Soluble polyphenols: synthesis and bioavailability of 3,4',5-tri(alpha-D-glucose-3-O-succinyl) resveratrol.
We report the development of a chemical modification method of general applicability to polyphenols, which increases solubility to influence absorption. Glucosyl groups were added to the resveratrol kernel via a succinate linker, yielding 3,4',5-tri-(alpha-D-glucose-3-O-succinyl) resveratrol. The construct was only slowly hydrolyzed in acid and at pH 6.8, but it was destroyed by blood esterases in less than 1h. In rats its administration resulted in a blood concentration versus time curve shifted to longer times in comparison to resveratrol, a useful modulation of pharmacokinetics. The area-under-curve parameter and the metabolite mix were similar to those of resveratrol. The method may be advantageously employed to solubilize other polyphenols and to make them more palatable.
Department of Biomedical Sciences, 35131 Padova, Italy.
Lucia
L
Biasutto
Ester
E
Marotta
Alice
A
Bradaschia
Mauro
M
Fallica
Andrea
A
Mattarei
Spiridione
S
Garbisa
Mario
M
Zoratti
Cristina
C
Paradisi
D000818:Animals; D001682:Biological Availability; D005419:Flavonoids / Q000138:chemical synthesis* / Q000737:chemistry / Q000493:pharmacokinetics*; D005960:Glucosides / Q000138:chemical synthesis* / Q000737:chemistry / Q000493:pharmacokinetics*; D015394:Molecular Structure; D010636:Phenols / Q000138:chemical synthesis* / Q000737:chemistry / Q000493:pharmacokinetics*; D059808:Polyphenols; D051381:Rats; D012995:Solubility; D013267:Stilbenes / Q000138:chemical synthesis* / Q000737:chemistry / Q000493:pharmacokinetics*; D013997:Time Factors
C546452:3,4',5-tri(glucose-3-O-succinyl)resveratrol; D005419:Flavonoids; D005960:Glucosides; D010636:Phenols; D059808:Polyphenols; D013267:Stilbenes