Wang Yapin, Costin Stephen, Zhang Jian-Feng, Liao Sumei, Wen Zezhang T, Lallier Thomas, Yu Qingzhao, Xu Xiaoming
Department of Comprehensive Dentistry & Biomaterials, School of Dentistry, Louisiana State University Health-New Orleans, New Orleans, Louisiana, USA.
Department of Cell Biology and Anatomy, School of Dentistry, Louisiana State University Health-New Orleans, New Orleans, Louisiana, USA.
Am J Dent. 2018 Nov 15;31(Sp Is B):17B-23B.
To synthesize a small library of antibacterial dental monomers based on quaternary ammonium salts and to test their antibacterial activity against cariogenic bacteria.
Five new antibacterial monomers were synthesized and characterized by NMR, IR and HRMS.
Cytotoxicity assays using human gingival fibroblast cells showed that these new antibacterial monomers were biocompatible at concentrations of 10⁻⁵ M and displayed less cytotoxicity than BisGMA, a common dental monomer. When analyzed in vitro, all new monomers demonstrated strong inhibitory activity against biofilm formation by cariogenic Streptococcus mutans and Lactobacillus casei. Results indicated that antibacterial monomers containing a long alkyl (i.e. hexadecyl) chain are superior to their shorter-chain counterparts. The cross-linking monomers based on glycerol dimethacrylate also consistently outperformed their monomethacrylate analogs. Finally, the ammonium salts containing the dimethylbenzyl moiety were superior to the similar structures containing 1,4-diazabicyclo[2.2.2]octane (DABCO) in some cases.
All five new monomers were deemed biocompatible at concentrations of 10⁻⁵ M or less, and most had better biocompatibility than BisGMA. Dimethacrylate monomers 5 and 6 generally demonstrated high antibacterial activities, with the highest activity shown for the most lipophilic monomer 6, and these new antibacterial monomers have potential future application in dental composites and bonding agents.
合成一个基于季铵盐的小型抗菌牙科单体库，并测试它们对致龋菌的抗菌活性。
合成了五种新型抗菌单体，并通过核磁共振（NMR）、红外光谱（IR）和高分辨率质谱（HRMS）对其进行了表征。
使用人牙龈成纤维细胞进行的细胞毒性试验表明，这些新型抗菌单体在浓度为10⁻⁵ M时具有生物相容性，并且比常用的牙科单体双酚A缩水甘油醚（BisGMA）表现出更低的细胞毒性。在体外分析时，所有新型单体对致龋变形链球菌和干酪乳杆菌形成生物膜均表现出强烈的抑制活性。结果表明，含有长烷基（即十六烷基）链的抗菌单体优于其短链同类物。基于二甲基丙烯酸甘油酯的交联单体也始终优于其单甲基丙烯酸酯类似物。最后，在某些情况下，含有二甲基苄基部分的铵盐优于含有1,4 - 二氮杂双环[2.2.2]辛烷（DABCO）的类似结构。
所有五种新型单体在浓度为10⁻⁵ M或更低时被认为具有生物相容性，并且大多数比BisGMA具有更好的生物相容性。二甲基丙烯酸酯单体5和6通常表现出高抗菌活性，最亲脂性的单体6表现出最高活性，并且这些新型抗菌单体在牙科复合材料和粘结剂中具有潜在的未来应用前景。
