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Workshop Report

Use of In Vitro Absorption, Distribution, Metabolism, and Excretion (ADME) Data in Bioaccumulation Assessments for Fish

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Pages 1164-1191 | Received 27 Mar 2007, Accepted 01 Apr 2007, Published online: 07 Nov 2007

REFERENCES

  • Andersson , T , Förlin , L and Hansson , T . 1983 . Biotransformation of 7-ethoxycoumarin in isolated perfused rainbow trout liver . Drug Metab Disposit , 11 : 494 – 8 .
  • Arnot , J A and Gobas , F APC . 2003 . A generic QSAR for assessing the bioaccumulation potential of organic chemicals in aquatic food webs . QSAR Comb Sci , 22 : 337 – 45 .
  • Arnot , J A and Gobas , F APC . 2004 . A food web bioaccumulation model for organic chemicals in aquatic ecosystems . Environ Toxicol Chem , 23 : 2343 – 55 .
  • Arnot , J A and Gobas , F APC . 2006 . A review of bioconcentration factor (BCF) and bioaccumulation factor (BAF) assessments for organic chemicals in aquatic—organisms . Environ Rev , 14 : 257 – 97 .
  • Austin , R P , Barton , P Cockroft , S L . 2002 . The influence of nonspecific microsomal binding on apparent intrinsic clearance, and its prediction from physicochemical properties . Drug Metab Disposit , 30 : 1497 – 503 .
  • Balmat , A-L , Judson , P Long , A . 2005 . Predicting drug metabolism—An evaluation of the expert system METEOR . Chem Biodiversity , 2 : 872 – 85 .
  • Barron , M G , Schultz , I R and Hayton , W L . 1989 . Presystemic branchial metabolism limits di-2-ethylhexyl phthalate accumulation in fish . Toxicol Appl Pharmacol , 98 : 49 – 5 .
  • Barron , M G , Mayes , M A Murphy , P G . 1990 . Pharmacokinetics and metabolism of tichlopyr butoxyethyl ester in coho salmon . Aquat Toxicol , 16 : 19 – 32 .
  • Barron , M G , Charron , K A Stott , W T . 1999 . Tissue carboxylesterase activity of rainbow trout . Environ Toxicol Chem , 18 : 2506 – 11 .
  • Bermejo , M , Avdeef , A Ruiz , A . 2004 . PAMPA—a drug absorption in vitro model 7. Comparing rat in situ, Caco-2, and PAMPA permeability of fluoroquinolones . Eur J Pharm Sci , 21 : 429 – 41 .
  • Borodina , Y , Sadym , A Flimonov , D . 2003 . Predicting biotransformation potential from molecular structure . J Chem Inf Comput Sci , 43 : 1636 – 46 .
  • Bradbury , S P , Dady , J M Fitzsimmons , P N . 1993 . Toxicokinetics and metabolism of aniline and 4-chloroaniline in medaka (Oryzias latipes) . Toxicol Appl Pharmacol , 118 : 205 – 14 .
  • Branson , D R , Blau , G E Alexander , H C . 1975 . Bioconcentration of 2,2′,4,4′- tetrachlorobiphenyl in rainbow trout as measured in an accelerated test . Trans Am Fish Soc , 104 : 785 – 92 .
  • Buesen , R , Mock , M Nau , H . 2003 . Human intestinal Caco-2 cells display active transport of benzo(a)pyrene metabolites . Chem Biol Interac , 142 : 201 – 21 .
  • Buhler , D R and Wang-Buhler , J-L . 1998 . Rainbow trout cytochrome P450s: Purification, molecular aspects, metabolic activity, induction, and role in environmental monitoring . Comp Biochem Physiol , 121C : 107 – 37 .
  • Carlile , D J , Zomorodi , K and Houston , J B . 1997 . Scaling factors to relate drug metabolic clearance in hepatic microsomes, isolated hepatocytes, and the intact liver . Drug Metab Disposit , 25 : 903 – 1 .
  • Castano , A , Bols , N C Braunbeck , T . 2003 . The use of fish cells in ecotoxicology. The report and recommendations of ECVAM workshop 47 . Altern Lab Anim , 31 : 317 – 51 .
