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Methacrylate saccharide-based monomers for dental adhesive systems.
Dos Santos, Andressa; André, Carolina B; Martim, Gedalias C; Schuquel, Ivania T A; Pfeifer, Carmem S; Ferracane, Jack L; Tominaga, Tania T; Khalil, Najeh M; Radovanovic, Eduardo; Girotto, Emerson M.
Afiliação
  • Dos Santos A; Materials Chemistry and Sensors Laboratories, Department of Chemistry, State University of Maringa, Colombo Avenue, 5790, Maringá, PR, Brazil.
  • André CB; Division of Biomaterials and Biomechanics, School of Dentistry, Oregon Health and Science University, 2730 SW Moody Avenue, Portland, OR, United State of America.
  • Martim GC; Department of Restorative Dentistry, Piracicaba Dental School, State University of Campinas, Limeira Avenue, 901, Piracicaba, SP, Brazil.
  • Schuquel ITA; Materials Chemistry and Sensors Laboratories, Department of Chemistry, State University of Maringa, Colombo Avenue, 5790, Maringá, PR, Brazil.
  • Pfeifer CS; Materials Chemistry and Sensors Laboratories, Department of Chemistry, State University of Maringa, Colombo Avenue, 5790, Maringá, PR, Brazil.
  • Ferracane JL; Division of Biomaterials and Biomechanics, School of Dentistry, Oregon Health and Science University, 2730 SW Moody Avenue, Portland, OR, United State of America.
  • Tominaga TT; Division of Biomaterials and Biomechanics, School of Dentistry, Oregon Health and Science University, 2730 SW Moody Avenue, Portland, OR, United State of America.
  • Khalil NM; Department of Physics, State University of the Midwest, Simeao Camargo Varela de Sá Street, 03, Guarapuava, PR, Brazil.
  • Radovanovic E; Department of Pharmacy, State University of the Midwest, Simeao Camargo Varela de Sá Street, 03, Guarapuava, PR, Brazil.
  • Girotto EM; Materials Chemistry and Sensors Laboratories, Department of Chemistry, State University of Maringa, Colombo Avenue, 5790, Maringá, PR, Brazil.
Int J Adhes Adhes ; 87: 1-11, 2018 Dec.
Article em En | MEDLINE | ID: mdl-31130758
The 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.
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Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Revista: Int J Adhes Adhes Ano de publicação: 2018 Tipo de documento: Article País de afiliação: Brasil País de publicação: Estados Unidos

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Revista: Int J Adhes Adhes Ano de publicação: 2018 Tipo de documento: Article País de afiliação: Brasil País de publicação: Estados Unidos