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(Reference retrieved automatically from Web of Science through information on FAPESP grant and its corresponding number as mentioned in the publication by the authors.)

Methacrylation of epigallocatechin-gallate for covalent attachment with a dental polymer

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Author(s):
Bortolatto, Janaina Freitas [1] ; Buzalaf, Marilia Rabelo Afonso [1] ; Ebrahimi, Jessica [2] ; Floros, Michael Christopher [3] ; Ho, Mayhay [3] ; Prakki, Anuradha [3]
Total Authors: 6
Affiliation:
[1] Univ Sao Paulo, Bauru Sch Dent, Dept Biol Sci, BR-17012901 Sao Paulo - Brazil
[2] Univ Toronto, Fac Dent, Dept Clin Sci Orthodont Discipline, Toronto, ON M5G 1G6 - Canada
[3] Univ Toronto, Fac Dent, Dent Res Inst Restorat Discipline, Toronto, ON M5G 1G6 - Canada
Total Affiliations: 3
Document type: Journal article
Source: Dental Materials; v. 37, n. 12, p. 1751-1760, DEC 2021.
Web of Science Citations: 0
Abstract

Objective. Synthesize novel epigallocatechin-gallate (EGCG) methacrylate monomers with the ability to copolymerize with dental methacrylate resins. Methods. EGCG was reacted with 1/3 (E33), 2/3 (E67) and 1 (E100) molar equivalents of methacyloyl chloride introducing three degrees of polymerizablility. EGCG-methacrylates were characterized by Fourier Transform Infrared Spectroscopy (FTIR) and Nuclear Magnetic Resonance (NMR). E33, E67, E100 and neat EGCG were incorporated into TEGDMA at 0.5-20% ratios (m/m). Copolymers were tested for degree of conversion (%DC), EGCG release, gel content (%GC), degree of swelling (%DS), flexural properties and bacterial viability (Streptococcus mutans, baseline/30-days). Neat TEGDMA and TEGDMA passively loaded with EGCG (E0) were used as controls. Data were analysed by one-way ANOVA, Tukey, and Dunnett's method ( = 5%). Two-way ANOVA and Bonferroni were used to investigate factor interaction. Results. FTIR/NMR confirmed synthesis of desired compounds. All of E100 incorporated ratios had %DC similar to TEGDMA. Remaining groups had reduction in %DC at 2% in E0, 10% in E33 and 20% in E67 ratios. EGCG was stable within ECGC-methacrylate copolymers. Release of EGCG from E0 significantly increased with higher EGCG ratios. Except for E100, higher EGCG or EGCG-methacrylate ratios led to decreased %CG and %DS. At baseline, E0 had the lowest bacterial survival rates (1-10% survival) at all ratios compared to E33, E67, E100, and neat TEGDMA. However, E33, E67 and E100 still had statistically lower survival rates (7-53%) compared with neat TEGDMA. After 30-days, all compounds had similar survival rates for all ratios, which were lower than that of neat TEGDMA. Significance. Demonstration of methacrylate functionalized EGCG- with inherited antibacterial activity for improved restoration longevity. (c) 2021 The Academy of Dental Materials. Published by Elsevier Inc. All rights reserved. (AU)

FAPESP's process: 17/09827-6 - Novel bioinspired bonding agents for improving longevity of dental restorations
Grantee:Janaína Freitas Bortolatto
Support Opportunities: Scholarships in Brazil - Post-Doctoral