific in vitro biotransformation of select pharmaceuticals in rainbow trout (oncorhynchus mykiss)

Author keywords

bioaccumulation; comparative pharmacokinetics; contaminants of emerging concern; environmental risk assessment; metabolic biotransformation

Indexed keywords

FLUOXETINE; IBUPROFEN; NORETHISTERONE; PROPRANOLOL;

EID: 84886640700     PISSN: 08990042     EISSN: 1520636X     Source Type: Journal    
DOI: 10.1002/chir.22211     Document Type: Article
Times cited : (21)

References (43)
  • 1
    • 67649297606 scopus 로고    scopus 로고
    • Chiral toxicology: It's the same thing. only different
    • Smith SW,. Chiral toxicology: it's the same thing. only different. Toxicol Sci 2009; 110: 4-30.
    • (2009) Toxicol Sci , vol.110 , pp. 4-30
    • Smith, S.W.1
  • 4
    • 77958034220 scopus 로고    scopus 로고
    • Pharmacologically active compounds in the environment and their chirality
    • Kasprzyk-Hordern B,. Pharmacologically active compounds in the environment and their chirality. Chem Soc Rev 2010; 39: 4466-4503.
    • (2010) Chem Soc Rev , vol.39 , pp. 4466-4503
    • Kasprzyk-Hordern, B.1
  • 5
    • 0036357799 scopus 로고    scopus 로고
    • Enantiomeric enrichment of chiral pesticides in the environment
    • Hegeman WJM, Laane RWPM,. Enantiomeric enrichment of chiral pesticides in the environment. Rev Environ Contam Toxicol 2002; 173: 85-116.
    • (2002) Rev Environ Contam Toxicol , vol.173 , pp. 85-116
    • Hegeman, W.J.M.1    Laane, R.2
  • 6
    • 33749016750 scopus 로고    scopus 로고
    • Environmental fate processes and biochemical transformations of chiral emerging organic pollutants
    • Wong CS,. Environmental fate processes and biochemical transformations of chiral emerging organic pollutants. Anal Bioanal Chem 2006; 386: 544-558.
    • (2006) Anal Bioanal Chem , vol.386 , pp. 544-558
    • Wong, C.S.1
  • 7
    • 73949093060 scopus 로고    scopus 로고
    • Perspectives on ecological risk assessment of chiral compounds
    • Stanley JK, Brooks BW,. Perspectives on ecological risk assessment of chiral compounds. Integr Environ Assess Manage 2009; 5: 364-373.
    • (2009) Integr Environ Assess Manage , vol.5 , pp. 364-373
    • Stanley, J.K.1    Brooks, B.W.2
  • 9
    • 2342652328 scopus 로고    scopus 로고
    • A theoretical model for utilizing mammalian pharmacology and safety data to prioritize potential impacts of human pharmaceuticals to fish
    • Huggett DB, Cook JC, Ericson JF, Williams RT,. A theoretical model for utilizing mammalian pharmacology and safety data to prioritize potential impacts of human pharmaceuticals to fish. Hum Ecol Risk Assess 2003; 9: 1789-1799.
    • (2003) Hum Ecol Risk Assess , vol.9 , pp. 1789-1799
    • Huggett, D.B.1    Cook, J.C.2    Ericson, J.F.3    Williams, R.T.4
  • 10
    • 48749088292 scopus 로고    scopus 로고
    • Evolutionary conservation of human drug targets in organisms used for environmental risk assessment
    • Gunnarsson L, Jauhiainen A, Kristiansson E, Nerman O, Larsson DGJ,. Evolutionary conservation of human drug targets in organisms used for environmental risk assessment. Environ Sci Technol 2008; 42: 5807-5813.
