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Bioactive A-Type Proanthocyanidins from Cinnamomum cassia

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    Bioactive A-Type Proanthocyanidins from Cinnamomum cassia
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    † Bruker Biospin Corporation, Billerica, Massachusetts 01821, United States
    ‡ PlantaAnalytica, Danbury, Connecticut 06810, United States
    § Vertex Pharmaceuticals, Massachusetts 02139-4252, United States
    ⊥ John Jay College of Criminal Justice, New York, New York 10019, United States
    ∥ Phenolics, LLC, El Granada, California 94018-2439, United States
    Tel/fax: 650-726-5725. E-mail: [email protected]
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    Journal of Natural Products

    Cite this: J. Nat. Prod. 2011, 74, 9, 1833–1841
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    https://doi.org/10.1021/np1007944
    Published August 29, 2011
    Copyright © 2011 The American Chemical Society and American Society of Pharmacognosy
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    Abstract

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    Two trimeric proanthocyanidins, cinnamtannin B-1 (1) and cinnamtannin D-1 (2), have been isolated from the bark of Cinnamomum cassia along with the known tetramer parameritannin A-1 (3) and a previously unreported tetramer, named cassiatannin A (4). The structures of 1–4 were elucidated on the basis of 1D and 2D NMR, MS, and CD analyses and compared to the reported data. Proanthocyanidins (1–4) possess significant in vitro inhibitory activity against cyclooxygenase-2 (COX-2) at micromolar concentrations.

    Copyright © 2011 The American Chemical Society and American Society of Pharmacognosy

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    Supporting Information

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    1H and 13C NMR data of 1–4 (Tables 1S–4S), 1D and 2D NMR spectra (S1–S15), and HR-ESIMS spectra (S16–S21). This material is available free of charge via the Internet at http://pubs.acs.org.

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    Journal of Natural Products

    Cite this: J. Nat. Prod. 2011, 74, 9, 1833–1841
    Click to copy citationCitation copied!
    https://doi.org/10.1021/np1007944
    Published August 29, 2011
    Copyright © 2011 The American Chemical Society and American Society of Pharmacognosy
    Request reuse permissions

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