Synthesis and application of triclosan methacrylate monomer in resin composites
To evaluate the antibacterial activity, bacterial viability, cytotoxicity, and mechanical/physical properties of a novel methacrylate triclosan-derivative monomer (TM) incorporated in dental resin composite.
TM was synthesized by esterification and, after characterization by FT-IR, was added to an experimental composite. Samples were divided into two groups according to TM presence, i.e., C1 (control) and C2 (C1 + 14.4% TM). Microbiological properties: Specimens (C1 and C2) were prepared and placed on bacterial suspensions of Streptococcus mutans. Antibacterial activity, MTT, and live/dead bacterial viability were used to test the resin composites. All assays were performed in triplicates. Mechanical properties: Specimens underwent compression (CS) and flexural strength (FS) tests conducted in an Instron universal testing machine at a crosshead speed of 0.5 mm/min. Physical properties: Specimens were assessed for Knoop hardness (KHN) and crosslink density (CD). Fourier transform infrared spectroscopy allowed the degree of conversion (DC) to be evaluated. Data were subjected to appropriate statistical tests according to data distribution and assay (p < 0.05).
Microbiological properties: C2 showed the lowest biofilm accumulation and the highest membrane-compromised bacteria in the biofilm. Mechanical/physical properties: For CS, FS, KHN, and DC, there was no significant difference between groups C1 and C2; however, significant difference was observed for the CD assay.
The triclosan methacrylate reduces bacterial adhesion of S. mutans and decreased the formation of bacterial biofilm without affecting important polymer properties. The triclosan methacrylate incorporated in resin composite could greatly reduce the live bacterial adhesion of S. mutans and decrease the formation of bacterial biofilm without affecting important polymer properties.
The resin composites containing triclosan methacrylate could greatly reduce the bacterial adhesion and biofilm formation. That might prevent the secondary caries round the margins of the restorations.
KeywordsDental monomer Composite Antibacterial activity Degree of conversion Hardness Three-point flexure testing
Andréia Bolzan de Paula received FAPESP scholarship (grant no. 2011/14151-5) and additional grant from FAPESP (grant no. 2012/10750-4) to conduct this study.
Compliance with ethical standards
Conflict of interest
The authors declare that they have no conflict of interest.
This article does not contain any studies with human participants or animals performed by any of the authors.
For this type of study, formal consent is not required.
- 1.Hamada S, Slade HD (1980) Biology, immunology, and cariogenicity of Streptococcus mutans. Microbiol Rev 44:331–384Google Scholar
- 10.Matalon S, Slutzky H, Weiss EI (2014) Surface antibacterial properties of packable resin composites: part I. Quintessence Int 35:189–193Google Scholar
- 13.Sharma NC, Galustinas HJ, Qaqish J, Galustians A, Rustogi K, Petrone ME, Chaknis P, Garcia L, Volpe AR, Proskin HM (2007) Clinical effectiveness of a dentifrice containing triclosan and copolymer for controlling breath odor. Am J Dent 20:79–82Google Scholar
- 14.Lyman FL, Furia T (1969) Toxicology of 2,4,4-trichloro-2-hydroxydiphenyl ether. Ind Med 38:64–71Google Scholar
- 15.De Salva SJ, Kong BM, Lin YJ (1989) Triclosan: a safety profile. Am J Dent 2:185–196Google Scholar
- 21.Imazato S, Torri M, Tsuchitani Y (1995) Antibacterial effect of composite incorporating triclosan against Streptococcus mutans. J Osaka Uni Dent Sch 35:5–11Google Scholar
- 22.Atai M, Watts DC, Atai Z (2005) Shrinkage strain-rates of dental resin-monomer and composite systems. Biomaterials 26:5015–5020. https://doi.org/10.1016/j.biomaterials.2005.01.022 CrossRefGoogle Scholar
- 29.Fucio SBP, De Paula AB, Puppin-Rontani RM, Carvalho FG, Ambrosano GMB, Feitosa VP (2012) Biomechanical degradation of the nano-filled resin modified glass-ionomer surface. Amer J Dent 25:315–320Google Scholar
- 31.Brecx M, Theilade J, Attstrom R (1983) An ultrastructural quantitative study of the significance of microbial multiplication during early dental plaque growth. J Periodont Res 18:17–86. https://doi.org/10.1111/j.1600-0765.1983.tb00351.x CrossRefGoogle Scholar
- 38.Camps J, Tardieu C, Dejou J, Franquin JC, Ladaique P, Rieu R (1997) In vitro cytotoxicity of dental adhesive systems under simulated pulpal pressure. Dent Mater 13:34–42. https://doi.org/10.1016/S0109-5641(97)80006-1