« Previous
Next »
Dental Materials
Volume 23, Issue 1
, Pages 9-16
, January 2007
Identification of 2,3-epoxymethacrylic acid as an intermediate in the metabolism of dental materials in human liver microsomes
References
- . Release of methacrylic acid from dental composites. Dent Mater. 2000;16:172–179
- Uptake, clearance and metabolism of TEGDMA in guinea pigs. Dent Mater. 2002;18:581–589
- Toxicokinetic of HEMA in guinea pigs. J Dent. 2002;30:353–358
- Analytic of (toxic) intermediates from metabolized dental restorative materials. Naunyn Schmiedebergs's Arch Pharmacol. 2004;369(Suppl 1):428
- . Metabolism of acrylate esters in rat tissue homogenates. Fund Appl Toxicol. 1981;1:410–414
- . Rates of ethyl acrylate binding to glutathione and protein. Toxicol Lett. 1992;62:275–285
- . Acrylic acid induces the glutathione-independent mitochondrial permeability transition in vitro. Toxicol Sci. 1998;43:19–27
- . Epoxidation of alkenes with bicarbonate-activated hydrogen peroxide. J Am Chem Soc. 2000;122:3220–3221
- . Role of induction of specific hepatic cytochrome P450 isoforms in epoxidation of 4-vinylcyclohexene. Drug Metab Dispos. 2001;29:1236–1242
- . In vitro kinetics of coumarin 3,4-epoxidation: application to species differences in toxicity and carcinogenicity. Toxicol Sci. 2000;58:23–31
- . Metabolism of (R)-(+)-pulegone and (R)-(+)-menthofuran by human liver cytochrome P-450s: evidence for formation of a furan epoxide. Drug Metab Dispos. 1999;27:574–580
- Nutritional status modulates rat liver cytochrome P450 arachidonic acid metabolism. Mol Pharmacol. 1998;54:504–513
- . Quantification of multiple human cytochrome P450 mRNA molecules using competitive reverse transcriptase-PCR. DNA Cell Biol. 1998;17:231–238
- . The mutagenicity of benzo[a]pyrene in mouse small intestine. Carcinogenesis. 1999;20:109–114
- . Identification of benzene oxide as a product of benzene metabolism by mouse, rat, and human liver microsomes. Carcinogenesis. 1997;18:1695–1700
- . Involvement of cytochrome P450, glutathione S-transferase, and epoxide hydrolase in the metabolism of aflatoxin B-1 and relevance to risk of human liver cancer. Environ Health Persp. 1996;104:557–562
- . DNA–cell-binding (Dcb) assay for suspected carcinogens and mutagens. Mutat Res. 1981;89:95–136
- . N7-guanine adducts of the epoxy metabolites of 1,3-butadiene in mice lung. Chem Biol Interact. 2001;135:363–372
- . Specific DNA adducts induced by some mono-substituted epoxides in vitro and in vivo. Chem Biol Interact. 2000;129:209–229
- . Chemo-enzymatic epoxidation of unsaturated carboxylic acids. J Mol Catal B. 1995;1:29–35
- Cytotoxicity of dental composite components and mercury compounds in lung cells. Dent Mater. 2001;17:95–101
- . In vitro cytotoxicity of a composite resin and compomer. Int Endod J. 2002;35:47–55
- Cytotoxicity of ingredients of various dental materials and related compounds in L2- and A549 cells. J Biomed Mater Res. 2002;63:643–649
- . The mutagenic activity of unpolymerized resin monomers in Salmonella typhimurium and V79 cells. Mutat Res. 1998;415:119–130
- . Triethylene glycol dimethacrylate induces large deletions in the HPRT gene of V79 cells. Mutat Res. 1999;438:71–78
- Genotoxicity and cytotoxicity of dental materials in human lymphocytes as assessed by the single cell microgel electrophoresis (comet) assay. J Dent. 2004;32:229–234
- In vitro embryotoxicity assessment with dental restorative materials. J Dent. 2004;33:49–55
- . Mutagenic activity of structurally related oxiranes and siloranes in Salmonella typhimurium. Mutat Res. 2002;521:19–27
- . The induction of gene mutations and micronuclei by oxiranes and siloranes in mammalian cells in vitro. J Dent Res. 2004;83:17–21
- . In vitro metabolism of chloroprene: species differences, epoxide stereochemistry and a de-chlorination pathway. Chem Res Toxicol. 2001;14:1552–1562
- . Rearrangement reactions of the molecular-ions of some substituted aliphatic oxiranes. Org Mass Spectrom. 1989;24:647–652
- . Detoxification of vinyl carbamate epoxide by glutathione: evidence for participation of glutathione S-transferase in metabolism of ethyl carbamate. Toxicol Appl Pharmacol. 1995;1:110–118
- . Glutathione depletion in rat hepatoytes: a mixture toxicity study with α,β-unsaturated esters. Xenobiotica. 2001;31:295–307
- . Detoxication pathways involving glutathione and epoxide hydrolase in the in vitro metabolism of chloroprene. Chem Res Toxicol. 2003;16:1287–1297
- . The reactivity of selected acrylate esters toward glutathione and deoxyribonucleosides in-vitro — structure–activity-relationships. Fund Appl Toxicol. 1994;22:543–548
- . Role of cytochrome P450 2E1 in the metabolism of acrylamide and acrylonitrile in mice. Chem Res Toxicol. 1999;12:1110–1116
- . Residual monomer additive release and variability in cytotoxicity of light-curing glass-ionomer cements and compomers. J Dent Res. 1998;77:2012–2019
- . Aqueous extracts from dentin adhesives contain cyctotoxic chemicals. J Biomed Mater Res. 1999;772–777
- . Determination of leachable components from four commercial dental composites by gas and liquid chromatography mass spectrometry. J Dent. 1998;26:137–145
- Biological clearance of HEMA in guinea pigs. Biomaterials. 2002;23:2135–2141
- Biological clearance of TEGDMA in guinea pigs. Arch Toxicol. 2001;75:22–27
- Clearance of dental composite component TEGDMA in guinea-pigs. J Dent Res. 2000;79:190
- . Speicheldrüsenerkrankungen. In: Horch H-H editors. Mund-Kiefer-Gesichtschirurgie. Part II. Praxis der Zahnheilkunde. München, Wien, Baltimore: Urban & Schwarzenberg; 1991;p. 239–266
- Halbach S, Hickel R, Meiners H, Ott K, Reichl FX, Schiele R, et al. Amalgam im Spiegel kritischer Auseinandersetzungen — Interdisziplinäre Stellungnahme zum “Kieler Amalgamgutachten.” Köln: Deutscher Ärzte Verlag; 1999, p. 17–42.
PII: S0109-5641(05)00351-9
doi: 10.1016/j.dental.2005.11.038
© 2005 Academy of Dental Materials. Published by Elsevier Inc. All rights reserved.
« Previous
Next »
Dental Materials
Volume 23, Issue 1
, Pages 9-16
, January 2007