    • (2008) Environ Sci Technol , vol.42 , pp. 5807-5813
    • Gunnarsson, L.1    Jauhiainen, A.2    Kristiansson, E.3    Nerman, O.4    Larsson, D.G.J.5
  • 11
    • 75749144557 scopus 로고    scopus 로고
    • Leveraging mammalian pharmaceutical toxicology and pharmacology data to predict chronic fish responses to pharmaceuticals
    • Berninger JP, Brooks BW,. Leveraging mammalian pharmaceutical toxicology and pharmacology data to predict chronic fish responses to pharmaceuticals. Toxicol Lett 2010; 193: 69-78.
    • (2010) Toxicol Lett , vol.193 , pp. 69-78
    • Berninger, J.P.1    Brooks, B.W.2
  • 12
    • 84857695721 scopus 로고    scopus 로고
    • Human therapeutic plasma levels of the selective serotonin reuptake inhibitor (SSRI) sertraline decrease serotonin reuptake transporter binding and shelter-seeking behavior in adult male fathead minnows
    • Valenti TW, Gould GG, Berninger JP, Connors KA, Keele NB, Prosser KN, Brooks BW,. Human therapeutic plasma levels of the selective serotonin reuptake inhibitor (SSRI) sertraline decrease serotonin reuptake transporter binding and shelter-seeking behavior in adult male fathead minnows. Environ Sci Technol 2012; 46: 2427-2435.
    • (2012) Environ Sci Technol , vol.46 , pp. 2427-2435
    • Valenti, T.W.1    Gould, G.G.2    Berninger, J.P.3    Connors, K.A.4    Keele, N.B.5    Prosser, K.N.6    Brooks, B.W.7
  • 13
    • 0024475519 scopus 로고
    • Fish as model systems
    • Powers DA,. Fish as model systems. Science 1989; 246: 352-358.
    • (1989) Science , vol.246 , pp. 352-358
    • Powers, D.A.1
  • 14
    • 0033178848 scopus 로고    scopus 로고
    • Occurrence and environmental behavior of the chiral pharmaceutical drug ibuprofen in surface waters and in wastewater
    • Buser H, Poiger T, Muller MD,. Occurrence and environmental behavior of the chiral pharmaceutical drug ibuprofen in surface waters and in wastewater. Environ Sci Technol 1999; 33: 2529-2535.
    • (1999) Environ Sci Technol , vol.33 , pp. 2529-2535
    • Buser, H.1    Poiger, T.2    Muller, M.D.3
  • 15
    • 33749239589 scopus 로고    scopus 로고
    • Stereoisomer quantification of the b-blocker drugs atenolol, metoprolol, and propranolol in wastewaters by chiral high-performance liquid chromatography-tandem mass spectrometry
    • Nikolai LN, McClure EL, MacLeod SL, Wong CS,. Stereoisomer quantification of the b-blocker drugs atenolol, metoprolol, and propranolol in wastewaters by chiral high-performance liquid chromatography-tandem mass spectrometry. J Chromatogr A 2006; 1131: 103-109.
    • (2006) J Chromatogr A , vol.1131 , pp. 103-109
    • Nikolai, L.N.1    McClure, E.L.2    Macleod, S.L.3    Wong, C.S.4
  • 16
    • 75849117742 scopus 로고    scopus 로고
    • Loadings, trends, comparisons, and fate of achiral and chiral pharmaceuticals in wastewaters from urban tertiary and rural aerated lagoon treatments
    • MacLeod SL, Wong CS,. Loadings, trends, comparisons, and fate of achiral and chiral pharmaceuticals in wastewaters from urban tertiary and rural aerated lagoon treatments. Water Res 2010; 44: 533-544.
    • (2010) Water Res , vol.44 , pp. 533-544
    • Macleod, S.L.1    Wong, C.S.2
  • 17
    • 28444479427 scopus 로고    scopus 로고
    • Use of the chiral pharmaceutical propranolol to identify sewage discharges into surface waters
    • Fono L, Sedlak DL,. Use of the chiral pharmaceutical propranolol to identify sewage discharges into surface waters. Environ Sci Technol 2004; 39: 9244-9252.