  • Chung , W-G , Sen , A Wang-Buhler , J-L . 2004 . cDNA-directed expression of a functional zebrafish CPY1A in yeast . Aquat Toxicol , 70 : 111 – 21 .
  • Clark , K E , Gobas , F APC and Mackay , D . 1990 . Model of organic chemical uptake and clearance by fish from food and water . Environ Sci Technol , 24 : 1203 – 1 .
  • Cornelissen , G , Rigterink , H ten Hulscher , D E . 2001 . A simple Tenax extraction method to determine the availability of sediment-sorbed organic compounds . Environ Toxicol Chem , 20 : 706 – 11 .
  • de Wolf , W , Seinen , W and Hermens , J LM . 1993 . Biotransformation and toxicokinetics of trichloroanilines in fish in relation to their hydrophobicity . Arch Environ Contam Toxicol , 25 : 110 – 7 .
  • de Wolf , W , Comber , M Douben , P . 2007 . Animal use replacement, reduction and refinement: Development of an integrated testing strategy for bioconcentration of chemicals in fish . Integr Environ Assess Manag , 3 : 3 – 17 .
  • Dierickx , P J . 1985 . Purification and partial characterization of the glutathione S-transferases in carp liver, and their interaction with 2,4-dichlorophenoxyacetic acid and 1,4-benzoquinone . Biochem Int , 11 : 755 – 6 .
  • Dimitrov , S D , Dimitrova , N C Walker , J D . 2002 . Predicting bioconcentration factors of highly hydrophobic chemicals. Effects of molecular size . Pure Appl Chem , 74 : 1823 – 30 .
  • Dimitrov , S , Dimitrova , N Parkerton , T . 2005 . Baseline model for identifying the bioaccumulation potential of chemicals . SAR QSAR Environ Res , 16 : 531 – 54 .
  • Dyer , S D and Bernhard , M J . 2004 . Follow-up to feasibility study on in vitro biotransformation systems: Determination of uptake, loss and bioconcentration of two surfactants http://www.erasm.org/study.htm ERASM final report. Brussels, Belgium. Available at
  • Dyer , S D , Bernhard , M J and Versteeg , D J . 2003 . Identification of an in vitro method for estimating the bioconcentration of surfactants in fish http://www.erasm.org/study.htm ERASM final report. Brussels, Belgium. Available at
  • Elskus , A A , Collier , T K and Monosson , E . 2005 . “ Interactions between lipids and persistent organic pollutants (POPs) in fish ” . In The Biochemistry and Molecular Biology of Fishes, vol. 6, Environmental Toxicology , Edited by: Mommsen , T P and Moon , T W . 119 – 52 . St. Louis, MO, , USA : Elsevier .
  • Fisk , A T , Norstrom , R J Cymbalisty , C D . 1998 . Dietary accumulation and depuration of hydrophobic organochlorines: Bioaccumulation parameters and their relationship with the octanol/water partition coefficient . Environ Toxicol Chem , 17 : 951 – 61 .
  • Fitzsimmons , P N , Lien , G J and Nichols , J W . 2007 . A compilation of in vitro rate and affinity values for xenobiotic biotransformation in fish, measured under physiological conditions . Comp Biochem Physiol , 145C : 485 – 506 .
  • Förlin , L and Andersson , T . 1981 . Effects of Clophen A50 on the metabolism of paranitroanisole in an in vitro perfused rainbow trout liver . Comp Biochem Physiol , 68C : 239 – 42 .
  • Frezard , F and Garnier-Suillerot , A . 1998 . Permeability of lipid bilayer to anthracycline derivatives. Role of the bilayer composition and of the temperature . Biochim Biophys Acta , 1389 : 13 – 2 .
  • Gilroy , D J , Miranda , C L Siddens , L K . 1996 . Dieldrin pretreatment alters 14C-dieldren and [3H] 7,12-dimethylbenz(a)anthracene uptake in rainbow trout liver slices. Fundam . Appl Toxicol , 30 : 187 – 93 .
