ArticleThe Journal of organic chemistry2017
Absolute Configuration of Native Oligomeric Proanthocyanidins with Dentin Biomodification Potency.
Article in The Journal of organic chemistry, 2017. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 22 papers.
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The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.
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Who cites it
22 citing papers in PubMed, 50 citations in OpenAlex.
- Procyanidins: Structural Properties, Production Methods, and Modern Applications.Molecules (Basel, Switzerland) · 2026Review
- Polymerization of proanthocyanidins under the catalysis of miR397a-regulated laccases in Salvia miltiorrhiza and Populus trichocarpa.Nature communications · 2025Article
- Preparation, Modification, Quantitation, and Dentin Biomodification Activity of Selectively Enriched Proanthocyanidins.Journal of natural products · 2025Article
- Prodelphinidins enhance dentin matrix properties and promote adhesion to methacrylate resin.Dental materials : official publication of the Academy of Dental Materials · 2024Article
- Chemical Transformation of B- to A-type Proanthocyanidins and 3D Structural Implications.Journal of natural products · 2024Article
- Modulatory role of terminal monomeric flavan-3-ol units in the viscoelasticity of dentin.Journal of biomedical materials research. Part B, Applied biomaterials · 2024Article
- Unprecedented Benzoquinone Motifs Reveal Post-Oligomerizational Modification of Proanthocyanidins.The Journal of organic chemistry · 2023Article
- Review
- Structural Elucidation of an Atropisomeric Entcassiflavan-(4β→8)-Epicatechin Isolated fromMolecules (Basel, Switzerland) · 2022Article
- Proanthocyanidin Tetramers and Pentamers fromJournal of natural products · 2022Article
- Unveiling structure-activity relationships of proanthocyanidins with dentin collagen.Dental materials : official publication of the Academy of Dental Materials · 2021Article
- NMR-Based Quantum Mechanical Analysis Builds Trust and Orthogonality in Structural Analysis: The Case of a Bisdesmosidic Triglycoside asJournal of natural products · 2021Article
- Do Certain Flavonoid IMPS Have a Vital Function?Frontiers in nutrition · 2021Review
- Targeting Trimeric and Tetrameric Proanthocyanidins ofJournal of natural products · 2020Article
- Proanthocyanidin Block Arrays (PACBAR) for Comprehensive Capture and Delineation of Proanthocyanidin Structures.Journal of agricultural and food chemistry · 2020Article
- Rare A-Type, Spiro-Type, and Highly Oligomeric Proanthocyanidins fromOrganic letters · 2020Article
- Tri- and Tetrameric Proanthocyanidins with Dentin Bioactivities fromThe Journal of organic chemistry · 2020Article
- Proanthocyanidin Dimers and Trimers fromJournal of natural products · 2019Article
- Quality Control of Therapeutic Peptides byThe Journal of organic chemistry · 2019Article
- Evidence to the role of interflavan linkages and galloylation of proanthocyanidins at sustaining long-term dentin biomodification.Dental materials : official publication of the Academy of Dental Materials · 2019Article
Corrections and comments
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Authors and funding
10 authors at 4 institutions in 4 countries.
Funding
Abstract
The structurally complex oligomeric proanthocyanidins (OPACs) are promising biomimetic agents, capable of strengthening the macromolecular backbone of teeth via intermolecular and intermicrofibrillar cross-linking. This study establishes analytical methods capable of determining the absolute configuration of the catechin-type monomeric units of underivatized OPACs. This preserves the capacity of their biological evaluation, aimed at understanding the inevitably stereospecific interactions between the OPACs and dentin collagen. Guided by dental bioassays (modulus of elasticity, long-term stability), two new trimeric and tetrameric A-type OPACs were discovered as dentin biomodifiers from pine (Pinus massoniana) bark: epicatechin-(2β→O→7,4β→8)-epicatechin-(2β→O→7,4β→8)-catechin (5) and epicatechin-(2β→O→7,4β→8)-epicatechin-(2β→O→7,4β→6)-epicatechin-(2β→O→7,4β→8)-catechin (6), respectively. Combining 1D/2D NMR, HRESIMS, ECD,
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Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.