Dihydrooat alkaloid D glucoside or salt compound thereof and application of dihydrooat alkaloid D glucoside or salt compound thereof in cosmetics

A compound and cosmetic technology, applied to dihydroavenanthramide D glucoside or its salt compound and its application field in cosmetics, can solve the problems of many by-products, no occurrence, complex synthesis process, etc. Sexual dermatitis, broad application prospects, the effect of inhibiting TRPV1

Active Publication Date: 2020-04-10
福建莲珂科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The chemical synthesis method has the disadvantages of complex synthesis process and many by-products, so the biological enzymatic synthesis method is selected for glycoside synthesis
[0004] The chemical structure of dihydrooat alkaloid D-glucoside and its salts and its application in skin antihistamine, anti-inflammation, inhibition of allergic dermatitis, inhibition of neurodermatitis, inhibition of TRPV1, inhibition of TRPA1 have not appeared in the existing literature. , Relief of redness and anti-itching related reports

Method used

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  • Dihydrooat alkaloid D glucoside or salt compound thereof and application of dihydrooat alkaloid D glucoside or salt compound thereof in cosmetics
  • Dihydrooat alkaloid D glucoside or salt compound thereof and application of dihydrooat alkaloid D glucoside or salt compound thereof in cosmetics
  • Dihydrooat alkaloid D glucoside or salt compound thereof and application of dihydrooat alkaloid D glucoside or salt compound thereof in cosmetics

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preparation example Construction

[0041] The present invention provides a kind of preparation method of oat alkaloid D glucoside, comprises the following steps:

[0042] Step 1, select Leuconostoc enterocolitica NRRL-1299 (ATCC), carry out seed fermentation and shake flask culture to the strain, then centrifuge the culture solution of Leuconostoc enterococcus, completely separate the microbial cells from the enzyme liquid, and obtain the above The serum is the crude enzyme solution of dextran sucrase.

[0043] Step 2. Concentrate the dextran sucrase supernatant obtained in step 1, then dilute the residue with 20mM sodium acetate buffer solution and then concentrate to effectively remove the remaining low molecular weight components in the enzyme-containing cell culture medium to obtain purified Dextran sucrase, the tested enzyme activity is 22~30U / ml.

[0044] Step 3, configure 400ml of 500mM sodium acetate buffer solution, add 500-700g of dihydrooat alkaloid or dihydrooat alkaloid salt, 800-1200g of sucrose,...

Embodiment 1

[0054] The preparation method of dihydrooat alkaloid D glucoside is as follows:

[0055] Step 1, Leuconostoc enterococcus NRRL-1299 (ATCC), carry out seed culture to bacterial strain, culture medium formula: sucrose 10g, peptone 0.17g, Na 2 HPO 4 0.17g, 2g of agar, and sterile water to a volume of 100ml, the culture temperature was 22°C, and the culture time was 36h, and then transferred to a shake flask for culture. The shake flask culture medium formula: sucrose 5g, peptone 0.2g, Na 2 HPO 4 0.17g, dilute to 100ml with sterile water, culture at 22°C, and culture for 36 hours. Then the culture solution of Leuconostoc enterococcus is centrifuged to completely separate the microbial cells from the enzyme liquid, and the supernatant obtained is the crude enzyme liquid of dextran sucrase.

[0056] Step 2, dextran sucrase supernatant concentrates 4 times (molecular weight cut-off value is 100kDa), then the residue is diluted 4 times with the sodium acetate buffer solution of 20m...

Embodiment 2

[0063] The preparation method of dihydrooat alkaloid D potassium salt glucoside is as follows:

[0064] Step 1, Leuconostoc enterococcus NRRL-1299 (ATCC), carry out seed culture to bacterial strain, culture medium formula: sucrose 10g, peptone 0.17g, Na 2 HPO 4 0.17g, 2g of agar, and sterile water to a volume of 100ml, the culture temperature was 24°C, and the culture time was 42h, and then transferred to a shake flask for culture. The shake flask medium formula: sucrose 5g, peptone 0.2g, Na 2 HPO 4 0.17g, dilute to 100ml with sterile water, culture at 24°C, and culture for 42 hours. Then the culture solution of Leuconostoc enterococcus is centrifuged to completely separate the microbial cells from the enzyme liquid, and the supernatant obtained is the crude enzyme liquid of dextran sucrase.

[0065] Step 2, the dextran sucrase supernatant concentrates 6 times (molecular weight cut-off value is 100kDa), then the residue is diluted 4 times with the sodium acetate buffer solu...

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Abstract

The invention relates to the technical field of cosmetics, in particular to dihydrooat alkaloid D glucoside or a salt compound thereof and application of the dihydrooat alkaloid D glucoside or the salt compound thereof in cosmetics. According to the invention, dihydrooat alkaloid D is combined with glucose; the dihydrooat alkaloid D glucoside and the salt compound thereof are prepared by using a biosynthesis method. The reaction has the advantages of simplicity, feasibility, easiness in control, good selectivity and the like; under the same condition in water, the solubility of the dihydrooatalkaloid D glucoside is improved by more than 20 times compared with that of the corresponding dihydroavenanthramide D; the dihydrooat alkaloid D glucoside and salt compounds thereof are applied to biological living body experiments, and have the effects of resisting histamine, resisting inflammation, inhibiting allergic dermatitis, inhibiting neurodermatitis, inhibiting TRPV1, inhibiting TRPA1, relieving redness and swelling and resisting pruritus, so that the dihydrooat alkaloid D glucoside and the salt compound thereof have a very wide application prospect.

Description

technical field [0001] The invention relates to the technical field of cosmetics, in particular to dihydroavenous alkaloid D-glucoside or its salt compound and its application in cosmetics. Background technique [0002] Oat alkaloid is a substance extracted from oat bran, which is an alkaloid containing phenolic hydroxyl groups. It has many biological activities such as antihistamine, anti-inflammation, inhibiting allergic dermatitis, inhibiting neurodermatitis, inhibiting TRPV1, inhibiting TRPA1, relieving redness, and anti-itching. It is a good cosmetic active ingredient and can be widely used in infants and children Supplies, sensitive skin care, eczema and other skin care. CN106511110A discloses the structural formula of dihydroavenous alkaloid D. [0003] Since dihydroavenous alkaloids themselves do not have water solubility, if avenous alkaloids and their salts exist in the form of glucosides on the animal body surface or in vivo, their biological activity can be bet...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07H15/203A61K31/7034A61K8/60A61Q19/00A61P17/00A61P37/08A61P25/00A61P17/04C12P19/44C12N9/10C12R1/01
CPCA61K8/602A61Q19/00A61Q19/005A61P17/00A61P17/04A61P25/00A61P37/08C07H15/203C12N9/1051C12P19/44C12Y204/01005
Inventor 吴峰肖永堂滕景斌
Owner 福建莲珂科技有限公司
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