12-methacryloyloxydodecylpyridinium Bromide Research Articles

Antifouling and antimicrobial 3D printed small household appliances with incorporation of zwitterions and quaternary ammonium compounds

Nowadays, small household appliances had revolutionized the way we live and work with unparalleled innovation and performance, but the bacterial colonization of the appliance surfaces was a widespread phenomenon with consequences on human health and well-being. In this work, a spectrum of composite resins with addition of different ratios of sulfobetaine methacrylate (SBMA) and 12-methacryloyloxydodecylpyridinium bromide (MDPB) were prepared by photocuring 3D printing technology for improving their antifouling and antimicrobial properties. A remarkable improvement in mechanical property was observed as a result of the electrostatic attraction between SBMA, MDPB and polyurethane. The composite resins exhibited a relatively hydrophilic surface because of the high hydration capacity of zwitterionic SBMA, which enabled effective suppression of protein adsorption and bacterial adhesion, resulting in excellent antifouling property. Meanwhile, the antimicrobial property of the composite resins against both S. aureus (Gram-positive bacteria) and E. coli (Gram-negative bacteria) was significantly improved in the presence of MDPB, and the resins with 20% MDPB showed the best antimicrobial property, with a reduction rate of 98.3% and 97.1% against S. aureus and E. coli, respectively. Not only that, all composite resins persevered low cytotoxicity and good biocompatibility. More importantly, a series of children's nebulizers with enhanced protein adsorption resistance, reduced bacterial fouling and sustained biocompatibility were fabricated by photocuring 3D printing technology using the composite resins, confirming the success of antifouling and antimicrobial composite resin strategy in small household appliances.

Antibacterial Agents for Composite Resin Restorative Materials: Current Knowledge and Future Prospects.

Resin composites became the material of choice for direct restorations in anterior and posterior teeth. Despite the revolutionary improvement in the material, restoration failure is still a major drawback due to the material's inherent negative properties, including a lack of antibacterial effects. Therefore, many attempts have been made to incorporate antibacterial agents into resin composite materials to improve their antimicrobial properties and prevent secondary caries formation. Multiple laboratory studies have been conducted using different antibacterial agents, such as quaternary ammonium compounds, methacryloyloxydodecylpyridinium bromide, magnesium oxide nanoparticles, chlorhexidine, and chitosan. This review provides a glance at the current status of these materials and the research directions needed in the future.

Evaluation of antibacterial activity of an experimental dental adhesive containing synthesized quaternary ammonium compound: in vitro study

BackgroundDental adhesives with immobilized antibacterial agents are formulated to combat bacterial invasion along the tooth-restoration interface. This study aims to evaluate the antibacterial effect of synthesized quaternary ammonium compound (QAC) incorporated into commercial dental adhesive.MethodsQAC was synthesized from 2-(Dimethylamino) ethyl methacrylate and 1-Bromobutane and characterized using CHN (Carbon, Hydrogen, Nitrogen), FTIR (Fourier transform infrared) and H+NMR (Proton nuclear magnetic resonance) analyses. The synthesized QAC was assessed for its cytotoxicity and its antibacterial activity against S. mutans using disc diffusion method, minimum inhibitory concentration (MIC) and minimum bactericidal concentration (MBC), time-kill kinetics test, and TEM imaging. The QAC was added to the primer of a commercially available adhesive (OptiBond XTR) at two concentrations; 20 and 40 mg mL−1 representing the MIC and MBC, respectively. The antibacterial properties of the experimental adhesives, commercial antibacterial adhesive Clearfil SE Protect containing 12-methacryloyloxydodecylpyridinium bromide (MDPB), and commercial vehicle (OptiBond XTR) were compared using time-kill kinetics test. Statistical analysis by ANOVA followed by tukey post-hoc test (P < 0.05).ResultsDisc diffusion and time-kill kinetics tests showed potent antibacterial action of QAC, both in the unpolymerized and the cured forms. MIC and MBC were 20 and 40 mg mL−1 respectively. There was no statistically significant difference between experimental adhesives and Clearfil Protect with more than 99% reduction in bacterial count, while OptiBond XTR showed no bacterial killing up for up to 10 h.ConclusionsThe synthesized QAC added to a commercially available adhesive imparted antibacterial properties, thus providing an affordable adhesive system to the local market.

