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Oligomeric Proanthocyanidins from the barks of Cinnamomum verum and their dentin enhancement properties
Conference proceeding   Peer reviewed

Oligomeric Proanthocyanidins from the barks of Cinnamomum verum and their dentin enhancement properties

C Vidal, J W Nam, R S Phansalkar, D C Lankin, S N Chen, J B McAlpine, T Aguiar, A K Bedran-Russo and G F Pauli
Planta Medica, Vol.80(10)
American Society of Pharmacognosy 2014 Annual Meeting – Held in conjunction with the 14th Annual Oxford International Conference on the Science of Botanicals - Oxford, Mississippi, USA - 2014
07/14/2014
DOI: 10.1055/s-0034-1382433

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Abstract

Proanthocyanidins (PACs) are one of the major classes of polyphenols which represent the condensed tannins consisting of oligomeric or polymeric flavan-3-ols. Dentin is a complex mineralized internal tissue of teeth. Intermolecular crosslinks between dentin and the proanthocyanidins enhance the biomechanical properties of the dentin. This study investigates the constituents of Cinnamon bark as a dentin biomodifier. After selecting a PAC oligomer fraction via a detailed bioassay-guided process, the phytochemical studies resulted in the isolation of a new A-type tetrameric PAC, epicatechin-(2 β →O→7,4 β →8)-epicatechin-(4 β →6)-epicatechin-(2 β →O→7,4 β →8)-catechin (1) and the known trimer, epicatechin-(2 β →O→7,4 β →8)-epicatechin-(4 β →8)-epicatechin (2). The structures of proanthocyanidins were assigned by a combination of HRESIMS, ECD, 1D and 2D NMR, and 1 H iterative Full Spin Analysis (HiFSA). HiFSA of this compound class was performed for the first time to enable rapid identification of congeneric compounds. Fig. 1

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