Biocompatibility of hydroxylated metabolites of BISGMA and BFDGE.
Unpolymerized dental monomers can leach out into the oral biophase and are bioavailable for metabolism. We hypothesize that metabolites would be less toxic than parent monomers. We first identified the formation of metabolites from bisphenol F diglycidyl ether (BFDGE) and Bisphenol A glycidyl methacrylate (BISGMA) after their exposure to liver S9 fractions. Then, the metabolites and parent compounds were subjected to in vitro cytotoxicity, mutagenicity, and estrogenicity studies. Bisphenol A bis(2,3-dihydroxypropyl) ether and bisphenol F bis(2,3-dihydroxypropyl) ether were the hydroxylated metabolites of BISGMA and BFDGE, respectively. Cytotoxicity against L929 cells showed that the metabolites were significantly (p < 0.05) less cytotoxic than the parent monomers. Only BFDGE was mutagenic in the Ames assay with strain TA100 of Salmonella typhimurium. Parent and metabolite compounds did not stimulate estrogen-dependent MCF-7 cell proliferation above solvent controls. These results indicated that the hydroxylated metabolites were non-mutagenic, non-estrogenic, and less cytotoxic than their parent monomers.
Kostoryz
E L
EL
School of Pharmacy and Dentistry, University of Missouri, 2411 Holmes Street, Kansas City 64108-2792, USA. kostoryze@umkc.edu
Eick
J D
JD
Glaros
A G
AG
Judy
B M
BM
Welshons
W V
WV
Burmaster
S
S
Yourtee
D M
DM
D000818:Animals; D001559:Benzhydryl Compounds; D001672:Biocompatible Materials / Q000378:metabolism / Q000633:toxicity; D017438:Bisphenol A-Glycidyl Methacrylate / Q000493:pharmacokinetics* / Q000633:toxicity*; D002478:Cells, Cultured / Q000187:drug effects; D003764:Dental Materials / Q000378:metabolism* / Q000633:toxicity*; D004852:Epoxy Compounds / Q000493:pharmacokinetics* / Q000633:toxicity*; D004968:Estrogens, Non-Steroidal / Q000494:pharmacology; D006801:Humans; D006900:Hydroxylation; D008658:Inactivation, Metabolic; D007739:L Cells / Q000187:drug effects; D008422:Materials Testing; D051379:Mice; D008862:Microsomes, Liver / Q000378:metabolism; D009152:Mutagenicity Tests; D018675:Toxicity Tests
D001559:Benzhydryl Compounds; D001672:Biocompatible Materials; D003764:Dental Materials; D004852:Epoxy Compounds; D004968:Estrogens, Non-Steroidal; D017438:Bisphenol A-Glycidyl Methacrylate; C423722:bisphenol F diglycidyl ether