Evaluation of the long-term antibiofilm effect of a surface coating with dual functionality of antibacterial and protein-repellent effects.

The provision of antibacterial properties to resinous restorative/reconstructive materials by incorporating polymerizable bactericides such as 12-methacryloyloxydodecylpyridinium bromide (MDPB) has been attempted. Previously, MDPB was combined with 2-methacryloyloxyethyl phosphorylcholine (MPC) to fabricate a copolymer coating to increase antibacterial effectiveness by protein repelling. In this study, we assessed the longevity of the protein-repelling, antibacterial, and antibiofilm effects of the MDPB-MPC copolymer. After 28 days of water immersion, MPC-containing copolymers exhibited lower adsorption of bovine serum albumin and salivary proteins; after 24 h of incubation, MDPB-containing copolymers demonstrated antibacterial effects against Streptococcus mutans. The copolymer containing both MDPB and MPC showed thinner biofilm formation with a higher percentage of membrane-compromised bacteria than control. The results were consistent with those before aging, indicating the long-lasting antibacterial, protein-repellent, and antibiofilm effects of this copolymer. The durable copolymer developed in this study can be applied to dental resins to control bacteria in the oral environment.

Immobilizing Bactericides on Dental Resins via Electron Beam Irradiation

Polymerizable bactericides, such as quaternary ammonium compound–based monomers, have been intensively studied as candidates for immobilizing antibacterial components on dental resin. However, they predominantly exhibit a bacteriostatic behavior, rather than bactericidal, as the immobilized components are left with insufficient molecular movement to disrupt the bacterial surface structure through contact-mediated action. In this study, we developed a novel strategy to increase the density of the immobilized bactericide and enhance its antibacterial/antibiofilm properties by combining a surface-grafting technique with electron beam irradiation. A solution of the quaternary ammonium compound–based monomer, 12-methacryloyloxydodecylpyridinium bromide (MDPB), was coated on polymethyl methacrylate (PMMA) resin specimens at the concentrations of 30, 50, and 80 wt%. The coated resins were subsequently exposed to 10 MeV of electron beam irradiation at 50 and 100 kGy, followed by thermal stabilization at 60 °C. The antibacterial effect was evaluated by inoculating a Streptococcus mutans suspension on the coated PMMA resin samples, which exhibited bactericidal effects even after 28 d of aging (P < 0.05, Tukey’s honestly significant difference test). Transmission electron microscopy and bacteriolytic activity evaluation revealed that the S. mutans cells had sustained membrane depolarization. Furthermore, the antibiofilm effects against S. mutans and bacteria collected from human saliva were assessed. The thickness and the percentage of membrane-intact cells of the S. mutans and multispecies biofilms formed on the MDPB-immobilized surfaces were significantly lower than the uncoated PMMA specimens, even after 28-d aging (P < 0.05, Tukey’s honestly significant difference test). Thus, the immobilization of antibacterial MDPB via electron beam irradiation induced rapid membrane depolarization, increasing membrane permeability and eventually causing cell death. Our strategy substantially enhances the antibacterial properties of the resinous materials and inhibits biofilm formation, therefore demonstrating significant potential for preventing infectious diseases in the oral environment.

Development of di-methacrylate quaternary ammonium monomers with antibacterial activity

Nine antibacterial di-methacrylate monomers based on bis-quaternary ammonium salts (bis-QAMs) were synthesized and structurally characterized. The biological activity of the bis-QAMs was tested in terms of minimum inhibitory concentration (MIC) and minimum bactericidal concentration (MBC) on different bacterial strains achieving promising results and, in most cases, a complete bactericidal effect using a bis-QAM concentration lower than 1 mg/mL. Two of the structures showed comparable and superior activity against S. mutans than the commercial monomer 12-methacryloyloxydodecyl pyridinium bromide (MDBP). All the bis-QAMs here described were able to inhibit S. mutans biofilm formation at a concentration equal to the MIC value. From the analysis of the obtained data, some correlation regarding the structure and the antibacterial activity of the bis-QAMs could be drawn: a flexible alkyl C12 spacer between the two quaternary ammonium moieties increased the monomer antibacterial effect in comparison to the aromatic ones; the equilibrium between hydrophobic and hydrophilic moieties was directly correlated to the bactericidal range of action; the increase of the steric hindrance of the ammonium side groups might be both advantageous or disadvantageous to the antibacterial efficacy depending on the whole monomer chemical structure. Even though the possible correlation between the monomer structures and their bacteriostatic or bactericidal effect is under investigation, the monomers exhibited low cytotoxicity on human dental pulp stem cells, confirming their promising potential in the dental materials' field. Statement of significanceThe use of dental resins with antibacterial monomers might prevent the formation of secondary caries at the restoration margins. For this purpose, a series of di-methacrylate bis-quaternary ammonium monomers (QAMs) was developed. Unlike antibacterial mono-methacrylate monomers already described in the literature, the synthesized di-methacrylate monomers have the potential of acting as cross-linkers stabilizing the polymeric network and bear two quaternary ammonium groups that increase their antibacterial ability.The QAMs exert bactericidal activity on both Gram(+) and Gram(−) bacterial strains maintaining at the same time good biocompatibility with the oral environment.Some structural elements of the monomers were clearly related to high antibacterial properties, and this can help design new active structures and better understand their mechanism of action.

