Literature DB >> 33965250

Methacrylate-functionalized proanthocyanidins as novel polymerizable collagen cross-linkers - Part 2: Effects on polymerization, microhardness and leaching of adhesives.

Rong Wang1, Yong Li2, Viviane Hass1, Zhonghua Peng3, Yong Wang4.   

Abstract

OBJECTIVE: The aim of the study was to investigate the effects of a novel polymerizable collagen cross-linker methacrylate-functionalized proanthocyanidins (MAPA) on the polymerization, microhardness and leaching of a HEMA-based experimental dental adhesive system.
METHODS: Three MAPAs were synthesized using different methacrylate (MA) to proanthocyanidins (PA) feeding ratios of 1:2, 1:1, and 2:1 to obtain MAPA-1, MAPA-2, and MAPA-3, respectively. The resulting three MAPAs and PA were added to an experimental adhesive formulated with HEMA and a tri-component photoinitiator system (0.5 wt% CQ/EDMAB/DPIHP) at 1%, 5% and 10% MAPA or PA concentrations (wt%). The adhesive polymerization kinetics was measured continuously in real-time for 10 min using a Fourier-transform infrared spectroscopy (FTIR) with an attenuated total reflectance (ATR) accessory. Degree of conversion (DC) and Vickers microhardness (MH) of cured adhesives were measured at 72 h post-cure. The leaching of cured adhesives in DI water was monitored using UV-vis spectrophotometer. Statistical analysis was performed using one-way and two-way ANOVA, Tukey's (p < 0.05).
RESULTS: The adhesive formulations with 1%, 5% and 10% MAPAs-1, -2, -3 all generated higher rate of polymerization and 10-min DC than the formulations with PA at the same concentrations. At 72 h post-cure, the adhesive formulation with 5% MAPA-2 exhibited significantly higher DC (99.40%) and more than doubled MH (18.93) values than the formulation with 5% PA (DC = 89.47%, MH = 8.41) and the control (DC = 95.46%, MH = 9.33). Moreover, the cured adhesive with 5% MAPA-2 demonstrated significantly reduced PA leaching in comparison with cured adhesive with 5% PA. SIGNIFICANCE: Synthesized MAPA is a novel class of polymerizable collagen cross-linker that not only stabilizes dentin collagen via its PA component, but also improves polymerization, mechanical properties and stability of HEMA-based adhesives via its MA component. By inheriting the benefit while overcoming the drawback of PA, MAPA offers a revolutionary solution for improved bond-strength and longevity of dental restorations.
Copyright © 2021 The Academy of Dental Materials. Published by Elsevier Inc. All rights reserved.

Entities:  

Keywords:  Degree of conversion; Dental adhesive; Grape seed extract proanthocyanidins (PA); Kinetics; Leaching; Methacrylate functionalized proanthocyanidins (MAPA); Polymerizable collagen cross-linker; Polymerization; Rate of polymerization; Vickers microhardness

Mesh:

Substances:

Year:  2021        PMID: 33965250      PMCID: PMC8238885          DOI: 10.1016/j.dental.2021.04.010

Source DB:  PubMed          Journal:  Dent Mater        ISSN: 0109-5641            Impact factor:   5.687


  32 in total

1.  The effect of transient proanthocyanidins preconditioning on the cross-linking and mechanical properties of demineralized dentin.

Authors:  Ruirui Liu; Ming Fang; Yuhong Xiao; Fang Li; Lan Yu; Sanjun Zhao; Lijuan Shen; Jihua Chen
Journal:  J Mater Sci Mater Med       Date:  2011-10-07       Impact factor: 3.896

2.  Enhancement in dentin collagen's biological stability after proanthocyanidins treatment in clinically relevant time periods.

Authors:  Yi Liu; Mingsheng Chen; Xiaomei Yao; Changqi Xu; Ying Zhang; Yong Wang
Journal:  Dent Mater       Date:  2013-02-20       Impact factor: 5.304

Review 3.  Plant polyphenols: chemical properties, biological activities, and synthesis.

Authors:  Stéphane Quideau; Denis Deffieux; Céline Douat-Casassus; Laurent Pouységu
Journal:  Angew Chem Int Ed Engl       Date:  2011-01-07       Impact factor: 15.336

4.  Mechanical characterization of proanthocyanidin-dentin matrix interaction.

Authors:  Carina Strano Castellan; Patricia Nobrega Pereira; Rosa Helena Miranda Grande; Ana Karina Bedran-Russo
Journal:  Dent Mater       Date:  2010-07-21       Impact factor: 5.304

5.  Synthesis and evaluation of a novel co-initiator for dentin adhesives: polymerization kinetics and leachables study.

Authors:  Xueping Ge; Qiang Ye; Linyong Song; Jennifer S Laurence; Paulette Spencer
Journal:  JOM (1989)       Date:  2015-04-01       Impact factor: 2.471

6.  Evaluation of matrix metalloproteinase and cysteine cathepsin activity in dentin hybrid layer by gelatin zymography.

Authors:  Sekar Mahalaxmi; Manavalan Madhana Madhubala; Mahendran Jayaraman; Shanmugasundaram Sathyakumar
Journal:  Indian J Dent Res       Date:  2016 Nov-Dec

7.  Cross-linked demineralized dentin maintains its mechanical stability when challenged by bacterial collagenase.

Authors:  Changqi Xu; Yong Wang
Journal:  J Biomed Mater Res B Appl Biomater       Date:  2010-11-22       Impact factor: 3.368

8.  Addition of Grape Seed Extract Renders Phosphoric Acid a Collagen-stabilizing Etchant.

Authors:  Y Liu; V Dusevich; Y Wang
Journal:  J Dent Res       Date:  2014-06-16       Impact factor: 6.116

9.  Proanthocyanidin: a natural crosslinking reagent for stabilizing collagen matrices.

Authors:  Bo Han; Jason Jaurequi; Bao Wei Tang; Marcel E Nimni
Journal:  J Biomed Mater Res A       Date:  2003-04-01       Impact factor: 4.396

10.  Mechanical properties, water sorption characteristics, and compound release of grape seed extract-incorporated resins.

Authors:  Don Jeevanie Epasinghe; Cynthia Kar Yung Yiu; Michael Francis Burrow
Journal:  J Appl Oral Sci       Date:  2017 Jul-Aug       Impact factor: 2.698

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  2 in total

Review 1.  Procyanidins and Their Therapeutic Potential against Oral Diseases.

Authors:  Huan Chen; Wanyu Wang; Shiyang Yu; Huimin Wang; Zilu Tian; Song Zhu
Journal:  Molecules       Date:  2022-05-04       Impact factor: 4.927

Review 2.  Effect of Collagen Crosslinkers on Dentin Bond Strength of Adhesive Systems: A Systematic Review and Meta-Analysis.

Authors:  Louis Hardan; Umer Daood; Rim Bourgi; Carlos Enrique Cuevas-Suárez; Walter Devoto; Maciej Zarow; Natalia Jakubowicz; Juan Eliezer Zamarripa-Calderón; Mateusz Radwanski; Giovana Orsini; Monika Lukomska-Szymanska
Journal:  Cells       Date:  2022-08-04       Impact factor: 7.666

  2 in total

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