Epigallocatechin gallate-immobilized antimicrobial resin with rechargeable fluorinated synergistic composite for enhanced caries control

Kuan-Han Lee; Chen-Ying Wang; Yun-Rong Tsai; Szu-Ying Huang; Wei-Te Huang; Uma Kasimayan; Mahesh K P O; Yu-Chih Chiang

doi:10.1016/j.dental.2023.12.007

Epigallocatechin gallate-immobilized antimicrobial resin with rechargeable fluorinated synergistic composite for enhanced caries control

Dent Mater. 2024 Mar;40(3):407-419. doi: 10.1016/j.dental.2023.12.007. Epub 2023 Dec 19.

Authors

Kuan-Han Lee¹, Chen-Ying Wang², Yun-Rong Tsai³, Szu-Ying Huang³, Wei-Te Huang⁴, Uma Kasimayan⁵, Mahesh K P O⁵, Yu-Chih Chiang⁶

Affiliations

¹ Department of Dentistry, Shin Kong Wu Ho-Su Memorial Hospital, Taipei 111, Taiwan; Graduate Institute of Clinical Dentistry, School of Dentistry, National Taiwan University, 1, Chang-de Street, Taipei 10016, Taiwan.
² Graduate Institute of Clinical Dentistry, School of Dentistry, National Taiwan University, 1, Chang-de Street, Taipei 10016, Taiwan; Division of Periodontology, Department of Dentistry, National Taiwan University Hospital, Taiwan.
³ Graduate Institute of Clinical Dentistry, School of Dentistry, National Taiwan University, 1, Chang-de Street, Taipei 10016, Taiwan; Division of Restorative and Esthetic Dentistry, Department of Dentistry, National Taiwan University Hospital, 1, Chang-de Street, Taipei 10016, Taiwan.
⁴ School of Dentistry, National Defense Medical Center, Taipei 114, Taiwan.
⁵ Graduate Institute of Clinical Dentistry, School of Dentistry, National Taiwan University, 1, Chang-de Street, Taipei 10016, Taiwan.
⁶ Graduate Institute of Clinical Dentistry, School of Dentistry, National Taiwan University, 1, Chang-de Street, Taipei 10016, Taiwan; Division of Restorative and Esthetic Dentistry, Department of Dentistry, National Taiwan University Hospital, 1, Chang-de Street, Taipei 10016, Taiwan; School of Dentistry, Kaohsiung Medical University, Kaohsiung 80708, Taiwan; Molecular Imaging Center, National Taiwan University, Taipei 10617, Taiwan. Electronic address: munichiang@ntu.edu.tw.

PMID: 38123384
DOI: 10.1016/j.dental.2023.12.007

Abstract

Objectives: Given the global prevalence of dental caries, impacting 2.5 billion individuals, the development of sophisticated prevention filling materials is crucial. Streptococcus mutans, the principal caries-causing strain, produces acids that demineralize teeth and initiate dental caries. To address this issue, we aimed to develop a synergistic resin-based composite for enhancing caries control.

Methods: The synergistic resin composite incorporates fluorinated kaolinite and silanized Al₂O₃ nanoparticle fillers into an epigallocatechin gallate (EGCG) immobilized urethane-modified epoxy acrylate (U-EA) resin matrix, referred to the as-prepared resin composite. The EGCG-modified TPGDA/U-EA network was synthesized by preparing methacrylate-functionalized isocyanate (HI), reacting it with EGCG to form HI-EGCG, and then incorporating HI-EGCG into the TPGDA/U-EA matrix. The lamellar space within the kaolinite layer was expanded through the intercalation of acrylamide into kaolinite, enhancing its capability to adsorb and release fluoride ions (F^-). The layered structure of acrylamide/ kaolinite in the U-EA resin composite acts as a F^- reservoir.

Results: The physico-mechanical properties of the as-prepared resin composites are comparable to those of commercial products, exhibiting lower polymerization shrinkage, substantial F^- release and recharge and favorable diametral tensile strength. The immobilized EGCG in the composite exhibits potent antimicrobial properties, effectively reducing the biofilm biomass. Furthermore, the synergistic effect of EGCG and fluorinated kaolinite efficiently counteracts acid-induced hydroxyapatite dissolution, thereby suppressing demineralization and promoting enamel remineralization.

Significance: Our innovative EGCG and fluoride synergistic composite provides enhanced antimicrobial properties, durable anti-demineralization, and tooth remineralization effects, positioning it as a promising solution for effective caries control and long-term dental maintenance.

Keywords: Caries control; Epigallocatechin gallate; Fluorinated kaolinite; Remineralization; Synergistic composite.

MeSH terms

Acrylamides
Acrylic Resins*
Anti-Infective Agents*
Catechin / analogs & derivatives*
Composite Resins / chemistry
Composite Resins / pharmacology
Dental Caries Susceptibility
Dental Caries* / prevention & control
Dental Materials
Fluorides
Humans
Kaolin
Polystyrenes*
Polyurethanes*

Substances

Fluorides
Kaolin
epigallocatechin gallate
Composite Resins
urethane acrylate
Dental Materials
AS resin
Anti-Infective Agents
Acrylamides
Acrylic Resins
Catechin
Polystyrenes
Polyurethanes