Comparative evaluation of compressive and flexural strength, fluoride release and bacterial adhesion of GIC modified with CPP-ACP, bioactive glass, chitosan and MDPB.

Background. This study evaluated the incorporation of casein phosphopeptide-amorphous calcium phosphate (CPP-ACP), calcium sodium phosphosilicate bioactive glass (BAG), chitosan (CH), and methacryloyloxydodecylpyridinium bromide (MDPB) on the compressive and flexural strength, fluoride (F‒ ) release, and bacterial adhesion of conventional glass-ionomer cement (C-GIC). Methods. Modifications were implemented by adding CPP-ACP, BAG, and CH to the glass powder, while MDPB-GIC was prepared by incorporating MDPB to the liquid of C-GIC. Custom-made molds were used for specimen preparation. Compressive and flexural strengths were evaluated using a universal testing machine. F‒ release was calculated with Erichrome cyanide reagent, using UV-spectrophotometry, at two time intervals of 24 hours and seven days. For bacterial adhesion, the test specimens were exposed to the bacterial suspension of Streptococcus mutans and Lactobacillus acidophilus for 4 hours, and the adherent bacteria were quantified using colorimetry as the optical density (OD). Results. The incorporation of MDPB increased the flexural strength of C-GIC, with no effect on its compressive strength. CH significantly improved the compressive and flexural strength; modifications with CPP-ACP, BAG, and MDPB significantly improved the flexural strength of C-GIC. While MDPB-GIC released significantly higher F‒ at 24 hours, CPP-ACP- and BAG-modified GICs were comparable to C-GIC on day 7. C-GIC exhibited the highest bacterial adhesion, and MDPB-GIC showed the least. The data were analyzed with one-way (ANOVA), and pairwise comparisons were made with Tukey HSD tests. Conclusion. Hence, it can be concluded that the incorporation of CPP-ACP, BAG, and CH improved the mechanical properties of C-GIC, whereas MDPB improved the resistance of C-GIC to bacterial adhesion.

Effect of two antibacterial luting protocols with and without immediate-dentin-bonding on microtensile bond strength of glass ceramic to bur-cut cavity floor dentin

Background/Aim: The aim of this study was to evaluate the bond strength of glass ceramic inlay system using 2 antibacterial adhesive luting protocols with 2 cementation techniques to bur-cut dentin. Material and Methods: Class I inlay cavities with 6-degree occlusal divergence and size of 6-, 3and 2-mm in length, width and depth, were prepared on extracted human molars, randomly assigned to 2 main groups; each to 1 cementation technique, with or without immediate-dentin-bonding (IDB or NIDB) further divided into 3 subgroups; 2 to 2 antibacterial luting protocols, traditional (T) and experimental (E); and 1 to a control (C) group. In group IDBT, IDB-E and IDB-C dentin bonding was applied immediately after cavity preparation. In group NIDB-T, NIDB-E and NIDB-C dentin bonding was applied just before cementation of the restorations. The cavities in IDB-T and NIDB-T were treated with 2% chlorhexidine-digluconate (CHX) prior to dentin bonding application. The cavities in IDB-E and NIDB-E were treated only with dentin bonding system containing MDPB (12-methacryloyloxydodecylpyridinium bromide) active monomer featuring antibacterial effect. IDB-C and NIDB-C served as control. Dual-cure adhesive resin cement was used for the cementation of Lithium disilicatebased ceramic inlay restorations. Fourteen test specimens per group were prepared for microtensile testing and consecutively subjected to tensile load at a crosshead speed of 1 mm/min. The mode of failure was observed under SEM and evaluated for each group. The Kruskal-Wallis test was used to investigate the statistical difference between groups (a=0.05). Results: The microtensile load was 5.96 MPa (median: 5.99 MPa) for IDB-T, 7.23 MPa (median: 7.55 MPa) for IDB-E, 6.68 MPa (median: 6.56 MPa) for IDB-C, 7.24 MPa (median: 7.20 MPa) for NIDB-T, 6.98 MPa (median: 6.30 MPa) for NIDB-E, and 7.02 MPa (median: 6.99 MPa) for NIDB-C, with no statistical difference between the groups (p&gt;0.05). SEM monitoring for mode of failure revealed either cohesive (within resin cement) or adhesivecohesive (mostly within resin cement along with partially involved areas between resin cement and ceramic restoration) character. Conclusions: Within the limitations of the current study, none of the tested antibacterial luting protocols with either cementation technique was found to be superior in terms of bond strength.

