Flavonoids O-A-glucosylated on the B cycle, method for the production thereof and uses
AssigneesInstitut National de la Recherche Agronomique, Institute National Des Sciences Appliquees De Toulouse, Centre National De La Recherche Scientifique
InventorsSandrine Morel, Isabelle Andre, Yoan Brison, Emmanuelle Cambon, Yannick Malbert, Denis Pompon, Magali Remaud-Simeon, Philippe Urban
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Abstract
The invention relates to a method for producing derivatives of O-α-glucosylated flavonoid, comprising at least one step of incubating a glucansucrase with a flavonoid and at least one sucrose, the flavonoid being a flavonoid which is monohydroxylated or hydroxylated in a non-vicinal manner on the B cycle. The invention also relates to novel O-α-glucosylated flavonoid derivatives, and to the use thereof.
Claims12
A process for producing O-α-glucosylated flavonoid derivatives, comprising at least one step of incubating a glucansucrase with a flavonoid and at least one sucrose, wherein:
- (A) said flavonoid comprises formula (I) below:
- wherein the C ring represents a ring chosen from the group consisting of the rings of formula (II) and formula (IV) below:
- wherein:
- the R1 group represents a B ring of formula (VI) below:
- wherein:
- (a) just one of the groups chosen from R8, R9, R10, R11 and R12 represents a hydroxyl group, the other groups among R8, R9, R10, R11 and R12, which may be identical or different, being chosen from the group consisting of a hydrogen atom;
- a C1 alkoxy group;
- a —C(W) group;
- and an —O(W) group, wherein W represents a chain consisting of 1 to 6 glycoside(s);
- or
- (b) R8 and just one of the groups chosen from R10, R11 and R12 represents a hydroxyl group, R9 and the other groups among R10, R11 and R12, which may be identical or different being chosen from the group consisting of a hydrogen atom;
- a C1 alkoxy group;
- a —C(W) group;
- and an —O(W) group, wherein W represents a chain consisting of 1 to 6 glycoside(s);
- the R2 and R3 groups, which may be identical or different, being chosen from the group consisting of a hydrogen atom and an —OH group;
- R1′, R2′ and R3′ is a hydrogen atom or R3 and R3′ groups together form an ═O group;
- R4, R5, R6 and R7, which may be identical or different, being chosen from the group consisting of a hydrogen atom;
- a C1 alkoxy group;
- an —OH;
- a —C(W) group;
- and an —O(W) group, wherein W represents a chain consisting of 1 to 6 glycoside(s);
- and
- (B) said glucansucrase comprises an amino acid sequence having at least 95% identity with the amino acid sequence of SEQ ID NO:
- 11.
Dependencies are inferred from the claim text.