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Novel Salt Cocrystal of Chrysin with Berberine: Preparation, Characterization, and Oral Bioavailability
journal contribution
posted on 2018-07-13, 18:00 authored by Rongjian Sa, Yanjie Zhang, Yanping Deng, Yali Huang, Mei Zhang, Benyong LouA novel salt cocrystal
of chrysin (ChrH) with berberine (BerbOH),
[Berb+–Chr–]-2ChrH (1), was prepared. Crystal structure analysis shows one chrysin lost
its proton in 7-hydroxyl group and turned into a chrysin anion. Two
neutral chrysin molecules interact simultaneously with chrysin anion
through charge-assisted strong hydrogen-bonding interactions between
phenolic anion and hydroxyl groups of chrysin to give rise to a 1:3
salt cocrystal based on berberine and chrysin. Density functional
theoretical calculations indicate that the 1:3 stoichiometry of berberine
and chrysin is more stable due to its largest interaction energies.
The bioavailability of chrysin in the form of cocrystal 1 in rats is about 1.7 times than that of pure chrysin.