Development of novel surface coating composed of MDPB and MPC with dual functionality of antibacterial activity and protein repellency.

Resin-based reconstructive/restorative materials with antibacterial effects are potentially useful for preventing dental and oral diseases. To this end, the immobilization of an antibacterial component on the surface of a resin by incorporating polymerizable bactericide such as a quaternary ammonium compound-monomer 12-methacryloyloxydodecylpyridinium bromide (MDPB) is an effective technique. However, the effectiveness of immobilized bactericide is reduced by salivary protein coverage. We address this issue by utilizing 2-methacryloyloxyethyl phosphorylcholine (MPC) polymer, which exhibits protein repellency, with MDPB to fabricate a novel copolymer, which served as a surface coating on a methacrylate-based resin. This coating provided a more hydrophilic surface than that provided by MDPB coating and reduced the adsorption of bovine serum albumin and salivary protein. To evaluate bacterial growth on the contact surface, Streptococcus mutans suspension was placed on the coated specimen. After 24-h incubation, MDPB/MPC copolymer exhibited killing effects against S. mutans. Moreover, confocal laser scanning microscopy and scanning electron microscopy were used to evaluate biofilm formation after 48-h incubation in S. mutans suspension, which revealed sparse biofilm and dead bacteria in biofilm on the surface coated with MDPB/MPC. Overall, the proposed surface coating on dental resins exhibited protein-repellent ability and inhibitory effects against bacteria and oral biofilms.

Bond strength evaluation of inlay-retained resin-bonded fixed partial dentures with two different cavity designs and two different adhesive systems: In vitro study

Background/Aim: The purpose of this in-vitro study was to compare the resin-bonded fixed partial dentures (RBFPD) fabricated using two different structural designs and two different antibacterial adhesive lutting protocols in regard to their resistance to debonding. Material and Methods: Forty samples for a model with single missing molar were divided into 4 groups (M1, M2, C1, C2) (n=10). M1 and M2 were prepared in accordance with modified inlay slot-cavity retained RBFPD design; C1 and C2 were prepared according to conventional inlay slot-cavity retained RBFPD design. M1 and C1 cavities were treated with 2% chlorhexidine-based (CHX) cavity disinfectant and 10-methacryloyloxydecyl dihydrogen phosphate (MDP) containing adhesive system; M2 and C2 cavities were treated with MDP and 12-methacryloyloxydodecylpyridinium bromide (MDPB) containing adhesive system featuring antibacterial cavity cleansing effect. The RBFPDs were made of base-metal alloy and their fit surfaces sandblasted with aluminium oxide (Al2O3). Adhesive resin cement was used for cementation, and the RBFPD retainers were interlocked into their corresponding inlay cavities using composite resin. After 1 week being immersed in aqueous environment, the RBFPDs were subjected to tensile loading at a crosshead speed of 1 mm/min until failure. One way ANOVA and Tukey HSD tests were used for statistical evaluation (a=0.05). Mode of failure and tooth damage was also noted. Results: Mean tensile bond strength values were 356 N for M1, 305 N for M2, 467 N for C1, and 455 N for C2. Tensile strength values of C1 and C2 were significantly higher than those of M1 and M2 (p&lt;0.05). The mode of failure was mostly adhesive in character at the metal-cement interface in all groups. Tooth fracture was observed nearly in all specimens. No significant difference was detected between the antibacterial adhesive lutting protocols (p&gt;0.05). Conclusions: The RBFPDs with the conventional design were found to be more retentive than those with the modified design. Using an adhesive system featuring antibacterial properties with no need of separate antibacterial agent application during bonding may be favourable.

