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A kind of hyaluronic acid cholesterol chloroformate polymer and its preparation method and application

A technology of cholesterol chloroformate and hyaluronic acid, which is applied in drug delivery, pharmaceutical formulation, photodynamic therapy, etc., can solve problems that are difficult to directly apply to the body, and achieve good solubility and stability

Active Publication Date: 2020-07-10
THE NAT CENT FOR NANOSCI & TECH NCNST OF CHINA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, since IR-780 iodide is a hydrophobic molecule, it is difficult to be directly applied to the body

Method used

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  • A kind of hyaluronic acid cholesterol chloroformate polymer and its preparation method and application
  • A kind of hyaluronic acid cholesterol chloroformate polymer and its preparation method and application
  • A kind of hyaluronic acid cholesterol chloroformate polymer and its preparation method and application

Examples

Experimental program
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Embodiment 1

[0068] Example 1 Preparation of Disulfide Bonded Hyaluronic Acid Cholesterol Chloroformate Polymer

[0069] Step (a): 1.35 g of cystamine dihydrochloride and 37.8 ml of triethylamine were dissolved in a mixed solution of 140 ml of acetonitrile and dichloromethane, wherein the volume ratio of acetonitrile and dichloromethane was 2:1. Stir at 0° C. for 3 hours, then return to room temperature and continue stirring to dissolve to obtain a cystamine solution.

[0070] Step (b): 0.27g of cholesterol chloroformate was dissolved in 10ml of dichloromethane, after 20min, the solution of cholesterol chloroformate was added dropwise to the cystamine solution obtained in step (a), and in Stir at room temperature for 16-24h. After the reaction is completed, it is washed with water three times. After the water washing is completed, the dichloromethane is removed by rotary evaporation, and dried in a vacuum drying oven.

[0071] Step (c): Put 264 μmol of hyaluronic acid in a solution of 50...

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Abstract

The invention relates to a disulfide-bond-connected hyaluronic acid-cholesteryl chloroformate comb-type polymer, and a preparation method and application thereof. The polymer is prepared through interreaction between hyaluronic acid with cholesteryl chloroformate in virtue of cystamine dihydrochloride. The polymer has good biocompatibility, good biodegradability and low toxicity. Compared with normal cells, the surfaces of most cancer cells specifically express hyaluronic acid-targeted receptors, so the polymer can perfectly target cancer cells as an anticancer drug carrier and reduce the availability of drugs and toxic and side effect on other organs and tissue. Meanwhile, since a disulfide bond on cystamine dihydrochloride can be specifically degraded by glutathione highly expressed in the cancer cells, the polymer has the characteristic of intelligent responsive release as the anticancer drug carrier and also has the characteristics of good stability, long in-vivo cycling time, etc.

Description

technical field [0001] The invention belongs to the technical field of polymer preparation, and in particular relates to a disulfide bond-linked hyaluronic acid cholesterol chloroformate polymer, a preparation method and application thereof. Background technique [0002] Hyaluronic acid (HA) is a polymer compound with good biocompatibility, easy degradation in vivo, and low toxicity. Its basic structure is composed of two disaccharide units D-glucuronic acid and N-acetylglucose A large polysaccharide composed of amines. It is widely distributed in the human body, has good water solubility, high viscoelasticity, plasticity, unique rheological properties and good biocompatibility, and can be hydrolyzed under the action of hyaluronidase. It is an ideal biological Medical polymer materials. At the same time, hyaluronic acid can also specifically target the CD44 receptor highly expressed by tumor cells, so it has been widely used in the treatment of cancer, and HA is designed a...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08B37/08A61K9/107A61K47/36A61K41/00A61K49/22
CPCA61K9/1075A61K41/0052A61K41/0057A61K47/36A61K49/227C08B37/0072
Inventor 吴雁李宪磊王绚陈龙
Owner THE NAT CENT FOR NANOSCI & TECH NCNST OF CHINA
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