    • (2004) Environ Sci Technol , vol.39 , pp. 9244-9252
    • Fono, L.1    Sedlak, D.L.2
  • 18
    • 74049131277 scopus 로고    scopus 로고
    • Occurrence and fate of human pharmaceuticals in the environment
    • Monterio SC, Boxall ABA,. Occurrence and fate of human pharmaceuticals in the environment. Rev Environ Contam Toxicol 2010; 202: 53-154.
    • (2010) Rev Environ Contam Toxicol , vol.202 , pp. 53-154
    • Monterio, S.C.1    Boxall, A.B.A.2
  • 19
    • 84860583431 scopus 로고    scopus 로고
    • Human pharmaceuticals in the aquatic environment: A critical review of recent toxicological studies and considerations for toxicity testing
    • Brausch JM, Connors KA, Brooks BW, Rand GM,. Human pharmaceuticals in the aquatic environment: a critical review of recent toxicological studies and considerations for toxicity testing. Rev Environ Contam Toxicol 2012; 218: 1-99.
    • (2012) Rev Environ Contam Toxicol , vol.218 , pp. 1-99
    • Brausch, J.M.1    Connors, K.A.2    Brooks, B.W.3    Rand, G.M.4
  • 20
    • 34547546696 scopus 로고    scopus 로고
    • Enantiospecific sublethal effects of the antidepressant fluoxetine to a model aquatic vertebrate and invertebrate
    • Stanley JK, Ramirez AJ, Chambliss CK, Brooks BW,. Enantiospecific sublethal effects of the antidepressant fluoxetine to a model aquatic vertebrate and invertebrate. Chemosphere 2007; 69: 9-16.
    • (2007) Chemosphere , vol.69 , pp. 9-16
    • Stanley, J.K.1    Ramirez, A.J.2    Chambliss, C.K.3    Brooks, B.W.4
  • 21
    • 33749250017 scopus 로고    scopus 로고
    • Enantiospecific toxicity of the b-blocker propranolol to Daphnia magna and Pimephales promelas
    • Stanley JK, Ramirez AJ, Mottaleb M, Chambliss CK, Brooks BW,. Enantiospecific toxicity of the b-blocker propranolol to Daphnia magna and Pimephales promelas. Environ Toxicol Chem 2006; 25: 1780-1786.
    • (2006) Environ Toxicol Chem , vol.25 , pp. 1780-1786
    • Stanley, J.K.1    Ramirez, A.J.2    Mottaleb, M.3    Chambliss, C.K.4    Brooks, B.W.5
  • 22
    • 70349556073 scopus 로고    scopus 로고
    • Use of toxicity assays for enantiomeric discrimination of pharmaceutical substances
    • De Anders F, Castaneda G, Rios A,. Use of toxicity assays for enantiomeric discrimination of pharmaceutical substances. Chirality 2009; 21: 751-759.
    • (2009) Chirality , vol.21 , pp. 751-759
    • De Anders, F.1    Castaneda, G.2    Rios, A.3
  • 24
    • 84864541633 scopus 로고    scopus 로고
    • Evaluation of an isotope dilution liquid chromatography tandem mass spectrometry method for pharmaceuticals in fish
    • Du B, Perez-Hurtado P, Brooks BW, Chambliss CK,. Evaluation of an isotope dilution liquid chromatography tandem mass spectrometry method for pharmaceuticals in fish. J Chromatogr A 2012; 1253: 177-183.
    • (2012) J Chromatogr A , vol.1253 , pp. 177-183
    • Du, B.1    Perez-Hurtado, P.2    Brooks, B.W.3    Chambliss, C.K.4
  • 25
    • 34247346615 scopus 로고    scopus 로고
    • Analysis of pharmaceuticals in fish using liquid chromatography-tandem mass spectrometry
    • Ramirez AJ, Mottaleb MA, Brooks BW, Chambliss CK,. Analysis of pharmaceuticals in fish using liquid chromatography-tandem mass spectrometry. Anal Chem 2007; 79: 3155-3163.