  • Gobas , F APC . 1993 . A model for predicting the bioaccumulation of hydrophobic organic chemicals in aquatic food-webs: Application to Lake Ontario . Ecol Mod , 69 : 1 – 17 .
  • Gobas , F APC , Muir , D CG and Mackay , D . 1988 . Dynamics of dietary bioaccumulation and faecal elimination of hydrophobic organic chemicals in fish . Chemosphere , 17 : 943 – 6 .
  • Government of Canada . 1999 . Canadian Environmental Protection Act, 1999. Statutes of Canada , Ottawa, ON, , Canada : Department of Justice . Chapter 33. Act assented to September 14, 1999
  • Gülden , M , Dierickx , P and Seibert , H . 2005 . Validation of a prediction model for estimating serum concentrations of chemicals which are equivalent to toxic concentrations in vitro . Toxicol In Vitro , 20 : 1114 – 2 .
  • Hack , A and Selenka , F . 1996 . Mobilization of PAH and PCB from contaminated soil using a digestive tract model . Toxicol Lett , 88 : 199 – 21 .
  • Heringa , M B , Schreurs , R HMM Busser , F . 2004 . Toward more useful in vitro toxicity data with measured free concentrations . Environ Sci Technol , 38 : 6263 – 70 .
  • Hidalgo , I J . 2001 . Assessing the absorption of new pharmaceuticals . Curr Topics Med Chem , 1 : 385 – 40 .
  • Hodson , P V , Kloepper-Sams , K R Munkittrick , K R . 1991 . Protocols for measuring mixed function oxygenases of fish liver Can Tech Rep Fish Aquat Sci No. 1829
  • Houston , J B . 1994 . Utility of in vitro drug metabolism data in predicting in vivo metabolic clearance . Biochem Pharmacol , 47 : 1469 – 7 .
  • Houston , J B and Carlile , D J . 1997 . Prediction of hepatic clearance from microsomes, hepatocytes, and liver slices . Drug Metab Rev , 29 : 891 – 92 .
  • Iwatsubo , T , Hirota , N Ooie , T . 1997 . Prediction of in vivo drug metabolism in the human liver from in vitro metabolism data . Pharmacol Ther , 73 : 147 – 71 .
  • James , M O , Kleinow , K M Tong , Z . 1996 . Bioavailability and biotransformation of [3H]-benzo(a)pyrene mtabolites in in situ intestinal preparations of uninduced and BNF-induced channel catfish . Mar Environ Res , 42 : 309 – 15 .
  • James , M O , Altman , A H Morris , K . 1997 . Dietary modulation of phase 1 and phase 2 activities with benzo(a)pyrene and related compounds in intestine but not liver of the channel catfish, Ictalurus punctatus . Drug Metab Disp , 25 : 346 – 54 .
  • Jones , H M and Houston , J B . 2004 . Substrate depletion approach for determining in vitro metabolic clearance: Time dependencies in hepatocyte and microsomal incubations . Drug Metab Disposit , 32 : 973 – 8 .
  • Kane , A S and Thohan , S . 1996 . “ Use of fish hepatic tissue slices to evaluate species-specific metabolic capacity and alterations due to environmental exposure ” . In Methods in Aquatic Toxicology , Edited by: Ostrander , G . 371 – 91 . Boca Raton, FL, , USA : Lewis .
  • Kansy , M , Senner , F and Gubernator , K . 1998 . Physicochemical high throughput screening: Parallel artificial membrane permeation assay in the description of passive absorption processes . J Med Chem , 41 : 1007 – 1 .
  • Karara , A K and Hayton , W L . 1984 . Pharmacokinetic model for the uptake and disposition of di-2-ethylhexyl phthalate in sheepshead minnow Cyprinodon variegates . Aquat Toxicol , 5 : 181 – 9 .
  • Kleinow , K M , James , M O Tong , Z . 1998 . Bioavailability and biotransformation of benzo(a) pyrene in isolated perfused intestinal preparations from control and β-naphthoflavone-induced catfish . Environ Health Perspect , 106 : 155 – 66 .
  • Klopman , G , Dimayuga , M and Talafous , J . 1994 . META 1. A program for the evaluation of metabolic transformation of chemicals . J Chem Inf Comput Sci , 34 : 1320 – 25 .
