Beta-cyclodextrin based pH responsive star polymer, micelle and composite material

A star-shaped polymer, cyclodextrin technology, applied in the directions of non-active components of polymer compounds, drug combinations, medical preparations of non-active components, etc., can solve the problems of dissociation and agglomeration of gold nanoparticles

Active Publication Date: 2015-11-04
SOUTH CHINA UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, when the external conditions change (such as solution dilution), this linear block or graft

Method used

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  • Beta-cyclodextrin based pH responsive star polymer, micelle and composite material
  • Beta-cyclodextrin based pH responsive star polymer, micelle and composite material
  • Beta-cyclodextrin based pH responsive star polymer, micelle and composite material

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0102] Embodiment 1: the preparation of hydrophilic macromer EtOxMA (n=7)

[0103] Under argon protection, methyl p-toluenesulfonate (MeTos, 2.49 g, 13.4 mmol), 2-ethyl-2-oxazoline (EtOx, 9.3 g, 94 mmol) and acetonitrile (6 mL) were mixed, After stirring for 30s, microwave radiation heated to 140°C, reacted for 3min and cooled to room temperature, then added methacrylic acid (MAA, 1.722g, 20mmol) and TEA (3.7mL) successively, and reacted in an oil bath at 80°C under the protection of argon 15h. After the reaction was completed, the acetonitrile was removed by rotary evaporation, and then the polymer was dissolved with chloroform (50 mL), and successively dissolved with NaHCO 3 solution (0.5M, 200mL) and NaCl solution (0.5M, 200mL), the organic phase was extracted with anhydrous MgSO 4 After drying and filtering, the solvent in the filtrate was removed by rotary evaporation, and vacuum-dried at 45 °C and 35 mb to obtain a white sticky solid, which was stored in argon at 20 °C...

Embodiment 2

[0105] Embodiment 2: the preparation of hydrophilic macromer EtOxMA (n=2)

[0106] Under argon protection, methyl p-toluenesulfonate (MeTos, 2.49 g, 13.4 mmol), 2-ethyl-2-oxazoline (EtOx, 2.67 g, 27 mmol) and acetonitrile (5 mL) were mixed, After stirring for 30s, microwave radiation heated to 140°C, reacted for 3min and cooled to room temperature, then added methacrylic acid (MAA, 1.722g, 20mmol) and TEA (3.7mL) successively, and reacted in an oil bath at 80°C under the protection of argon 15h. After the reaction was completed, the acetonitrile was removed by rotary evaporation, and then the polymer was dissolved with chloroform (50 mL), and successively dissolved with NaHCO 3 solution (0.5M, 200mL) and NaCl solution (0.5M, 200mL), the organic phase was extracted with anhydrous MgSO 4 After drying and filtering, the solvent in the filtrate was removed by rotary evaporation, and vacuum-dried at 45 °C and 35 mb to obtain a white sticky solid, which was stored in argon at 20 °...

Embodiment 3

[0107] Embodiment 3: the preparation of hydrophilic macromer EtOxMA (n=10)

[0108] Under argon protection, methyl p-toluenesulfonate (MeTos, 2.49 g, 13.4 mmol), 2-ethyl-2-oxazoline (EtOx, 13.35 g, 135 mmol) and acetonitrile (8 mL) were mixed, After stirring for 30s, microwave radiation heated to 140°C, reacted for 3min and cooled to room temperature, then added methacrylic acid (MAA, 1.722g, 20mmol) and TEA (3.7mL) successively, and reacted in an oil bath at 80°C under the protection of argon 15h. After the reaction was completed, the acetonitrile was removed by rotary evaporation, and then the polymer was dissolved with chloroform (50 mL), and successively dissolved with NaHCO 3 solution (0.5M, 200mL) and NaCl solution (0.5M, 200mL), the organic phase was extracted with anhydrous MgSO 4 After drying and filtering, the solvent in the filtrate was removed by rotary evaporation, and vacuum-dried at 45 °C and 35 mb to obtain a white sticky solid, which was stored in argon at 2...

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Abstract

Belonging to the technical field of biomedical polymer materials, the invention discloses a beta-cyclodextrin based amphiphilic pH responsive star polymer and a preparation method thereof, a micelle system based thereon, a composite material and application thereof. The polymer has a structure shown as the formula (1) in the specification, wherein x=3-20, y=2-30, z=5-35, and n=2-10. The polymer can be reduced in situ to obtain nanogold with small particle size and good stability. The invention also provides a micelle system based on the polymer, the micelle system has strengthened entrapment ability to water-insoluble drugs, can efficiently load hydrophobic drugs, gold nanoparticles and other substances, realizes the combination of tumor imaging diagnosis and tumor chemotherapy, and improves the therapeutic efficiency of cancer. And the polymer is easy to control the proportion of each block, and can be applied to preparation of the water-insoluble drug loaded micelle system to satisfy the release requirements of different drugs.

Description

technical field [0001] The invention belongs to the technical field of biomedical polymer materials, in particular to an amphiphilic pH-responsive star polymer based on β-cyclodextrin and its preparation method, as well as its micelle system, composite material and application . Background technique [0002] The 2014 World Cancer Report pointed out that the current global cancer burden is increasing. In the next 20 years, new cancer cases will reach 22 million each year, and the number of cancer deaths will rise to 13 million during the same period. Early detection, early diagnosis and early treatment are one of the measures proposed in the report to effectively curb the cancer crisis. Judging from the research status, the lack of high-sensitivity diagnosis and treatment methods with low toxicity and side effects is still one of the biggest challenges facing medicine today. The development of nano-drug delivery system provides a new method for cancer treatment, which can n...

Claims

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Application Information

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IPC IPC(8): C08B37/16C08G63/91C08G63/08C08F283/02A61K49/04A61K47/40A61K47/48A61K9/107A61K31/704A61P35/00
Inventor 章莉娟姚娜林文静
Owner SOUTH CHINA UNIV OF TECH
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