Synthesis and characterization of new hydrolytic-resistant dental resin adhesive monomer HMTAF

ABSTRACTHydrolytic and enzymatic degradation of resin adhesives over time has been mainly attributed to secondary caries formation of methacrylate-based tooth-colored resin-based composite restorations. Ability of resin adhesive monomers to infiltrate into demineralized dentin forming stiff polymer matrix and potentially bonding to tooth structure is also a crucial property. The only commercially available antibacterial monomer, 12-methacryloyloxydodecyl pyridinium bromide (MDPB), is a quaternary ammonium methacrylate. This methacrylate monomer undergoes hydrolytic degradation, and could not bond to tooth structure. In this study, a new hydrolytic resistant monomer HMTAF was synthesized. It is methacrylamide-based monomer that, unlike methacrylate, is highly resistant to hydrolysis. Its molecular structure has particular functional groups; quaternary ammonium fluoride salt with potential antibacterial fluoride-releasing activity, hydroxyl and amide group with hydrogen bonding potential to dentin collagen. Hydroxyl group also increases monomer hydrophilicity for better penetration into water-saturated dentin and sufficient resin-dentin bond. The synthesized HMTAF and its polymer showed no hydrolytic degradation in acidic environment, while MDPB and its polymer were partially decomposed under this challenge. The conversion of monomer HMTAF to polymer was illustrated by FT-IR. The results indicated that HMTAF is highly resistant to hydrolysis, polymerizable and non-cytotoxic to Vero cell lines. It is a potential monomer to be incorporated into resin adhesives for improving hydrolytic and enzymatic resistance.

Antibacterial Effect and Tensile Bond Strength of Self-etching Adhesive Resins with and without Methacryloyloxydodecylpyridinium Bromide: Anin vitroStudy

Aim: The aim of the present study was to compare the antibacterial activity of a self-etching primer containing antibacterial monomer methacryloyloxydodecylpyridinium bromide (MDPB) (Clearfil protect bond) with a conventional self-etching primer without MDPB (Clearfil SE bond) against Streptococcus mutans and the effect of incorporation of MDPB on the tensile bond strength of the experimental self-etching primer (Clearfil protect bond). Materials and methods: The antibacterial activity of the self-etching primers was assessed using agar disk diffusion method and the diameters of the zones of inhibition were measured and ranked. For tensile bond strength testing, 20 noncarious human molars were selected and randomly divided into two groups comprising 10 teeth in each group. Group I specimens were treated with Clearfil SE bond (without MDPB). Group II specimens were treated with Clearfil protect bond (with MDPB). Composite material was placed incrementally and cured for 40 seconds in all the specimens. Tensile bond strength was estimated using the Instron Universal testing machine at a crosshead speed of 1 mm/min. Results: The addition of MDPB into a self-etching primer exerts potential antibacterial effect against S. mutans. The tensile bond strength of MDPB containing self-etching primer was slightly lower than that of the conventional self-etching Clearfil protect bond primer, but the difference was not statistically significant. Conclusion: Thus, a self-etching primer containing MDPB will be a boon to adhesive dentistry as it has bactericidal property with adequate tensile bond strength. Clinical significance: The concept of prevention of extension in adhesive dentistry would result in micro/nanoleakage due to the presence of residual bacteria in the cavity. Self-etching primers with MDPB would improve the longevity of such restorations by providing adequate antibacterial activity without compromising the bond strength. Keywords: Antibacterial property, Methacryloyloxydodecy-lpyridinium bromide, Self-etching primers, Tensile bond strength.

Microtensile bond strength, 4-point bending and nanoleakage of resin-dentin interfaces: Effects of two matrix metalloproteinase inhibitors.