  • Kwon , J-H , Katz , L E and Liljestrand , H M . 2006 . Use of a parallel artificial membrane system to evaluate passive absorption and elimination in small fish. Environ . Toxicol Chem , 25 : 3083 – 9 .
  • Leaver , M J and George , S G . 1998 . A piscine glutathione S-transferase which efficiently conjugates the end-products of lipid peroxidation . Mar Environ Res , 46 : 71 – 4 .
  • Lipinski , C A , Lombardo , F Dominy , B W . 1997 . Experimental and computational approaches to estimate solubility and permeability in drug discovery and development settings . Adv Drug Deliver Rev , 23 : 3 – 25 .
  • Lu , C , Li , P Gallegos , R . 2006 . Comparison of intrinsic clearance in liver microsomes and hepatocytes from rats and humans Evaluation of free fraction and uptake in hepatocytes . Drug Metab Disposit , 34 : 1600 – 5 .
  • Mackay , D and Paterson , S . 1991 . Evaluating the multimedia fate of organic chemicals: A—level III fugacity model . Environ Sci Technol , 25 : 427 – 3 .
  • Mayer , P , Vaes , W H and Hermens , J L . 2000 . Absorption of hydrophobic compounds into the poly(dimethylsiloxane) coating of solid-phase microextraction fibers: High partition coefficients and fluorescence microscopy images . Anal Chem , 72 : 459 – 6 .
  • McKim , J , Schmieder , P and Veith , G . 1985 . Absorption dynamics of organic chemical transport across trout gills as related to octanol-water partition coefficient . Toxicol Appl Pharmacol , 77 : 1 – 1 .
  • Mekenyan , O , Dimitrov , S Dimitrova , N . 2006 . Metabolic activation of chemicals: In silico simulation . SAR QSAR Environ Res , 17 : 107 – 20 .
  • Minhas , J K , Vasiluk , L Pinto , L J . 2006 . Mobilization of chrysene from soil in a model digestive system . Environ Toxicol Chem , 25 : 1725 – 37 .
  • Mommsen , T P , Moon , T W and Walsh , P J . 1994 . “ Hepatocytes: Isolation, maintenance and utilization ” . In The Biochemistry and Molecular Biology of Fishes, vol. 3, Analytical Techniques , Edited by: Hochachka , P W and Mommsen , T P . 355 – 72 . Amsterdam, , The Netherlands : Elsevier .
  • Nehls , S and Segner , H . 2001 . Detection of DNA damage in two cell lines from rainbow trout, RTG-2 and RTL-W1, using the comet assay . Environ Toxicol , 16 : 325 – 3 .
  • Nichols , J W , Schultz , I R and Fitzsimmons , P N . 2006 . In vitro-in vivo extrapolation of quantitative hepatic biotransformation data for fish. I. A review of methods, and strategies for incorporating intrinsic clearance estimates into chemical kinetic models . Aquat Toxicol , 78 : 74 – 90 .
  • Nichols , J W , Fitzsimmons , P N and Burkhard , L P . 2007 . In vitro-in vivo extrapolation of quantitative hepatic biotransformation data for fish. II. Modeled effects on chemical bioaccumulation . Environ Toxicol Chem , 26 : 1304 – 1 .
  • Niimi , A J and Oliver , B G . 1988 . Influence of molecular weight and molecular volume on dietary absorption efficiency of chemicals by fishes . Can J Fish Aquat Sci , 45 : 222 – 7 .
  • Obach , R S . 1997 . Nonspecific binding to microsomes: Impact on scale-up of in vitro intrinsic clearance to hepatic clearance as assessed through examination of warfarin, imipramine, and propranolol . Drug Metab Disposit , 25 : 1359 – 6 .
  • OECD (Organization for Economic Co-operation and Development) . 1996 . OECD Guidelines for the Testing of Chemicals , Paris, , France : Organization for Economic Co-operation and Development . Section 3, 305, Bioconcentration: Flow-through fish test
  • Oomen , A G , Tolls , J Kruidenier , M . 2001 . Availability of polychlorinated biphenyls (PCBs) and lindane for uptake by intestinal Caco-2 cells . Environ Health Perspect , 109 : 731 – 7 .