    • (2007) Anal Chem , vol.79 , pp. 3155-3163
    • Ramirez, A.J.1    Mottaleb, M.A.2    Brooks, B.W.3    Chambliss, C.K.4
  • 26
  • 27
    • 23944451585 scopus 로고    scopus 로고
    • A unified model for predicting human hepatic, metabolic clearance from in vitro intrinsic clearance data in hepatocytes and microsomes
    • Riley RJ, McGinnity DF, Austin RP,. A unified model for predicting human hepatic, metabolic clearance from in vitro intrinsic clearance data in hepatocytes and microsomes. Drug Metab Dispos 2005; 33: 1304-1311.
    • (2005) Drug Metab Dispos , vol.33 , pp. 1304-1311
    • Riley, R.J.1    McGinnity, D.F.2    Austin, R.P.3
  • 28
    • 34547193773 scopus 로고    scopus 로고
    • Stereoselectivity in drug metabolism
    • Lu H,. Stereoselectivity in drug metabolism. Expert Opin Drug Metab Toxicol 2007; 3: 149-158.
    • (2007) Expert Opin Drug Metab Toxicol , vol.3 , pp. 149-158
    • Lu, H.1
  • 29
    • 78149285097 scopus 로고    scopus 로고
    • The influence of gill and liver metabolism on the predicted bioconcentration of three pharmaceuticals in fish
    • Gomez CF, Constantine L, Huggett DB,. The influence of gill and liver metabolism on the predicted bioconcentration of three pharmaceuticals in fish. Chemosphere 2010; 81: 1189-1195.
    • (2010) Chemosphere , vol.81 , pp. 1189-1195
    • Gomez, C.F.1    Constantine, L.2    Huggett, D.B.3
  • 31
    • 77249096785 scopus 로고    scopus 로고
    • Cross-species comparison of fluoxetine metabolism with fish liver microsomes
    • Smith EM, Chu S, Paterson G, Metcalfe CD, Wilson JY,. Cross-species comparison of fluoxetine metabolism with fish liver microsomes. Chemosphere 2010; 79: 26-32.
    • (2010) Chemosphere , vol.79 , pp. 26-32
    • Smith, E.M.1    Chu, S.2    Paterson, G.3    Metcalfe, C.D.4    Wilson, J.Y.5
  • 34
    • 0031886547 scopus 로고    scopus 로고
    • Clinical pharmacokinetics of ibuprofen. The first 30 years
    • Davies NM,. Clinical pharmacokinetics of ibuprofen. The first 30 years. Clin Pharmacokin 1998; 34: 101-154.
    • (1998) Clin Pharmacokin , vol.34 , pp. 101-154
    • Davies, N.M.1
  • 35
    • 0036692471 scopus 로고    scopus 로고
    • Stereoselectivity of ibuprofen metabolism and pharmacokinetics following the administration of the racemate to healthy volunteers
    • Tan SC, Patel BK, Jackson HD, Swift CG, Hutt AJ,. Stereoselectivity of ibuprofen metabolism and pharmacokinetics following the administration of the racemate to healthy volunteers. Xenobiotica 2002; 32: 683-697.
    • (2002) Xenobiotica , vol.32 , pp. 683-697
    • Tan, S.C.1    Patel, B.K.2    Jackson, H.D.3    Swift, C.G.4    Hutt, A.J.5
  • 36
    • 0035735019 scopus 로고    scopus 로고
    • Stereospecific pharmacokinetics and pharmacodynamics of beta-adrenergic blockers in humans (Review)
    • Mehvar R, Brocks DR,. Stereospecific pharmacokinetics and pharmacodynamics of beta-adrenergic blockers in humans (Review). J Pharm Pharmaceut Sci 2001; 4: 185-200.