Chronic degradation of hybrid layer collagen by matrix metalloproteinases (MMPs) jeopardizes resin-dentin interfacial integrity and limits the durability of dental restorations. The 4-point bending strength (BS) is a valid but uncommon method of testing the mechanical behavior of resin-dentin interfaces. The present study aims to analyze the influence of two matrix metalloproteinase inhibitors on microtensile bond strength (µTBS), BS and nanoleakage. A total of 48M were divided into three groups according to bonding procedure. Teeth were horizontally sectioned to produce a flat dentin surface. In the control group, etch-and-rinse Prime&Bond One (Dentsply) bonding was used; in the self-etch group, methacryloyloxydodecylpyridinium bromide (MDPB)-containing Clearfil SE Protect (Kuraray) was used; and in the benzalkonium chloride (BAC)-etch group, BAC-etchant (Bisco) was used. A Ceram.X-One (Dentsply) composite was built as three successive layers and was light-cured. Samples were sectioned to produce microrods that were randomly divided into two groups for analysis at baseline and after 6 months of water immersion (n = 32), plus one slab for nanoleakage analysis (n = 8) via scanning electron microscopy (SEM) and digital image analysis (Fiji). Data were analyzed using the Weibull distribution and a mixed-model ANOVA with a post hoc Tukey test. All groups showed deterioration of the initial bonds. The self-etch group had a worse baseline µTBS than the control but had the best BS after aging. BAC-etch did not improve bond stability of etch-and-rinse adhesive. The µTBS and BS test results after aging were moderately correlated. Mixed fractures prevailed with regard to µTBS, whereas adhesive fractures dominated with regard to BS. Nanoleakage was not eliminated in any group and increased after aging. MDPB self-etch resisted bond degradation better than etch-and-rinse adhesives, even after BAC-etching. Integrating BS in studies of µTBS and nanoleakage might provide more clinically relevant outcomes for predicting the performance of dental adhesives.

Evolution of resistance to cationic biocides in Streptococcus mutans and Enterococcus faecalis

ObjectivesThe aim of this study was to investigate whether Streptococcus mutans and Enterococcus faecalis develop resistance to the cationic biocides chlorhexidine (CHX), cetylpyridinium chloride (CPC), and 12-methacryloyloxydodecylpyridinium bromide (MDPB). MethodsThe minimum inhibitory concentrations (MICs) of CHX, CPC, and MDPB were assessed after repeated exposure of S. mutans and E. faecalis to these biocides. Cell-surface hydrophobicity and protein expression profiles of bacterial cells were examined to elucidate possible resistance mechanisms. ResultsThe MIC of CHX against E. faecalis showed constant increases up to 10 passages. No changes in the MICs of CPC and MDPB against E. faecalis were observed. The MICs of CHX, CPC, and MDPB against S. mutans did not increase. The surface hydrophobicity of E. faecalis significantly increased with increasing exposure to CHX and CPC. However, changes in protein expression profiles were only found in CHX-adapted E. faecalis, as evidenced by the emergence of a novel, approximately 19-kDa band following sodium dodecyl sulfate-polyacrylamide gel electrophoresis. ConclusionsWhile E. faecalis and S. mutans did not exhibit increased resistance to CPC or MDPB, repeated exposure of E. faecalis to CHX led to resistance. It is likely that the acquisition of resistance is related to an altered protein composition. Clinical SignificanceAlkyl pyridinium compounds, such as CPC and MDPB, could have a lower risk to cause adaptation of E. faecalis, which is advantageous compared with CHX.

Comparison of the Antibacterial Efficacy of Several Dentin Bonding Agents: Two Different in Vitro Studies

Objective: In this study, we compared the antibacterial effects of several dentin bonding agents with different pH values and active monomers. Method and Materials: Infected dentin samples were obtained from depths of approximately 4-6 mm, from isolated and air-dried dental caries. Streptococcus mitis was isolated and incubated on sheep blood agar plates at 37°C for 18 h. Impregnated antimicrobial disks were used for the liquids, and the samples were grouped as follows: group 1 was a negative control group with nothing applied; group 2 was a positive control group with 2% chlorhexidine digluconate applied; group 3 had Adper Single Bond Universal applied; group 4 had Clearfil SE Bond 2 (including 10-methacryloyloxydodecyl dihydrogen phosphate[MDP]) applied; group 5 had Clearfil S3 Bond Plus (including [MDP])applied; and group 6 had Clearfil Protect Bond (including 12-methacryloyloxydodecylpyridinium bromide [MDPB])applied. The antimicrobial disks were inserted into the blood agar plates. Inhibition zones were measured on the plates by well-educated specialists. Results: The 2% chlorhexidine digluconate solution had a more extensive inhibition zone than the other groups. S. mitis was significantly inhibited on the MDPB-impregnated disks applied to the agar plates. Conclusions: The results demonstrated that dentin bonding agents including MDPB-containing primer had significant antibacterial effects.

