Bioconcentration and biotransformation of [¹⁴C]methoxychlor in the brackish water bivalve Corbicula japonica

References

• Davison KL, Feil VJ, Lamoureux CH. (1982). Methoxychlor metabolism in goats. J Agric Food Chem 30:130–137.
   PubMed Web of Science ®Google Scholar
• Davison KL, Lamoureux CH, Feil VJ. (1984). Methoxychlor metabolism in chickens. J Agric Food Chem 32:900–908.
   Web of Science ®Google Scholar
• Dehal SS, Kupfer D. (1994). Metabolism of the proestrogenic pesticide methoxychlor by hepatic P450 monooxygenases in rats and humans. Dual pathways involving novel ortho ring-hydroxylation by CYP2B. Drug Metab Dispos 22:937–946.
   PubMed Web of Science ®Google Scholar
• Gaido KW, Maness SC, McDonnell DP, Dehal SS, Kupfer D, Safe S. (2000). Interaction of methoxychlor and related compounds with estrogen receptor alpha and beta, and androgen receptor: Structure-activity studies. Mol Pharmacol 58:852–858.
   PubMed Web of Science ®Google Scholar
• Hansch C, Leo A, Hoekman D. (1995). Exploring QSAR - Hydrophobic, electronic, and steric constants. American Chemical Society, Washington DC
   Google Scholar
• Hayashi O, Kameshiro M, Masuda M, Satoh K. (2008). Bioaccumulation and metabolism of [14C]bisphenol A in the brackish water bivalve Corbicula japonica. Biosci Biotechnol Biochem 72:3219–3224.
   PubMed Web of Science ®Google Scholar
• Hazai E, Gagne PV, Kupfer D. (2004). Glucuronidation of the oxidative cytochrome P450-mediated phenolic metabolites of the endocrine disruptor pesticide: Methoxychlor by human hepatic UDP-glucuronosyl transferases. Drug Metab Dispos 32:742–751.
   PubMed Web of Science ®Google Scholar
• Hemmer MJ, Hemmer BL, Bowman CJ, Kroll KJ, Folmar LC, Marcovich D, Hoglund MD, Denslow ND. (2001). Effects of p-nonylphenol, methoxychlor, and endosulfan on vitellogenin induction and expression in sheepshead minnow (Cyprinodon variegatus). Environ Toxicol Chem 20:336–343.
   PubMed Web of Science ®Google Scholar
• Hu Y, Kupfer D. (2002a). Metabolism of the endocrine disruptor pesticide-methoxychlor by human P450s: Pathways involving a novel catechol metabolite. Drug Metab Dispos 30:1035–1042.
   PubMed Web of Science ®Google Scholar
• Hu Y, Kupfer D. (2002b). Enantioselective metabolism of the endocrine disruptor pesticide methoxychlor by human cytochromes P450 (P450s): Major differences in selective enantiomer formation by various P450 isoforms. Drug Metab Dispos 30:1329–1336.
   PubMed Web of Science ®Google Scholar
• Ichinose R, Nakayama M, Kuramoto J, Kurihara N. (1986). Synthesis of chiral [monomethyl-d3]methoxychlor and related deuterium-labeled compounds. Agric Biol Chem 50:1331–1332.
   Web of Science ®Google Scholar
• James MO, Stuchal LD, Nyagode BA. (2008). Glucuronidation and sulfonation, in vitro, of the major endocrine-active metabolites of methoxychlor in the channel catfish, Ictalurus punctatus, and induction following treatment with 3-methylcholanthrene. Aquat Toxicol 86:227–238.
   Google Scholar
• Kapoor IP, Metcalf RL, Nystrom RF, Sangha GK. (1970). Comparative metabolism of methoxychlor, methiochlor, and DDT in mouse, insects, and in a model ecosystem. J Agric Food Chem 18:1145–1152.
   PubMed Web of Science ®Google Scholar
• Kishimoto D, Oku A, Kurihara N. (1995). Enantiotopic selectivity of cytochrome P450-catalyzed oxidative demethylation of methoxychlor: Alteration of selectivity depending on isozymes and substrate concentrations. Pestic Biochem Physiol 51:12–19.
   Google Scholar
• Kobayashi K, Akitake H, Tomiyama T. (1970). Studies on the metabolism of pentachlorophenate, a herbicide, in aquatic organisms-III. Isolation and identification of a conjugated PCP yielded by a shell-fish, Tapes philippinarum. Nippon Suisan Gakkaishi 36:103–108 (in Japanese).
   Google Scholar
• Nakamura H, Ohyama K, Koizumi N, Nakajima H, Sato K, Kato Y. (2005). In vivo metabolism of the suspected pro-estrogenic compound, methoxychlor in rats. Drug Metab Rev 37(Supple 2):413–414.
   Google Scholar
• Nyagode BA, James MO, Kleinow KM. (2009). Influence of dietary Coexposure to benzo(a)pyrene on the biotransformation and distribution of 14C-methoxychlor in the channel catfish (Ictalurus punctatus). Toxicol Sci 108:320–329.
   Google Scholar
• OECD. (1996). OECD Guidelines for the Testing of Chemicals, Test No. 305, Bioconcentration: Flow-through fish test. OECD, Paris
   Google Scholar
• Ohyama K. (2005). Comparative in vitro metabolism of [14C]methoxychlor in vertebrate species using precision-cut liver slice technique. In: Clark JM and Ohkawa H (eds), Environmental Fate and Safety Management of Agrochemicals, ACS Symposium Series 899. American Chemical Society, Washington DC, pp. 185–194
   Google Scholar
• Ohyama K, Maki S, Sato K, Kato Y. (2004). In vitro metabolism of [14C]methoxychlor in rat, mouse, Japanese quail and rainbow trout in precision-cut liver slices. Xenobiotica 34:741–754.
   PubMed Web of Science ®Google Scholar
• Ousterhout J, Struck RF, Nelson JA. (1981). Estrogenic activities on methoxychlor metabolites. Biochem Pharmacol 30:2869–2871.
   PubMed Web of Science ®Google Scholar
• Shofer SL, Tjeerdema RS. (1993). Comparative disposition and biotransformation of pentachlorophenol in the oyster (Crassostrea gigas) and abalone (Haliotis fulgens). Pestic Biochem Physiol 46:85–95.
   Web of Science ®Google Scholar
• Simpson CD, Cullen WR, He TY, Ikonomou M, Reimer KJ. (2002). Metabolism of pyrene by two clam species, Mya arenaria and Protothaca staminea. Chemosphere 49:315–322.
   PubMed Web of Science ®Google Scholar
• Tjeerdema RS, Crosby DG. (1992). Disposition and biotransformation of pentachlorophenol in the red abalone (Haliotis rufescens). Xenobiotica 22:681–690.
   PubMed Web of Science ®Google Scholar
• Tsuno H, Nakano T, Nagare H, Matsumura C, Tsurukawa M, Koreeda T, Takabe Y. (2007). Accumulation characteristics of POPs from water to bivalves. Doboku Gakkai Ronbunshuu G 63:179–185 (in Japanese).
   Google Scholar