  • Opperhuizen , A , Van der Velde , E W Gobas , F APC . 1985 . Relationship between bioconcentration in fish and steric factors of hydrophobic chemicals . Chemosphere , 14 : 1871 – 96 .
  • Perez , J A , Rodriguez , C and Henderson , R J . 1999 . The uptake and esterification of radiolabelled fatty acids by enterocytes isolated from rainbow trout (Oncorhynchus mykiss) . Fish Physiol Biochem , 20 : 125 – 3 .
  • Rane , A , Wilkinson , G R and Shand , D G . 1977 . Prediction of hepatic extraction ratio from in vitro measurement of intrinsic clearance . J Pharmacol Exper Ther , 200 : 420 – 4 .
  • Rogers , M D . 2003 . The European Commission's white paper “Strategy for a future chemicals policy”: A review . Risk Anal , 23 : 381 – 8 .
  • Rowland , M , Benet , L Z and Graham , G G . 1973 . Clearance concepts in pharmacokinetics . J Pharmacokinet Biopharm , 1 : 123 – 3 .
  • Ruby , M . 2004 . Bioavailability of soil-borne chemicals: Abiotic assessment tools . Hum Ecol Risk Assess , 10 : 647 – 5 .
  • Sabaliunas , D and Sodergren , A . 1996 . Uptake of organochlorine pesticides by solvent-filled cellulose and polyethylene membranes . Ecotoxicol Environ Saf , 35 : 150 – 5 .
  • Schoenmakers , T JM , Verbost , P M Flik , G . 1993 . Transcellular intestinal calcium transport in freshwater and seawater fish and its dependence on sodium/calcium exchange . J Exper Biol , 176 : 195 – 206 .
  • Segner , H . 1998a . Isolation and primary culture of teleostean hepatocytes . Comp Biochem Physiol , 120A : 71 – 81 .
  • Segner , H . 1998b . “ Fish cell lines as a tool in aquatic toxicology ” . In Fish Ecotoxicology , Edited by: Braunbeck , T , Hinton , D E and Streit , B . 1 – 38 . Basel, , Switzerland : Birkhäuser .
  • Sijm , D THM and Opperhuizen , A . 1988 . Biotransformation, bioaccumulation and lethality of 2,8-dichlorodibenzo-p-dioxin: A proposal to explain the biotic fate and toxicity of PCDD's and PCDF's . Chemosphere , 17 : 83 – 9 .
  • Singh , Y , Cooke , J B Hinton , D E . 1996 . Trout liver slices for metabolism and toxicity studies . Drug Metab Disposit , 24 : 7 – 14 .
  • Sturm , A and Segner , H . 2005 . “ P-glycoprotein and xenobiotic efflux transport in fish ” . In Biochemistry and Molecular Biology of Fishes, Environmental Toxicology, vol. 6 , Edited by: Mommsen , T P and Moon , T W . 496 – 533 . Amsterdam, , The Netherlands : Elsevier .
  • Sugahara , T , Liu , C-C Pai , T G . 2003 . Sulfation of hydroxychlorobiphenyls. Molecular cloning, expression, and functional characterization of zebrafish SULT1 sulfotransferases . Eur J Biochem , 270 : 2404 – 11 .
  • Talafous , J , Sayre , L M Mieyal , J J . 1994 . META 2. Dictionary model of mammalian xenobiotic metabolism . J Chem Inf Comput Sci , 34 : 1326 – 33 .
  • Tang , C , Lin , Y Rodrigues , A D . 2002 . Effect of albumin on phenytoin and tolbutamide metabolism in human liver microsomes: An impact more than protein binding . Drug Metab Disposit , 30 : 648 – 54 .
  • Thomann , R V , Connolly , J P and Parkerton , T F . 1992 . An equilibrium model of organic chemical accumulation in aquatic food webs with sediment interaction . Environ Toxicol Chem , 11 : 615 – 2 .
  • Tong , Z and James , M O . 2000 . Purification and characterization of hepatic and intestinal phenol sulfotransferase with high affinity for benzo(a)pyrene phenols from channel catfish . Arch Biochem Biophys , 376 : 409 – 1 .
