Biodegradable redox sensitive polymer and preparation method and application thereof

A polymer and biological technology, applied in the field of pharmaceutical preparations and polymer chemistry, can solve the problems of lack of pertinence, worsening side effects, and limited effects, and achieve the effect of good inhibition, reduction of toxic and side effects, and enhancement of targeting.

Inactive Publication Date: 2018-11-13
LIAONING UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the use of BSO has limited and untargeted effects, and the drug will also reduce the content

Method used

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  • Biodegradable redox sensitive polymer and preparation method and application thereof
  • Biodegradable redox sensitive polymer and preparation method and application thereof
  • Biodegradable redox sensitive polymer and preparation method and application thereof

Examples

Experimental program
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Example Embodiment

[0027] Example 1 Preparation of Hyaluronic Acid-S-S-Vitamin E Succinate Polymer (HA-SS-VES)

[0028] (1) Preparation method

[0029] 1. Dissolve vitamin E succinate (1.06g, 2mmol) in 50mL of dichloromethane, stir in a 250mL round-bottomed flask until fully dissolved, add EDC (13mmol) and HOBT (13mmol) under ice bath, and avoid light at room temperature Stir overnight. Add cystamine dihydrochloride (1.35g, 6mmol) to the resulting reaction solution, and add 10mL methanol to aid solubilization, add triethylamine to adjust the pH to 7-8, stir for 24h, and use 1mol / L NaHCO for the resulting product 3 The organic layer was washed with anhydrous magnesium sulfate and dried, filtered, and the dichloromethane was removed by rotary evaporation under reduced pressure at 40° C., and dried under vacuum to obtain 0.944 g of vitamin E succinate derivative. The yield was 71.1%. MS(ESI)m / z(%): 665.4[M+H] + ; IR (KBr, cm-1): 3435, 2922, 2862, 2369, 1647, 1749, 1145, 920. 1 HNMR (400MHz, CHCl3): δ7....

Example Embodiment

[0031] Example 2 HA-SS-VES drug-loaded nanomicelles

[0032] (1) Preparation of drug-loaded nanomicelles

[0033] Take 20 mg of gambogic acid and 50 mg of polymer HA-SS-VES, place them in a 250 mL eggplant-shaped bottle, and add 10 mL of dichloromethane to dissolve. The dichloromethane was removed by rotary evaporation under reduced pressure at 40°C to obtain a yellow drug film. After that, 50 mL of distilled water was added, and the mixture was hydrated in a water bath at 65°C for 4 hours, then shaken and shaken. Ultrasound the probe in an ice bath (ultrasonic cell disrupter) 3 times, 2min each time, ultrasonic power is 225W, and pass through 0.45μm microporous membrane to obtain HA-SS-VES polymer gambogic acid loaded nanometer Micellar solution.

[0034] (2) Investigation of bath time of drug-loaded nanomicelles

[0035] According to the preparation method described in (1), change the water bath time and hydrate in a 65℃ water bath respectively for 2, 4, 6, and 8 hours. The partic...

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Abstract

The invention discloses a biodegradable redox sensitive polymer and a preparation method and application thereof. The biodegradable redox sensitive polymer adopts a core-shell structure, the hydrophilic end,namely an outer shell, is hyaluronic acid, and the hydrophobic end, namely an inner core, is vitamin E succinate. Thehyaluronic acid and the vitamin E succinate are connected by using a disulfide bond as a connecting bridge to prepare the polymer having a redox response property, and the polymer can form nanomicelles spontaneously in water through hydrophilic and hydrophobicacting forces and has the advantages of good biodegradability, small toxic and side effects, good responsiveness and the like; the polymer forms the nanomicelles in water through the hyaluronic acid and the natural vitamin E succinate existing in a human body, so that loading of a variety of medicines can be achieved; and the polymer has a good application prospect in the field of medicine science.

Description

technical field [0001] The invention relates to the fields of pharmaceutical preparations and polymer chemistry, specifically a biodegradable redox-sensitive polymer, which spontaneously forms amphiphilic nanomicelles in an aqueous solution due to hydrophilic and hydrophobic interactions, and can respond to tumor sites. release the drug. The invention discloses the preparation of the polymer micelle and its application as an anticancer drug carrier, which can effectively improve the water solubility of poorly soluble drugs. Background technique [0002] Due to the poor water solubility of many anticancer drugs and the high toxicity to normal tissues, their application is limited. With the rapid development of nanotechnology, many nano-drugs have been marketed, and the nano-carriers are mainly liposomes and nano-micelles. Nanomicelles entrap hydrophobic drugs in their hydrophobic cores through hydrophilic-hydrophobic interactions, and the hydrophilic shell improves their wat...

Claims

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Application Information

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IPC IPC(8): C08B37/08A61K9/107A61K47/36A61P35/00
CPCA61K9/1075A61K47/36A61P35/00C08B37/0072
Inventor 陈立江宋柯王朝勃宁宝入
Owner LIAONING UNIVERSITY
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