In vitro antibacterial activity of various adhesive materials against oral streptococci

ABSTRACTThe purpose of this study was to investigate the antibacterial activity of various adhesive materials against five different oral streptococci. The antibacterial activity of the adhesive systems was evaluated using agar diffusion tests. In each section of each plate, 6-mm-diameter wells were created with sterilized glass cylinders. Ten microlitres of self-etch adhesives and control materials were applied into the shallow holes. After incubation at 37 °C for 24 h, the growth inhibition zones were measured in millimetres. Statistical analyses were performed by using two-way analysis of variance and the Tukey's multiple range test (p < 0.05). A statistically significant difference was found between inhibition zones of oral streptococci cultivated with different adhesive systems (p < 0.01). Clearfil Protect Bond exhibited larger inhibition zones than the other materials that were used against the oral streptococci. The antibacterial effects observed for the different tested adhesive systems may be related to 12-methacryloyloxy dodecyl-pyridinium bromide and the acidic nature of the materials.

Inhibition of matrix metalloproteinase activity in human dentin via novel antibacterial monomer

ObjectiveDentin–composite bond failure is caused by factors including hybrid layer degradation, which in turn can be caused by hydrolysis and enzymatic degradation of the exposed collagen in the dentin. The objectives of this study were to investigate a new antibacterial monomer (dimethylaminododecyl methacrylate, DMADDM) as an inhibitor for matrix metalloproteinases (MMPs), and to determine the effects of DMADDM on both soluble recombinant human MMPs (rhMMPs) and dentin matrix-bound endogenous MMPs. MethodsInhibitory effects of DMADDM at six mass% (0.1% to 10%) on soluble rhMMP-8 and rhMMP-9 were measured using a colorimetic assay. Matrix-bound endogenous MMP activity was evaluated in demineralized human dentin. Dentin beams were divided into four groups (n=10) and incubated in calcium- and zinc-containing media (control medium); or control medium+0.2% chlorhexidine (CHX); 5% 12-methacryloyloxydodecylpyridinium bromide (MDPB); or 5% DMADDM. Dissolution of dentin collagen peptides was evaluated by mechanical testing in three-point flexure, loss of dentin mass, and a hydroxyproline assay. ResultsUse of 0.1% to 10% DMADDM exhibited a strong concentration-dependent anti-MMP effect, reaching 90% of inhibition on rhMMP-8 and rhMMP-9 at 5% DMADDM concentration. Dentin beams in medium with 5% DMADDM showed 34% decrease in elastic modulus (vs. 73% decrease for control), 3% loss of dry dentin mass (vs. 28% loss for control), and significantly less solubilized hydroxyproline when compared with control (p<0.05). SignificanceThe new antibacterial monomer DMADDM was effective in inhibiting both soluble rhMMPs and matrix-bound human dentin MMPs. These results, together with previous studies showing that adhesives containing DMADDM inhibited biofilms without compromising dentin bond strength, suggest that DMADDM is promising for use in adhesives to prevent collagen degradation in hybrid layer and protect the resin–dentin bond.

Biodegradation of caries-affected dentin bonding interface of fluoride and MDPB-containing adhesive system

The aim of this study was to evaluate the effect of a fluoride/MDPB (12-methacryloyloxydodecylpyridinium bromide)-containing adhesive system on the durability of a bond to permanent artificially induced caries-affected dentin (CAD) exposed to Streptococcus mutans culture and water storage. Twelve third molars were selected. Flat dentin surfaces were submitted to artificial caries development in S. mutans and Broth heart infusion (BHI). Caries-infected dentin was removed with burs according to clinical criteria and CAD cavities were restored with Adper Scotchbond Multi-Purpose (SBM) and Clearfil Protect Bond (CPB). Nontrimmed resin–dentin bonded interfaces (1mm2) were stored in S. mutans+BHI for 3 days, in deionized water for 3 months, and afterwards subjected to microtensile bond strength test (μTBS). The control group was not submitted to storage and immediate μTBS testing was performed. Fractographic analysis was performed after μTBS testing. Four molars were restored as described, and morphological evaluation hybrid layer (HL) was performed by scanning electron microscopy (SEM). Two-way ANOVA with split-plot design and Tukey′s tests were performed. No difference was found between μTBS values of SBM and CPB irrespective of groups. Significant decrease was observed in μTBS values after S. mutans culture and water storage, but without difference between them. CPB had more homogenous hybrid layer than SBM. Fluoride/MDPB-containing adhesive system did not prevent degradation of CAD bond strength in both degradation methods.

