AI Article Synopsis
- The study analyzes the structural and physicochemical characteristics of proanthocyanidins (flavan-3-ols) in water using various spectrometric techniques and reversed-phase HPLC.
- Results show that oligomers larger than dimers of (-)-epicatechin form stable secondary structures in aqueous solutions, despite being highly retained during reversed-phase HPLC analysis due to their hydrophobic nature.
- Quantitative evaluation of the hydrophobic interaction between these EC oligomers and 1-octanesulfonic acid sodium salt indicates that larger oligomers exhibit the strongest interactions among 22 polyphenolic compounds tested.
Article Abstract
Structural and physicochemical properties of oligomeric flavan-3-ols (proanthocyanidins) in aqueous solution were investigated by spectrometric and reversed-phase (RP) HPLC analyses. Circular dichroism and fluorescence spectra of (-)-epicatechin (EC) oligomers linked through C-4 to C-8 interflavan bonds showed that EC oligomers larger than dimers formed a stable secondary structure in water. These EC oligomers are water-soluble hydrophilic compounds, whereas the oligomers were strongly retained by a C8-alkyl stationary phase under conventional RP-HPLC conditions. In a further C8-HPLC study, the hydrophobic interaction between EC oligomers and 1-octanesulfonic acid sodium salt (OSA Na) added to the mobile phase was quantitatively evaluated based on the relationship between the logarithm of the retention factor of the solute and the OSA Na concentration in the mobile phase. The strength values of the hydrophobic interaction of EC oligomers larger than dimers were the highest of 22 tested polyphenolic standards.
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| http://dx.doi.org/10.1080/09168451.2015.1107465 | DOI Listing |
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