Partition Coefficients (logP) of Hydrolysable Tannins

: Valtteri Virtanen, Maarit Karonen

Publisher: MDPI

: 2020

: Molecules

: MOLECULES

: ARTN 3691

: 25

: 16

: 1420-3049

DOI: https://doi.org/10.3390/molecules25163691

: https://research.utu.fi/converis/portal/detail/Publication/50375115

The partition coefficients (logP) betweenn-octanol and water of 47 purified and characterized hydrolysable tannins were measured with the shake flask method utilizing UPLC and HPLC with UV detection. Results show that galloyl glucoses and gallotannins are clearly more hydrophobic than ellagitannins but the differences in hydrophobicity within ellagitannins are more varied than within galloyl glucoses or gallotannins. Most notable structural features that were found to influence the hydrophobicity of ellagitannins were the number of free galloyl groups, acyclic versus cyclic polyol, substitution of the anomeric position of glucose and(4)C(1)versus(1)C(4)conformation of the glucopyranose core.

molecules-25-03691.pdf