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Journal Article
Research Support, N.I.H., Extramural
Targeting Trimeric and Tetrameric Proanthocyanidins of Cinnamomum verum Bark as Bioactives for Dental Therapies.
Journal of Natural Products 2020 November 26
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 determination of the underivatized proanthocyanidins utilized a combination of HRESIMS, ECD, 1D/2D NMR, and 1 H iterative full spin analysis data and led to NMR-based evidence for the deduction of absolute configuration in constituent catechin and epicatechin monomeric units.
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