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Medicine and Health Sciences Commons

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Dentistry

Marquette University

Series

2020

Absolute configuration

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Full-Text Articles in Medicine and Health Sciences

Targeting Trimeric And Tetrameric Proanthocyanidins Of Cinnamomum Verum Bark As Bioactives For Dental Therapies, Joo-Won Nam, Rasika S. Phansalkar, David C. Lankin, James Mcalpine, Ariene A. Leme-Kraus, Ana K. Bedran-Russo, Shao-Nong Chen, Guido F. Pauli Nov 2020

Targeting Trimeric And Tetrameric Proanthocyanidins Of Cinnamomum Verum Bark As Bioactives For Dental Therapies, Joo-Won Nam, Rasika S. Phansalkar, David C. Lankin, James Mcalpine, Ariene A. Leme-Kraus, Ana K. Bedran-Russo, Shao-Nong Chen, Guido F. Pauli

School of Dentistry Faculty Research and Publications

The present study elucidated the structures of three A-type tri- and tetrameric proanthocyanidins (PACs) isolated from Cinnamomum verum bark to the level of absolute configuration and determined their dental bioactivity using two therapeutically relevant bioassays. After selecting a PAC oligomer fraction via a biologically diverse bioassay-guided process, in tandem with centrifugal partition chromatography, phytochemical studies led to the isolation of PAC oligomers that represent the main bioactive principles of C. verum: two A-type tetrameric PACs, epicatechin-(2β→O→7,4β→8)-epicatechin-(4β→6)-epicatechin-(2β→O→7,4β→8)-catechin (1) and parameritannin A1 (2), together with a trimer, cinnamtannin B1 (3). Structure …