Conference proceeding
Grape Seed Proanthocyanidins: A Novel Source Of Dental Biomaterials And Unique Phytochemistry
Planta Medica, Vol.82(5)
ICSB-Abstracts - Oxford, Mississippi - 2016
03/17/2016
DOI: 10.1055/s-0036-1578686
Abstract
Composite-based, tooth colored dental restorations, in spite of their aesthetic appeal, are limited by a short life span. Every subsequent restoration results in the loss of healthy dental tissue. Thus, a bio-mimetic approach has been developed to enhance the mechanical strength of dentin using plant-derived proanthocyanidins (PACs). From a panel of eight active plants, grape seed extract showed the highest dentin biomodification potential, a 15-fold enhancement of dentin stiffness measured in MPa. Fractions with varying degrees of polymerization (DP) were obtained using solvent partitioning and centrifugal partition chromatography (CPC). Oligomeric PACs (OPACs, DP 2 – 7) surfaced as the most promising dentin biomodifiers compared to the constituent monomers and polymers (Dp ≥8). OPACs with DP 3 to 4 showed the most efficacious dentin-PAC interaction as evaluated by bio-mechanical tests. While one arm of the separation focused on the development of a highly active custom-made tri- and tetra-meric OPAC enriched mixture (GSE3+4), OPACs were also purified as single chemical entities. OPACs with predominantly 4β→8/6 B-type interflavan linkages (IFLs) along with one having a unique 2→8 IFL were isolated. Structural characterization employed 1D and 2D NMR at low temperature (255K) to overcome line-broadening due to atropisomerism. The presence of gallate ester moieties is a characteristic feature of grape seed PACs and the biological evaluation also highlighted the enhanced effect of galloylated OPACs on dentin biomodification. Grape seeds are thus, a viable source of novel restorative dental biomaterials and highlight a novel application of plant-based natural products in the biomedical field.
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Details
- Title: Subtitle
- Grape Seed Proanthocyanidins: A Novel Source Of Dental Biomaterials And Unique Phytochemistry
- Creators
- A A Leme - Department of Restorative Dentistry, College of Dentistry, University of Illinois at Chicago, 833 S Wood Street, Chicago IL 60607, USAR S Phansalkar - Department of Medicinal Chemistry & Pharmacognosy, College of PharmacyJ W Nam - Department of Medicinal Chemistry & Pharmacognosy, College of PharmacyCMP Vidal - Department of Restorative Dentistry, College of Dentistry, University of Illinois at Chicago, 833 S Wood Street, Chicago IL 60607, USAS N Chen - Department of Medicinal Chemistry & Pharmacognosy, College of PharmacyJ Bisson - Department of Medicinal Chemistry & Pharmacognosy, College of PharmacyD Kulakowski - Department of Restorative Dentistry, College of Dentistry, University of Illinois at Chicago, 833 S Wood Street, Chicago IL 60607, USAJ B McAlpine - Department of Medicinal Chemistry & Pharmacognosy, College of PharmacyT Aguiar - Department of Restorative Dentistry, College of Dentistry, University of Illinois at Chicago, 833 S Wood Street, Chicago IL 60607, USAA Bedran-Russo - Department of Restorative Dentistry, College of Dentistry, University of Illinois at Chicago, 833 S Wood Street, Chicago IL 60607, USAG F Pauli - Department of Medicinal Chemistry & Pharmacognosy, College of Pharmacy
- Resource Type
- Conference proceeding
- Publication Details
- Planta Medica, Vol.82(5)
- Conference
- ICSB-Abstracts - Oxford, Mississippi - 2016
- DOI
- 10.1055/s-0036-1578686
- ISSN
- 0032-0943
- eISSN
- 1439-0221
- Language
- English
- Date published
- 03/17/2016
- Academic Unit
- Operative Dentistry
- Record Identifier
- 9984065990602771
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