Dual antibacterial agents of nano‐silver and 12‐methacryloyloxydodecylpyridinium bromide in dental adhesive to inhibit caries

Dental resins containing 12-methacryloyloxydodecylpyridinium bromide (MDPB) showed potent antibacterial functions. Recent studies developed antibacterial resins containing nanoparticles of silver (NAg). The objectives of this study were to develop an adhesive containing dual agents of MDPB and NAg for the first time and to investigate the combined effects of antibacterial adhesive and primer on biofilm viability, metabolic activity, lactic acid, dentin bond strength, and fibroblast cytotoxicity. MDPB and NAg were incorporated into Scotchbond Multi-Purpose (SBMP) adhesive "A" and primer "P". Five systems were tested: SBMP adhesive A; A + MDPB; A+NAg; A + MDPB + NAg; P + MDPB + NAg together with A + MDPB + NAg. Dental plaque microcosm biofilms were cultured using mixed saliva from 10 donors. Metabolic activity, colony-forming units, and lactic acid production of biofilms were investigated. Human fibroblast cytotoxicity of bonding agents was determined. MDPB + NAg in adhesive/primer did not compromise dentin bond strength (p > 0.1). MDPB or NAg alone in adhesive substantially reduced the biofilm activities. Dual agents MDPB + NAg in adhesive significantly reduced the biofilm viability compared with each agent alone (p < 0.05). The greatest inhibition of biofilms was achieved when both adhesive and primer contained MDPB + NAg. Fibroblast viability of groups with dual antibacterial agents was similar to control using culture medium without resin eluents (p > 0.1). In conclusion, this study showed for the first time that the antibacterial potency of MDPB adhesive could be substantially enhanced via NAg. Adding MDPB + NAg into both primer and adhesive achieved the strongest antibiofilm efficacy. The dual agent (MDPB + NAg) method could have wide applicability to other adhesives, sealants, cements, and composites to inhibit biofilms and caries.

Effects of dual antibacterial agents MDPB and nano-silver in primer on microcosm biofilm, cytotoxicity and dentine bond properties

ObjectivesThe objective of this study was to investigate the effects of dentine primer containing dual antibacterial agents, namely, 12-methacryloyloxydodecylpyridinium bromide (MDPB) and nanoparticles of silver (NAg), on dentine bond strength, dental plaque microcosm biofilm response, and fibroblast cytotoxicity for the first time. MethodsScotchbond Multi-Purpose (SBMP) was used as the parent bonding agent. Four primers were tested: SBMP primer control (referred to as “P”), P+5% MDPB, P+0.05% NAg, and P+5% MDPB+0.05% NAg. Dentine shear bond strengths were measured using extracted human teeth. Biofilms from the mixed saliva of 10 donors were cultured to investigate metabolic activity, colony-forming units (CFU), and lactic acid production. Human fibroblast cytotoxicity of the four primers was tested in vitro. ResultsIncorporating MDPB and NAg into primer did not reduce dentine bond strength compared to control (p>0.1). SEM revealed well-bonded adhesive–dentine interfaces with numerous resin tags. MDPB or NAg each greatly reduced biofilm viability and acid production, compared to control. Dual agents MDPB+NAg had a much stronger effect than either agent alone (p<0.05), increasing inhibition zone size and reducing metabolic activity, CFU and lactic acid by an order of magnitude, compared to control. There was no difference in cytotoxicity between commercial control and antibacterial primers (p>0.1). ConclusionsThe method of using dual agents MDPB+NAg in the primer yielded potent antibacterial properties. Hence, this method may be promising to combat residual bacteria in tooth cavity and invading bacteria at the margins. The dual agents MDPB+NAg may have wide applicability to other adhesives, composites, sealants and cements to inhibit biofilms and caries.