Application of polypeptide analogue in anti-wrinkle and anti-aging

A technology of analogs and peptides, applied in the application field of peptide analogs in anti-wrinkle and anti-aging, can solve the problems of ineffective release of neurotransmitters from vesicles and weakened muscle contraction, so as to achieve better anti-wrinkle and anti-aging, and reduce chronic inflammation. , better effect

Pending Publication Date: 2022-07-29
深圳深创生物药业有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, due to their mechanism, most of the anti-aging products of these peptide products only have a good effect on the skin improvement of the epidermis, and cannot play an anti-aging effect at a deep level. Among them, ajirelin participates in the competition of SNAP-25 in The site of the melting and foaming complex, thus affecting the formation of the melting and foaming complex, causing the vesicles to fail to release neurotransmitters effectively, weakening muscle contraction, which in turn can relax muscles, relieve fine lines and make the skin appear clear and flawless, and can also promote Cell regeneration makes the skin soft and elastic, so it is widely used in the preparation of cosmetics and health care products

Method used

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  • Application of polypeptide analogue in anti-wrinkle and anti-aging
  • Application of polypeptide analogue in anti-wrinkle and anti-aging
  • Application of polypeptide analogue in anti-wrinkle and anti-aging

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0059] Example 1: Preparation of Argireline-MYMD

[0060] Argireline-MYMD, molecular weight 1019.15, has the following structure:

[0061]

[0062] The preparation method of Argireline-MYMD specifically includes:

[0063] 1.1. Weigh 4 g (1 mmol) of RinkAmide Resin resin (Sub=0.25 mmol / g) into the reaction column, wash with DMF three times, and then swell with DMF for 30 minutes. Then use DBLK to remove the Fmoc protecting group, wash 6 times with DMF, weigh 3.9 g (6 mmol) of Fmoc-Arg(Pbf)-OH and 0.9 g (6.6 mmol) of HOBt, dissolve in DMF, and add them in an ice-water bath at 0°C. 1.2 g of DIC (9 mmol) was activated for 5 minutes and added to the reaction column. After 2 hours of reaction, the test result of ninhydrin was negative (the resin was colorless and transparent), and then the Fmoc protecting group was removed with DBLK. Repeat the above operation, according to the sequence coupling Fmoc-Arg(Pbf)-OH, Fmoc-Glu(OtBu)-OH, Fmoc-Met-OH, Fmoc-Glu(OtBu)-OH, Fmoc-Glu(OtBu)...

Embodiment 2

[0065] Example 2: Preparation of Pentapeptide-MYMD

[0066] Pentapeptide-MYMD, molecular weight 974.26, has the following structure:

[0067]

[0068] The preparation method of Pentapeptide-MYMD specifically includes:

[0069] 2.1. Weigh 3.3 g (1 mmol) of Fmoc-Ser(tBu)-Wang Resin (Sub=0.30 mmol / g) into the reaction column, wash with DMF 3 times, and swell with DMF for 30 minutes. Then use DBLK to remove the Fmoc protecting group, wash 6 times with DMF, weigh 3.9 g (6 mmol) of Fmoc-Lys(Boc)-OH and 0.9 g (6.6 mmol) of HOBt, dissolve in DMF, and add them in an ice-water bath at 0°C. 1.2 g of DIC (9 mmol) was activated for 5 minutes and added to the reaction column. After 2 hours of reaction, the test result of ninhydrin was negative (the resin was colorless and transparent), and then the Fmoc protecting group was removed with DBLK. Repeat the above operation, according to the sequence coupling Fmoc-Thr(tBu)-OH, Fmoc-Thr(tBu)-OH, Fmoc-Lys(Alloc)-OH, Palmitoyl chloride, after ...

Embodiment 3

[0072] Example 3: Preparation of SYN-AKE-MYMD

[0073] SYN-AKE-MYMD, molecular weight 547.66, has the following structure:

[0074]

[0075] The preparation method of SYN-AKE-MYMD specifically includes:

[0076] 3.1. Add 4 g of RinkAmide Resin resin (1 mmol, resin substitution value is 0.25 mmol / g) into the reactor, swell with DMF for 1 hour after washing, filter with suction, add 20% piperidine / DMF solution, and take 4-hydroxymethyl 0.9 g of phenylacetic acid and 0.9 g of HOBT, dissolve at low temperature, slowly add 1.2 g of DIC, and stir to obtain an activation solution, add the activation solution to the reactor, start the reaction with nitrogen blowing, add 15 ml of NMM after the reaction starts, and continue the reaction for 2 hour, suction filtered, washed with DMF, washed with DCM;

[0077] 3.2. Add 2.7 g of Boc-Dab(Fmoc)-OH to the reactor, add DCM to dissolve in an appropriate amount, blow nitrogen gas, add 0.5 g of pyridine, control the temperature of the reacti...

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Abstract

The invention discloses an application of a polypeptide analogue in anti-wrinkle and anti-aging, the polypeptide analogue is a fusion peptide of MYMD and argireline, palmitoyl pentapeptide or SYN-AKE, the polypeptide analogue has a structural formula as shown in formula (1), R is an argireline residue, a palmitoyl pentapeptide residue or an SYN-AKE residue, and R is an argireline residue, a palmitoyl pentapeptide residue or an SYN-AKE residue. The argireline residue, the palmitoyl pentapeptide residue or the SYN-AKE residue is connected with the MYMD through an amido bond. According to the invention, the MYMD-1 is creatively combined with the anti-wrinkle and skin beautifying peptides SYN-AKE, Pentapeptide or Argireline, and the obtained polypeptide analogue has a dual-function anti-aging effect, not only can achieve the anti-wrinkle and whitening effects from the surface layer of the skin, but also has the effect of selectively inhibiting inflammation of the MYMD-1, so that the purpose of resisting aging from inside to outside is achieved.

Description

technical field [0001] The invention belongs to the field of biomedicine and medical beauty cosmetics, and particularly relates to the application of a polypeptide analog in anti-wrinkle and anti-aging. Background technique [0002] Autoimmune diseases and aging are closely related. With the increase of age, the innate immunity of the human body continues to increase while the adaptive immunity continues to weaken, and the expression levels of inflammatory factors such as TNF-α, IL-1, and IL-6 increase, causing Chronic inflammation, chronic inflammation can cause DNA damage and accelerate the accumulation of senescent cells. The aging caused by this inflammation is called "inflammatory aging". Chronic inflammation can also destabilize the immune system, increasing the risk of developing autoimmune diseases. [0003] MYMD-1 can selectively inhibit TNF-α, and it has been used to explore the treatment of sarcopenia, aging and other diseases. MYMD-1 selectively inhibits the ex...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07K19/00C07K1/04C07K1/06C07K1/14C07K1/34C07K1/36A61K38/08A61K38/06A61P17/18A61P17/00A61P29/00A61K8/64A61Q19/08A61Q19/02A23L33/18
CPCC07K7/06C07K5/0821A61P17/18A61P17/00A61P29/00A61K8/64A61Q19/08A61Q19/02A23L33/18C07K2319/00A61K38/00A23V2002/00A23V2200/302A23V2250/55
Inventor 王宇恩张凌云周迎春马亚平
Owner 深圳深创生物药业有限公司
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