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Polymethoxyflavones as sweetness enhancers

A technology of sweetness enhancement and hexamethoxyl quercus, applied in the field of polymethoxyflavone as a sweetness enhancer, which can solve the problem of reducing the sweetness of chewing gum

Active Publication Date: 2021-04-02
FIRMENICH SA +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

As an example, a gum containing a conventional sweetener composition is generally considered very sweet when the gum is initially chewed, but after a few minutes of chewing, the gum is considered to be significantly less sweet

Method used

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  • Polymethoxyflavones as sweetness enhancers
  • Polymethoxyflavones as sweetness enhancers
  • Polymethoxyflavones as sweetness enhancers

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0148] Example 1: Purification of compositions comprising polymethoxylated flavones in some forms according to the paper

[0149] Purification of HMQ and TMS: 60 g of the distillate residue of orange oil was dissolved in 200 mL of cyclohexane. An equal volume of methanol was added and a liquid-liquid extraction was performed. The methanol fraction was collected and named "Extract 1".

[0150] Dissolve Extract 1 in 15 mL of ethyl acetate and load onto a silica gel column. A gradient elution was then performed, starting with cyclohexane and ending with a 1:1 ratio of cyclohexane:ethyl acetate. The last two sub-fractions "F4" and "F5" were collected and loaded onto a preparative HPLC with a reverse phase column using the solution system A-water and B-acetonitrile, 3,5,6,7,3', 4'-hexamethoxyflavone (HMQ) and 5,6,7,4'-tetramethoxyflavone (TMS) were obtained from sub-fraction F4 on a phenomenex preparative C18(2) (150*21.20mm*5μm) column Purification while 5,6,7,4'-tetramethoxyf...

Embodiment 2

[0152] Example 2: Purification and organoleptic properties of compositions comprising polymethoxylated flavones in some forms according to the paper

[0153] Purification of polymethoxylated flavones including HMQ, TMS, and mixtures of HMQ and TMS: 100 g of the distillate residue of orange oil was added to 1900 g of 50% (w / w) aqueous ethanol for solid-liquid extraction. The extracted solution was filtered and dried under reduced pressure. The dried extract contains a mixture of polymethoxylated flavonoids.

[0154] Dissolve 20 g of the dried extract in 50 mL of ethanol, and apply this solution to a silica gel column. The solvent system consisted of A: cyclohexane (2000 mL) and B: cyclohexane / ethanol solution in a ratio of 4:1 (1500 mL). Gradient elution was performed using an initial elution solution containing solvent A and ending with solvent B. A total of 16 sub-fractions were obtained and analyzed by UPLC-UV. Subfractions F9, F14 and F15 were collected and applied to v...

Embodiment approach

[0199] G1.: A composition for sweetening or enhancing sweetness, the composition comprising tetra-O-methyl scutellarein, hexamethoxyquertine or any mixture thereof, wherein the composition is non-naturally occurring Compositions.

[0200] G2.: The composition of G1, wherein the composition comprises tetra-O-methylscutellarein.

[0201] G3.: The composition of G1, wherein the composition comprises hexamethoxyquaterine.

[0202] G4.: The composition of G1, wherein the composition comprises tetra-O-methyl scutellarein and hexamethoxyquercetin.

[0203] G5.: The composition of G4, wherein the composition comprises tetra-O-methyl in a weight-to-weight ratio of 1:10 to 25:1, or 1:1 to 25:1, or 5:1 to 25:1 Scutellarein and Quercetin Hexamethoxylate.

[0204] G6.: The composition of any one of G1 to G5, wherein the composition further comprises a liquid carrier, and wherein the composition is in liquid form.

[0205] G7.: The composition of G6, wherein the liquid carrier is water....

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Abstract

The present disclosure provides compositions that include tetra-O-methylscutellarein, hexamethoxyquercetagetin, or mixtures or combinations thereof, as well as their use as sweeteners or sweetness enhancers.

Description

[0001] Cross References to Related Applications [0002] This application claims priority to PCT Application No. PCT / CN2018 / 097912 filed on August 1, 2018, the entire contents of which are hereby incorporated by reference. technical field [0003] In its various forms, the present disclosure provides compounds comprising 5,6,7,4'-tetramethoxyflavone ("tetra-O-methylscutellarein" or "TMS") , 3,5,6,7,3',4'-hexamethoxyflavone ("hexamethoxyquercetogetin (hexamethoxyquercetogetin or hexamethoxyquercetagetin)" or "HMQ") or their mixtures, and as Use of sweeteners or sweetness enhancers. Background technique [0004] The use of non-caloric high-intensity sweeteners is increasing due to health concerns about childhood obesity, type 2 diabetes and related diseases. Therefore, there is a need for sweeteners that have a higher sweetness than conventional sweeteners, such as granulated sugar (sucrose) or high fructose corn syrup (HFCS). However, many non-caloric or low-caloric sweete...

Claims

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Application Information

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IPC IPC(8): A23L27/30C07D311/30
CPCC07D311/30A23V2002/00A23L27/30A23V2200/132A23V2250/21162A23L27/88A23L27/2052A23L2/60
Inventor 向文娟印丹婷
Owner FIRMENICH SA