  • UNEP (United Nations Environmental Program) . 2006 . Stockholm Convention on persistent organic pollutants (POPs) Available at http://www.pops.int
  • van Breemen , R B and Li , Y . 2005 . Caco-2 cell permeability assays to measure drug absorption . Expert Opin Drug MetabToxicol , 1 : 175 – 8 .
  • Van , d e , Wiele , T R , Verstraete , W and Siciliano , S D . 2004 . Polycyclic aromatic hydrocarbon release from a soil matrix in the in vitro gastrointestinal tract . J Environ Qual , 33 : 1343 – 5 .
  • Van Veld , P A , Patton , J S and Lee , R F . 1988 . Effect of preexposure to dietary benzo(a)pyrene (BP) on the first-pass metabolism of BP by the intestine of toadfish (Opsanus tau): In vivo studies using portal vein-catheterized fish . Toxicol Appl Pharmacol , 92 : 255 – 6 .
  • Varanasi , U , Stein , J E and Nishimoto , M . 1989 . “ Biotransformation and disposition of polycyclic aromatic hydrocarbons (PAH) in fish ” . In Metabolism of Polycyclic Aromatic Hydrocarbons in the Aquatic Environment , Edited by: Varanasi , U . 93 – 150 . Boca Raton, FL, , USA : CRC Press .
  • Vasiluk , L , Pinto , L J and Moore , M M . 2005 . Oral bioavailability of glyphosate: Studies using two intestinal cell lines . Environ Toxicol Chem , 24 : 153 – 6 .
  • Veith , G D , DeFoe , D L and Bergstedt , B V . 1979 . Measuring and estimating the bioconcentration factor of chemicals in fish . J Fish Res Bd Can , 36 : 1040 – 8 .
  • Weisbrod , A V , Burkhard , L P Arnot , J . 2007 . Workgroup report: Review of fish bioaccumulation databases used to identify persistent, bioaccumulative, toxic substances . Environ Health Perspec , 115 : 255 – 61 .
  • Wenlock , M C , Austin , R P Barton , P . 2003 . A comparison of physicochemical property profiles of development and marketed oral drugs . J Med Chem , 46 : 1250 – 6 .
  • Wilcockson , J B and Gobas , F APC . 2001 . Thin-film solid-phase extraction to measure fugacities of organic chemicals with low volatility in biological samples . Environ Sci Technol , 35 : 1425 – 31 .
  • Wilkinson , G R . 1987 . “ Prediction of in vivo parameters in drug metabolism and distribution from in vitro studies ” . In Pharmacokinetics in Risk Assessment, Vol. 8, Drinking Water and Health , 80 – 95 . Washington, DC, , USA : National Academy Press .
  • Wilkinson , G R and Shand , D G . 1975 . A physiological approach to hepatic drug clearance . Clin Pharmacol Ther , 18 : 377 – 9 .
  • Wong , C S , Lau , F Clark , M . 2002 . Rainbow trout (Oncorhynchus mykiss) can eliminate chiral organochlorine compounds enantioselectively . Environ Sci Technol , 36 : 1257 – 62 .
  • Wood , C M , Kelly , S P Zhou , B . 2002 . Cultured gill epithelia as models for the freshwater fish gill . Biochim Biophys Acta , 1566 : 72 – 83 .
  • Woodburn , K B and Springer , T A . Modifications of standard regulatory bioconcentration protocols to decrease exposure time, cost and use of animals . Proceedings of Society of Environmental Toxicology and Chemistry Annual Meeting . November 14–17 2004 , Pensacola, FL, USA.
  • Worboys , P D , Bradbury , A and Houston , J B . 1996a . Kinetics of drug metabolism in rat liver slices. II. Comparison of clearance by liver slices and freshly isolated hepatocytes . Drug Metab Disposit , 24 : 676 – 81 .
  • Worboys , P D , Bradbury , A and Houston , J B . 1996b . Kinetics of drug metabolism in rat liver slices. III. Relationship between metabolic clearance and slice uptake rate . Drug Metab Disposit , 25 : 460 – 7 .

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