Flavonoid derivative compounds and method for preparing same by depolymerization of condensed tannins

Laurent Roumeas (1) , Hélène Fulcrand (2) , Chahinaz Aouf (2) , Eric Dubreucq (1)

1 UMR IATE - Ingénierie des Agro-polymères et Technologies Émergentes
2 SPO - Sciences Pour l'Oenologie

A compound of general formula (I) in which R1, R2, R3 and R5, identical or different, each represent a hydrogen atom or a hydroxyl group, optionally protected by a protecting group. R4 represents a hydrogen atom or an —OR7 group, in which R7 represents a hydrogen atom, a protecting group or a gallate group. R6 represents a hydroxyl group, optionally protected by a protecting group. R′1, R′2, R′3 and R′4, identical or different, each represent a hydrogen atom or a substituent not comprising a mesomeric electron withdrawing group conjugated with the furan ring. A substituent from R′1, R′2, R′3 and R′4 representing the covalent bond with the pyran ring or one of the salts of same. A method for obtaining such a compound includes a step of depolymerization of condensed tannins in the presence of an acid by means of a nucleophile derived from furan.

Mots clés: flavonoid; tannin

Mots clés: flavonoïde; tanin; vinification

Domaines: Sciences du Vivant [q-bio]

Laurent Roumeas, Hélène Fulcrand, Chahinaz Aouf, Eric Dubreucq. Flavonoid derivative compounds and method for preparing same by depolymerization of condensed tannins. France, Patent n° : 20170260170. 2017. ⟨hal-01837821⟩