Synthesis of Methacrylate Monomers with Antibacterial Effects Against S. Mutans

He, Jingwei; Söderling, Eva; Österblad, Monica; Vallittu, Pekka K.; Lassila, Lippo

doi:10.3390/molecules16119755

Cited by 101 publications

(84 citation statements)

References 22 publications

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“…Since they were first introduced into dentistry 40 years ago, dental composites have achieved great development in resin matrix, inorganic fillers, and curing method, [1][2][3] and the development is still going on with the aim to obtain a safe dental composites with low polymerization shrinkage, [4][5][6] high mechanical properties, [7][8][9] antimicrobial function, [10][11][12][13][14] and so on.…”

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Bis‐GMA Free Dental Materials Based on UDMA/SR833s Dental Resin System

Ding

Wang

et al. 2016

Adv Polym Technol

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ABSTRACT:Tricyclododecane dimethanol diacrylate (SR833s) was used to replace triethylene glycol dimethacrylate (TEGDMA) as a diluent monomer and mixed with 1,6-bis(methacryloxy-2-ethoxy-carbonylamino)-2,4,4-trimethylhexane (UDMA) to prepare 2,2-bis[4-(2-hydroxy-3-methacryloyloxypropyl)-phenyl]propane (Bis-GMA) free dental resin system, and commonly used BaAlSiO 2 dental microfillers were added into UDMA/SR833s resin to prepare Bis-GMA free dental composites. Physicochemical properties such as double bond conversion, polymerization shrinkage, water sorption and solubility, flexural strength, and modulus of UDMA/SR833s resin and relevant composites were investigated. The results showed that UDMA/SR833s resin had better physicochemical properties than UDMA/TEGDMA and Bis-GMA/TEGDMA resins. Although UDMA/SR833s-based composites had lower flexural strength and modulus than commercial dental composite Z250, they still met the International Organization for Standardization (ISO) standard requirement (in flexural strength and modulus for resin-based dental materials). Except for the flexural strength and modulus, all the other properties of UDMA/SR833s-based composites were comparable or better than those of Z250. Therefore, UDMA/SR833s resin and its relevant composites had potential to be used in dentistry as Bis-GMA free dental materials. C

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Bis‐GMA Free Dental Materials Based on UDMA/SR833s Dental Resin System

Ding

Wang

et al. 2016

Adv Polym Technol

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“…28 The antibacterial mechanism is probably due to contact of the negatively charged bacterial sites and positively charged QAS, diffusion through the cell wall, binding to the cytoplasmic membrane, and/or disruption of the cytoplasmic membrane, release of cytoplasmic constituents, and cell death. 29,30,31 METAC showed better results at lower concentrations than other antibacterial copolymers (e.g., benzotriazole), which achieved antibacterial effect only at 5 wt%. 24 In this study, the in vitro antibacterial effect was not tested after a long period.…”

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confidence: 99%

Influence of addition of [2-(methacryloyloxy)ethyl]trimethylammonium chloride to an experimental adhesive

et al. 2017

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Influence of addition of [2-(methacryloyloxy)ethyl] trimethylammonium chloride to an experimental adhesiveAbstract: The aim of this study was to develop an experimental adhesive with addition of [2-(methacryloyloxy)ethyl]trimethylammonium chloride (METAC) and to evaluate its mechanical and biological properties and its in vitro antibacterial activity. An experimental adhesive resin was formulated with Bis-GMA, TEGDMA, and HEMA. The antibacterial monomer was added at concentrations of 1%, 2.5%, and 5% (METAC groups). A group without METAC addition was used as control. The experimental adhesives were evaluated as to their antibacterial potential against Streptococcus mutans, degree of conversion, and softening in ethanol for 2 hours. The data were analyzed by one-way ANOVA, Tukey's post-hoc test, and the paired Student's t-test (significance level of 0.05). METAC showed antibacterial activity against S. mutans at all concentrations (p < 0.05). There was no statistical difference across METAC groups (p > 0.05). The 1%, 2.5%, and 5% groups yielded the highest mean values for degree of conversion (p < 0.05). The 1% group did not differ from the control group (p > 0.05). There was no statistical difference in baseline microhardness values (p > 0.05) and microhardness values after immersion in ethanol were lower than at baseline for all groups (p < 0.05). There was no statistical difference in the reduction of Knoop hardness number (KHN) after immersion in ethanol for any of the groups (p > 0.05). The results of the present study indicate that METAC is a promising antibacterial agent when added to an adhesive system.

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“…Some of the known structures with microbiological activity are the compounds containing quaternary nitrogen atom which are used in many fields, such as water treatment, medicine and healthcare products, food applications, and textile products. In this context, cationic compounds have attracted a great attention due to their water solubility and high antimicrobial activity [19][20][21]. The presence of a quaternary ammonium group enables the biostatic activity of B because of the positive charge at the N-atom inflicts a variety of detrimental effects on microbes, including damage to cell membranes, denaturation of proteins and disruption to the cell structure [22,23].…”

Section: Introductionmentioning

confidence: 99%