    • (2001) J Pharm Pharmaceut Sci , vol.4 , pp. 185-200
    • Mehvar, R.1    Brocks, D.R.2
  • 37
    • 73449124810 scopus 로고    scopus 로고
    • Pharmaceuticals and Personal Care Products in the environment: Research needs for the next decade
    • Brooks BW, Huggett D, Boxall A,. Pharmaceuticals and Personal Care Products in the environment: Research needs for the next decade. Environm Toxicol Chem 2009; 28: 2469-2472.
    • (2009) Environm Toxicol Chem , vol.28 , pp. 2469-2472
    • Brooks, B.W.1    Huggett, D.2    Boxall, A.3
  • 39
    • 33646353437 scopus 로고    scopus 로고
    • Bioaccumulation, biotransformation, and metabolite formation of fipronil and chiral legacy pesticides in rainbow trout
    • Konwick BJ, Garrison AW, Black MC, Avants JK, Fisk AT,. Bioaccumulation, biotransformation, and metabolite formation of fipronil and chiral legacy pesticides in rainbow trout. Environ Sci Technol 2006; 40: 2930-2936.
    • (2006) Environ Sci Technol , vol.40 , pp. 2930-2936
    • Konwick, B.J.1    Garrison, A.W.2    Black, M.C.3    Avants, J.K.4    Fisk, A.T.5
  • 40
    • 33845349245 scopus 로고    scopus 로고
    • Bioaccumulation and biotransformation of chiral triazole fungicides in rainbow trout (Oncorhynchus mykiss)
    • Konwick BJ, Garrison AW, Avants JK, Fisk AT,. Bioaccumulation and biotransformation of chiral triazole fungicides in rainbow trout (Oncorhynchus mykiss). Aquat Toxicol 2006; 80: 372-381.
    • (2006) Aquat Toxicol , vol.80 , pp. 372-381
    • Konwick, B.J.1    Garrison, A.W.2    Avants, J.K.3    Fisk, A.T.4
  • 41
    • 0037086114 scopus 로고    scopus 로고
    • Rainbow trout (Oncorhynchus mykiss) can eliminate chiral organochlorine compounds enantioselectively
    • Wong CS, Lau R, Clark M, Mabury SA, Muir DCG,. Rainbow trout (Oncorhynchus mykiss) can eliminate chiral organochlorine compounds enantioselectively. Environ Sci Technol 2002; 36: 1257-1262.
    • (2002) Environ Sci Technol , vol.36 , pp. 1257-1262
    • Wong, C.S.1    Lau, R.2    Clark, M.3    Mabury, S.A.4    Muir, D.C.G.5
  • 42
    • 74749102227 scopus 로고    scopus 로고
    • Integration of metabolomics and in vitro metabolism assays for investigating the stereoselective transformation of triadimefon in rainbow trout
    • Kenneke JF, Ekman DR, Mazur CS, Konwick BJ, Fisk AT, Avants JK, Garrison AW,. Integration of metabolomics and in vitro metabolism assays for investigating the stereoselective transformation of triadimefon in rainbow trout. Chirality 2010; 22: 183-192.
    • (2010) Chirality , vol.22 , pp. 183-192
    • Kenneke, J.F.1    Ekman, D.R.2    Mazur, C.S.3    Konwick, B.J.4    Fisk, A.T.5    Avants, J.K.6    Garrison, A.W.7
  • 43
    • 84871323354 scopus 로고    scopus 로고
    • Enantioselective toxicity and bioaccumulation of fipronil in fathead minnows (Pimephales promelas) following water and sediment exposures
    • Baird S, Garrison A, Jones J, Avants J, Bringolf R, Black M,. Enantioselective toxicity and bioaccumulation of fipronil in fathead minnows (Pimephales promelas) following water and sediment exposures. Environ Toxicol Chem 2013; 32: 222-227.
    • (2013) Environ Toxicol Chem , vol.32 , pp. 222-227
    • Baird, S.1    Garrison, A.2    Jones, J.3    Avants, J.4    Bringolf, R.5    Black, M.6


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