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Peptide conjugated derivatives based on palmitoyl tetrapeptide-7, preparation methods and uses

A technology of palmitoyl tetrapeptide and derivatives, which is applied in the fields of preparation methods of peptides, chemical instruments and methods, preparations for skin care, etc., can solve the problems of few or few derivatization or conjugation, and achieve excellent transdermal absorption. Activity, increased efficacy, high anti-inflammatory activity effect

Active Publication Date: 2022-05-10
浙江湃肽生物股份有限公司深圳分公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, there are not many international researches on the synthesis scheme of palmitoyl tetrapeptide-7, and even less on its derivatization or conjugation

Method used

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  • Peptide conjugated derivatives based on palmitoyl tetrapeptide-7, preparation methods and uses
  • Peptide conjugated derivatives based on palmitoyl tetrapeptide-7, preparation methods and uses
  • Peptide conjugated derivatives based on palmitoyl tetrapeptide-7, preparation methods and uses

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0036] Preparation of peptide-conjugated derivatives based on palmitoyl tetrapeptide-7:

[0037]Dissolve palmitoyl tetrapeptide-7 in methanol solution (the ratio of solid to liquid is 1 g: 6 mL), and add DCC (the molar ratio of palmitoyl tetrapeptide-7 is 1.2: 1) to it, and react at room temperature for 2.5 h, then add prosuthiamine (the molar ratio to palmitoyl tetrapeptide-7 is 1.25:1) and triethylamine (the molar ratio to palmitoyl tetrapeptide-7 is 2.2:1), and stir the reaction at room temperature for 18 h; then distill off the solvent under reduced pressure, add saturated sodium bicarbonate (equal volume with methanol / triethylamine mixed solution) solution, then wash it twice with diethyl ether (equal volume with methanol / triethylamine mixed solution), The aqueous phase was adjusted to pH 2.5 by adding 1 M sodium bisulfate aqueous solution, extracted three times with ethyl acetate (2 times the volume of methanol / triethylamine mixed solution), and the organic phase was seq...

Embodiment 2

[0041] Preparation of Alcohol Gels Based on Peptide Conjugated Derivatives of Palmitoyl Tetrapeptide-7:

[0042] Mix the peptide-conjugated derivatives based on palmitoyl tetrapeptide-7 with alcohol, stir, heat up and dissolve, place it at 45°C, and let it age for 6.5 hours to obtain the alcohol gel; among them, the peptides based on palmitoyl tetrapeptide-7 The concentration of the conjugated derivative was 6.2 mg / mL.

[0043] The alcohol used in this example is a mixture of ethanol and sorbitol, with a volume ratio of 2.5:1.

Embodiment 3

[0045] The difference between the preparation of the palmitoyl tetrapeptide-7-based peptide-conjugated derivative alcohol gel and Example 2 is that the concentration of the palmitoyl tetrapeptide-7-based peptide-conjugated derivative is 3.6 mg / mL; the alcohol used is A mixture of propanol and panthenol in a volume ratio of 3:1.

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Abstract

The invention discloses a peptide-conjugated derivative based on palmitoyl tetrapeptide-7, a preparation method and an application thereof, and relates to the technical field of synthesis of biological peptides and derivatives thereof. The amino acid sequence of the peptide-conjugated derivative is: Pal-Gly-Gln-Pro-Arg-R; the above R is a compound containing an amino group in the structure, which is conjugated to the carboxyl group in the palmitoyl tetrapeptide-7 structure through an amide bond ; the above-mentioned R includes prosuthiamine. The peptide-conjugated derivatives based on palmitoyl tetrapeptide-7 obtained by the present invention have more excellent anti-inflammatory and anti-radiation activities, further increase the production of collagen, and improve skin elasticity; and have more obvious anti-allergic effects, promote It can be quickly absorbed through the skin to produce a better repair effect on the skin.

Description

technical field [0001] The invention belongs to the technical field of synthesis of biological peptides and derivatives thereof, and specifically relates to a peptide conjugated derivative based on palmitoyl tetrapeptide-7, a preparation method and an application. Background technique [0002] In the further understanding of skin microstructure and mechanism, it is found that the proliferation, renewal, metabolism and inflammation of skin cells are regulated by specific sequences of oligopeptides. Therefore, introducing specific bioactive peptides into skin care can prevent from the root cause and repair various skin problems. Since different types of peptides contain different amounts and types of amino acids, their activities are also diverse, thus forming oligopeptides with various functions, which can promote collagen production, resist free radical oxidation, anti-inflammatory repair, resist edema, and promote hair regeneration. , whitening and other cosmetic effects. ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07K5/103C07K1/107C07K1/08A61K8/64A61K8/37A61Q19/00A61Q17/04A61P29/00A61P17/16
CPCC07K5/1008A61K8/64A61K8/375A61Q19/005A61Q19/00A61Q17/04A61P29/00A61P17/16A61K2800/782A61K2800/592
Inventor 黄毅王辉平钱令页应佳伟
Owner 浙江湃肽生物股份有限公司深圳分公司
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