Yoshii E
Department of Biomaterials Science, Faculty of Dentistry, Tokyo Medical and Dental University, Japan.
J Biomed Mater Res. 1997 Dec 15;37(4):517-24. doi: 10.1002/(sici)1097-4636(19971215)37:4<517::aid-jbm10>3.0.co;2-5.
Thirty-nine acrylates and methacrylates that had been used in dental resin materials were evaluated by a cytotoxicity test, and the relationships between their structures and cytotoxicity were studied to predict cytotoxic levels of dental resin materials in order to develop new low-toxic resin materials. All the acrylates evaluated were more toxic than corresponding methacrylates. In both the acrylates and methacrylates, a hydroxyl group seemed to enhance cytotoxicity. Dimethacrylates with 14 or fewer oxyethylene chains showed similar cytotoxicity while dimethacrylates with 23 oxyethylene chains showed lower cytotoxicity. The cytotoxicity ranking of monomers widely used in dental resin materials was bisphenol A bis 2-hydroxypropyl methacrylate (bisGMA) > urethane dimethacrylate (UDMA) > triethyleneglycol dimethacrylate (3G) > 2-hydroxyethyl methacrylate (HEMA) > methyl methacrylate (MMA). In acrylates, methacrylates, and ethylmethacrylates with either substituents, the lipophilicity of substituents affected their cytotoxicity, and an inverse correlation between IC50 and logP was observed. These results will be useful in developing new resin materials with low toxic monomer compositions.
通过细胞毒性试验对39种用于牙科树脂材料的丙烯酸酯和甲基丙烯酸酯进行了评估，并研究了它们的结构与细胞毒性之间的关系，以预测牙科树脂材料的细胞毒性水平，从而开发新型低毒树脂材料。所有评估的丙烯酸酯比相应的甲基丙烯酸酯毒性更大。在丙烯酸酯和甲基丙烯酸酯中，羟基似乎会增强细胞毒性。氧化乙烯链数为14或更少的二甲基丙烯酸酯显示出相似的细胞毒性，而氧化乙烯链数为23的二甲基丙烯酸酯显示出较低的细胞毒性。牙科树脂材料中广泛使用的单体的细胞毒性排名为双酚A双2-羟丙基甲基丙烯酸酯（双GMA）> 聚氨酯二甲基丙烯酸酯（UDMA）> 三乙二醇二甲基丙烯酸酯（3G）> 甲基丙烯酸2-羟乙酯（HEMA）> 甲基丙烯酸甲酯（MMA）。在带有任何一种取代基的丙烯酸酯、甲基丙烯酸酯和乙基甲基丙烯酸酯中，取代基的亲脂性影响它们的细胞毒性，并且观察到半数抑制浓度（IC50）与脂水分配系数（logP）之间呈负相关。这些结果将有助于开发具有低毒单体组成的新型树脂材料。
