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Collagen mimic peptide modified hyaluronic acid-based joint injection preparation and preparation method thereof and application of joint injection preparation

A technology of hyaluronic acid and collagen, used in peptide/protein components, medical preparations containing active ingredients, pharmaceutical formulas, etc., can solve the problem that joint injection preparations cannot be combined with damaged cartilage surfaces, multiple injections and repeated administration. drug and other problems, to achieve the effect of good resistance to non-specific adsorption, overcoming the lack of lubricating performance, and simple preparation method

Inactive Publication Date: 2020-09-25
TIANJIN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] At present, no synthetic collagen-mimetic peptides have been found to modify hyaluronic acid, and then prepare joint injection preparations for the treatment of cartilage damage, so as to overcome the shortcomings of the existing joint injection preparations that cannot be combined with the damaged cartilage surface and require multiple injections and repeated administration. report

Method used

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  • Collagen mimic peptide modified hyaluronic acid-based joint injection preparation and preparation method thereof and application of joint injection preparation
  • Collagen mimic peptide modified hyaluronic acid-based joint injection preparation and preparation method thereof and application of joint injection preparation
  • Collagen mimic peptide modified hyaluronic acid-based joint injection preparation and preparation method thereof and application of joint injection preparation

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Embodiment 1

[0036] 1) Preparation of collagen-mimetic peptide-modified hyaluronic acid:

[0037] Prepare a 10 mmol / L phosphate buffer solution with pH=7.4 with disodium hydrogen phosphate dodecahydrate and potassium dihydrogen phosphate. Dissolve 1.2g of hyaluronic acid (HA) in 120mL of the above phosphate buffer, adjust the pH of the solution to 5 with 1.0mol / L hydrochloric acid, and then add 1-ethyl-(3-dimethylamino Propyl) carbodiimide hydrochloride (1-ethyl-(3-dimethylaminopropyl) carbodiimide hydrochloride and hyaluronic acid repeating unit molar ratio is 1:1), after stirring for 20min Collagen mimetic peptides were added (the molar ratio of collagen mimetic peptides to hyaluronic acid repeating units was 1:1), the pH of the solution was maintained at 5 with 1 mol / L hydrochloric acid, and the reaction was stirred at 20°C for 1 hour. The reacted solution was placed in a dialysis bag (MWCO: 8000-14000Da), and dialyzed in an aqueous solution with pH=5.0 for 2 days, and then dialyzed in...

Embodiment 2

[0054] 1) Preparation of collagen-mimetic peptide-modified hyaluronic acid:

[0055] Prepare a 10 mmol / L phosphate buffer solution with pH=7.4 with disodium hydrogen phosphate dodecahydrate and potassium dihydrogen phosphate. Dissolve 1.2g of hyaluronic acid (HA) in 120mL of the above phosphate buffer, adjust the pH of the solution to 5 with 1.0mol / L hydrochloric acid, and then add 1-ethyl-(3-dimethylamino Propyl) carbodiimide hydrochloride (1-ethyl-(3-dimethylaminopropyl) carbodiimide hydrochloride and hyaluronic acid repeating unit molar ratio is 1:1), after stirring for 25min Collagen mimetic peptides were added (the molar ratio of collagen mimetic peptides to hyaluronic acid repeating units was 2:1), the pH of the solution was maintained at 5.5 with 1 mol / L hydrochloric acid, and the reaction was stirred at 25°C for 2 hours. The reacted solution was placed in a dialysis bag (MWCO: 8000-14000Da), and dialyzed in an aqueous solution with pH=5.0 for 2 days, and then dialyzed...

Embodiment 3

[0070] 1) Preparation of collagen-mimetic peptide-modified hyaluronic acid:

[0071] Prepare a 10 mmol / L phosphate buffer solution with pH=7.4 with disodium hydrogen phosphate dodecahydrate and potassium dihydrogen phosphate. Dissolve 1.2g of hyaluronic acid (HA) in 120mL of the above phosphate buffer, adjust the pH of the solution to 6 with 1.0mol / L hydrochloric acid, and then add 1-ethyl-(3-dimethylamino Propyl) carbodiimide hydrochloride (1-ethyl-(3-dimethylaminopropyl) carbodiimide hydrochloride and hyaluronic acid repeating unit molar ratio is 1:1), after stirring for 30min Collagen mimetic peptides were added (the molar ratio of collagen mimetic peptides to hyaluronic acid repeating units was 3:1), the pH of the solution was maintained at 6 with 1 mol / L hydrochloric acid, and the reaction was stirred at 30°C for 3 hours. The reacted solution was placed in a dialysis bag (MWCO: 8000-14000Da), and dialyzed in an aqueous solution with pH=5.0 for 2 days, and then dialyzed i...

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Abstract

The invention discloses a collagen mimic peptide modified hyaluronic acid-based joint injection preparation and a preparation method thereof and application of the joint injection preparation. Collagen mimic peptide grafted modified hyaluronic acid is synthesized by an amidation reaction; then collagen mimic peptide is intercalated to the surface of a cartilage matrix under the specific recognition and intercalation action of the collagen mimic peptide and type II collagen on the surface of the cartilage, thereby obtaining the collagen mimic peptide modified hyaluronic acid-based joint injection preparation. The joint injection preparation not only can make hyaluronic acid specifically bound to the surface of damaged cartilage tissue, but also gives the damaged cartilage surface excellentanti-nonspecific adsorption property and lubricating property, can be used for preparing cartilage repair materials and treating osteoarthritis, improves anti-inflammatory factors and lubricating property of the surface of the damaged cartilage, and can also be used as a modified material for improving the friction performance of the cartilage repair materials.

Description

technical field [0001] The invention belongs to the field of biomedical materials and relates to a joint injection preparation, in particular to a joint injection preparation based on collagen mimic peptide modified hyaluronic acid and its preparation method and application. Background technique [0002] Arthritis is one of the most common chronic diseases, and arthritis caused by acute and chronic cartilage tissue damage is recognized as a disabling disease in the world, and its incidence rate accounts for about 30% of patients with arthritis diseases, and its treatment has not yet been overcome world problems. The traditional surgical treatment methods for arthritis caused by acute and chronic cartilage tissue injury mainly include arthroscopic irrigation, microfracture, and arthrodesis. [0003] Hyaluronic acid (HA) is composed of D-glucuronic acid and D-N-acetylglucosamine alternately linked by β-1,4 glycosidic bonds and β-1,3-glycosidic bonds. Sugar, which is also the...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A61L27/24A61L27/20A61L27/50A61K38/39A61K31/728A61P19/08A61P19/02
CPCA61K9/0019A61K31/728A61K38/39A61L27/20A61L27/24A61L27/50A61L2400/06A61L2400/10A61L2430/06A61P19/02A61P19/08C08L5/08A61K2300/00
Inventor 苏荣欣黄仁亮袁慧崔美齐崴
Owner TIANJIN UNIV
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