Methacrylate saccharide-based monomers for dental adhesive systems

dc.creatorAndressa Dos Santos
dc.creatorEmerson Marcelo Girotto
dc.creatorCarolina Bosso André
dc.creatorGedalias Martim
dc.creatorIvania Teresinha Albrecht Schuquel
dc.creatorCarmen Pfeifer
dc.creatorJackl Ferracane
dc.creatorTania Tominaga
dc.creatorNajeh Maissar Khalil
dc.creatorEduardo Radovanovic
dc.date.accessioned2022-08-29T18:46:46Z
dc.date.accessioned2025-09-09T01:12:53Z
dc.date.available2022-08-29T18:46:46Z
dc.date.issued2018-09-26
dc.description.sponsorshipCNPq - Conselho Nacional de Desenvolvimento Científico e Tecnológico
dc.format.mimetypepdf
dc.identifier.doi10.1016/j.ijadhadh.2018.09.009
dc.identifier.issn01437496
dc.identifier.urihttps://hdl.handle.net/1843/44678
dc.languageeng
dc.publisherUniversidade Federal de Minas Gerais
dc.relation.ispartofInternational Journal of Adhesion and Adhesives
dc.rightsAcesso Aberto
dc.subjectMethacrylates
dc.subjectCarbohydrates
dc.subjectDental restoration repair
dc.subject.otherAntibacterial adhesives
dc.subject.otherDentine
dc.subject.otherNuclear magnetic resonance spectroscopy
dc.subject.otherMechanical properties of adhesives
dc.titleMethacrylate saccharide-based monomers for dental adhesive systems
dc.typeArtigo de periódico
local.citation.epage11
local.citation.spage1
local.citation.volume87
local.description.resumoThe aim of this in vitro study was to synthesize three new methacrylate monomers based on the modification of saccharides structures (glucose-Gluc, sucrose-Sucr and chitosan-Chit) with glycidyl methacrylate, and to use them in the composition of dental adhesives. Three methacrylate saccharide monomers were synthesized and characterized by mid-IR, 1H and 13C NMR, antioxidant activity and cytotoxic effect. Monomers included: one monosaccharide – Gluc-MA; one disaccharide – Sucr-MA; and one polysaccharide – Chit-MA. Primers containing HEMA, methacrylate saccharide monomers at concentrations of 0 (control), 1, 2 or 4 wt%, 60 wt% ethanol aqueous solution (pH3.0) and initiator system were formulated. Primers were used in conjunction with a bond step and composite paste to restore caries-free third molars, and dentin bond strength (24 hours and 6 month of storage in water), and antimicrobial activity (Alamar Blue test) were tested. Degree of conversion (DC) and maximum rate of polymerization (Rpmax) of the primers themselves were also analyzed. The mid-IR, 1H and 13C spectrum confirmed the presence of vinyl group on the structure of saccharides. Chit-MA showed low antioxidant activity and did not present a cytotoxic effect. Gluc-MA and Sucr-MA possess antioxidant and cytotoxic activity, concentration dependent. In the presence of methacrylate saccharide monomers, the primers showed DC comparable to the control group, except Gluc-MA4%, Sucr-MA4% and Chit-MA1%, which showed a range of 64.6 from 58.5 %DC. Rpmax was not statistically different for all the groups (p = 0.01). The bond strength of Sucr-MA1% increased from 25.7 (±2.8) to 40.6 (±5.3) MPa after 6 months of storage. All the synthesized monomers showed some antimicrobial activity after polymerization. Gluc-MA and Chit-MA 4% and Sucr-MA 1, 2 and 4% led to decrease bacterial metabolism. Sucr-MA 1% showed better results regarding the decrease in bacterial metabolism and increasing the bond strength after 6 months of storage.
local.publisher.countryBrasil
local.publisher.departmentFAO - DEPARTAMENTO DE ODONTOLOGIA RESTAURADORA
local.publisher.initialsUFMG
local.url.externahttps://www.ncbi.nlm.nih.gov/pmc/articles/PMC6533006/

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