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. 2020 Oct 20;10(10):1462. doi: 10.3390/biom10101462

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© 2020 by the authors.

Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).

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(a) Single low-energy CAM-B3LYP/TZVP PCM/CHCl₃ conformer of (4aR,5S,10bS)-20a containing a flavan chromophore with M-helicity. (b) HPLC-ECD spectra of the first (black line) and the second-eluting (red line) enantiomers of 20a compared with the CAM-B3LYP/TZVP PCM/CHCl₃//CAM-B3LYP/TZVP PCM/CHCl₃ spectrum of (4aR,5S,10bS)-20a (olive line). The bars represent rotational strength values for the single low-energy solution conformer. (c) Structure and helicity of the separated enantiomers of rac-20a. Horizontal thick line represents the plane of the condensed benzene ring.