Mimicking the Hierarchical Functions of Dentin Collagen Cross-Links with Plant Derived Phenols and Phenolic Acids

Cristina M. P Vidal; Ariene A Leme; Thaiane R Aguiar; Rasika Phansalkar; Joo-Won Nam; Jonathan Bisson; James B McAlpine; Shao-Nong Chen; Guido F Pauli; Ana Bedran-Russo

doi:10.1021/la5034383

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Mimicking the Hierarchical Functions of Dentin Collagen Cross-Links with Plant Derived Phenols and Phenolic Acids

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Mimicking the Hierarchical Functions of Dentin Collagen Cross-Links with Plant Derived Phenols and Phenolic Acids

Cristina M. P Vidal, Ariene A Leme, Thaiane R Aguiar, Rasika Phansalkar, Joo-Won Nam, Jonathan Bisson, James B McAlpine, Shao-Nong Chen, Guido F Pauli and Ana Bedran-Russo

Langmuir, Vol.30(49), pp.14887-14893

12/16/2014

DOI: 10.1021/la5034383

PMCID: PMC4437200

PMID: 25379878

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https://www.ncbi.nlm.nih.gov/pmc/articles/4437200View

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Abstract

Proanthocyanidins (PACs) are secondary plant metabolites that mediate nonenzymatic collagen cross-linking and enhance the properties of collagen based tissue, such as dentin. The extent and nature of cross-linking is influenced by the composition and specific chemical structure of the bioactive compounds present in certain PAC-rich extracts. This study investigated the effect of the molecular weight and stereochemistry of polyphenol compounds on two important properties of dentin, biomechanics, and biostability. For that, purified phenols, a phenolic acid, and some of its derivatives were selected: PAC dimers (A1, A2, B1, and B2) and a trimer (C1), gallic acid (Ga), its esters methyl-gallate (MGa) and propyl-gallate (PGa), and a pentagalloyl ester of glucose (PGG). Synergism was assessed by combining the most active PAC and gallic acid derivative. Mechanical properties of dentin organic matrix were determined by the modulus of elasticity obtained in a flexural test. Biostability was evaluated by the resistance to collagenase degradation. PACs significantly enhanced dentin mechanical properties and decreased collagen digestion. Among the gallic acid derivatives, only PGG had a significant enhancing effect. The lack of observed C1:PGG synergy indicates that both compounds have similar mechanisms of interaction with the dentin matrix. These findings reveal that the molecular weight of polyphenols have a determinant effect on their interaction with type I collagen and modulates the mechanism of cross-linking at the molecular, intermolecular, and inter-microfibrillar levels.

Details

Title: Subtitle: Mimicking the Hierarchical Functions of Dentin Collagen Cross-Links with Plant Derived Phenols and Phenolic Acids
Creators: Cristina M. P Vidal - University of Illinois at Chicago
Ariene A Leme - University of Illinois at Chicago
Thaiane R Aguiar - University of Illinois at Chicago
Rasika Phansalkar - University of Illinois at Chicago
Joo-Won Nam - University of Illinois at Chicago
Jonathan Bisson - University of Illinois at Chicago
James B McAlpine - University of Illinois at Chicago
Shao-Nong Chen - University of Illinois at Chicago
Guido F Pauli - University of Illinois at Chicago
Ana Bedran-Russo - University of Illinois at Chicago
Resource Type: Journal article
Publication Details: Langmuir, Vol.30(49), pp.14887-14893
DOI: 10.1021/la5034383
PMID: 25379878
PMCID: PMC4437200
NLM abbreviation: Langmuir
ISSN: 0743-7463
eISSN: 1520-5827
Publisher: American Chemical Society
Language: English
Date published: 12/16/2014
Academic Unit: Operative Dentistry
Record Identifier: 9984065707202771

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