IP Library › Granted Patent US 9,131,716
Granted Patent B2
US 9,131,716 · App. 13/616,037 · Granted Sep 15, 2015

Use of neoflavonoids for flavor modification

Inventors: Michael Backes (Holzminden, DE); Tobias Vössing (Beverungen, DE); Jakob Peter Ley (Holzminden, DE); Susanne Paetz (Höxter, DE)
Assignee: SYMRISE AG
A23L1/22664A23L1/22075A23L1/22657A23L1/22671A61K8/498A61K47/22
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Quick Facts
Patent No.
US 9,131,716
App. No.
13/616,037
Granted
Sep 15, 2015
Kind
B2
Abstract

The present invention relates primarily to the use of one or a plurality of neoflavonoids of formula (I) and/or one or a plurality of physiologically acceptable salts of one or a plurality of neoflavonoids of formula (I) for flavor modification, in particular for altering or masking a bitter, astringent and/or metallic flavor impression of a bitter, astringent and/or metallic tasting substance and a corresponding method of flavor modification. The present invention further relates to certain mixtures and certain preparations fit for consumption containing one or a plurality of neoflavonoids of formula (I) and/or one or a plurality of physiologically acceptable salts of one or a plurality of neoflavonoids of formula (I).

Claims (22)

1. A method of masking one or more bitter, astringent and/or metallic tastes of one or more bitter, astringent and/or metallic tasting substances comprising mixing:

one or more bitter, astringent and/or metallic tasting substances selected from the group consisting of caffeine, theobromine, quinine, salicin, arbutin, neohesperedin, eriocitrin, neoeriocitrin, narirutin, naringin, phloridzin, catechin, epicatechin, epigallocatechin gallate (EGCG), gallocatechin, gallocatechin-3-gallate, procyanidin B2, procyanidin B5, procyanidin C1, thearubigenin, rutin, taxifolin, myricetin, myrictrin, caffeic acid or esters thereof, nomilin, an amino acid, a peptide with an amino acid of leucine, isoleucine, valine, tryptophan, proline or phenylalanine on the N- or C-terminus, potassium chloride, paracetamol, aspirin and a β-lactam antibiotic; with

5 to 200 ppm of one or more compounds of formula (I), or a physiologically acceptable salt thereof,

wherein,

E each denote OH or both E together denote oxygen,

R1, in each case independently of the other residue R1, denotes hydrogen or OR a , wherein R a is hydrogen, C1-C5 alkyl or C2-C5 alkenyl,

R2, independently of the other residues R2, denotes hydrogen or OR b , wherein R b is hydrogen, C1-C5 alkyl or C2-C5 alkenyl,

wherein optionally two directly adjacent residues R1 and/or R2 together represent a group OCH 2 O; and

wherein the amount of the one or more bitter, astringent and/or metallic tasting substances is sufficient to be perceived as a bitter, astringent and/or metallic in comparison to a comparative preparation, that contains neither a compound of formula (I) nor a salt of a compound of formula (I), but is otherwise identical in composition;

thereby masking the one or more bitter, astringent and/or metallic tastes of one or more bitter, astringent and/or metallic tasting substances.

2. The method according to claim 1 , wherein

R1, in each case independently of the other residue R1, denotes hydrogen or hydroxyl,

R2, independently of the other residues R2, denotes hydrogen, hydroxyl, methoxy, ethoxy, n-propoxy, iso-propoxy, n-butoxy, iso-butoxy, tert-butoxy or OR b , wherein R b is C5 alkenyl.

3. The method according to claim 1 , wherein the one or more compounds of formula (I), or physiologically acceptable salt thereof, is one or more compounds formula (II), or a physiologically acceptable salt thereof,

wherein

E each denote OH or both E together denote oxygen,

R2, independently of the other residues R2, denotes hydrogen, hydroxyl, methoxy, ethoxy, n-propoxy or iso-propoxy,

wherein optionally two directly adjacent residues R2 together represent a group OCH 2 O.

4. The method according to claim 1 , wherein the one or more compounds of formula (I) are selected from the group consisting of:

or a physiologically acceptable salt thereof.

5. The method according to claim 1 comprising mixing one or more physiologically acceptable salts of a compound of formula (I) with one or more bitter, astringent and/or metallic tasting substances, wherein an oppositely charged cation for the one or more physiologically acceptable salts is present and is selected from the group consisting of Na + , K + , NH 4 + , Ca 2+ , Mg 2+ , Al 3+ and Zn 2+ .

6. The method as claimed in claim 1 , further comprising mixing a further aromatic substance with a molecular weight above 90 g/mol.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 10, 2012
From: BACKES, MICHAEL; VOSSING, TOBIAS; LEY, JAKOB PETER; PAETZ, SUSANNE
To: SYMRISE AG
Reel/Frame 029435/0634 →
Priority Claims (1)
EP 11181504 · Sep 15, 2011 · regional
Continuity (2)
Provisional Application 61535115 · Sep 15, 2011
Related Publication 20130078192A1 · Mar 28, 2013