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Amphiphilic polymer with tumor targeting property and visible light degradability and medicament carrier as well as preparation method thereof

An amphiphilic polymer and tumor-targeting technology, applied in the field of polymers, can solve problems such as application limitations, damage to normal cells or tissues, and unsatisfactory ultraviolet light penetration, and achieve controllable release and strong target effect on enrichment

Active Publication Date: 2013-07-10
SUZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, due to the high energy of ultraviolet light, it will cause damage to some normal cells or tissues in the organism, and the penetration of ultraviolet light in the organism is not ideal, so the clinical application of such polymers is limited.

Method used

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  • Amphiphilic polymer with tumor targeting property and visible light degradability and medicament carrier as well as preparation method thereof
  • Amphiphilic polymer with tumor targeting property and visible light degradability and medicament carrier as well as preparation method thereof
  • Amphiphilic polymer with tumor targeting property and visible light degradability and medicament carrier as well as preparation method thereof

Examples

Experimental program
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preparation example Construction

[0055] The invention provides a method for preparing an amphiphilic polymer with tumor targeting and visible light degradability, comprising the following steps:

[0056] reacting anthraquinone, 3-iodo-1-propanol and sodium dithionite in a solvent to obtain the first compound;

[0057] React the first compound with the long-chain alkyl acid chloride in an organic solvent, and then continue to react the obtained reaction product with methacryloyl chloride to obtain a hydrophobic compound, the long-chain alkane in the long-chain alkyl acid chloride The number of carbon atoms in the group is greater than 8;

[0058] The hydrophobic compound, 4-cyanovaleric acid dithiobenzoic acid, N-(3-aminopropyl) methacrylate and hydroxyethyl methacrylate were subjected to reversible addition-fragmentation chain transfer in an organic solvent Polymerization reaction to obtain amphiphilic polymer;

[0059] reacting the amphiphilic polymer with thiocyanate-modified folic acid to obtain an amphi...

Embodiment 1

[0124] Synthesis of 4-cyanovaleric acid dithiobenzoic acid: under nitrogen protection and light-shielding conditions, 5 mL of potassium ferricyanide solution with a molar concentration of 0.05 mol / L was added dropwise to 8 mL with a molar concentration of 0.1 mol / L sodium dithiobenzoate solution to react, after reacting overnight, the reaction product obtained is filtered; the crude product obtained by filtration is recrystallized in ethanol to obtain bis-dithiobenzoyl;

[0125] Add the obtained bisdithiobenzoyl and 40 mL of ethyl acetate into a round-bottomed flask, then add 7 mmol of 4,4'-azobis(4-cyanovaleric acid) to it, and heat under nitrogen protection After reflux for 16 hours, the obtained crude product was separated by chromatographic column (ethyl acetate / n-hexane, 2 / 3) to obtain the product.

[0126] The product that the present invention will obtain carries out nuclear magnetic resonance spectrum (400MHz, CDCl 3 ) detection, the result is as follows: d(ppm):7.91(...

Embodiment 2

[0136] Add 30 mg of thiocyanate-modified folic acid into pyridine dissolved with 100 mg of the amphiphilic polymer with tumor targeting and visible light degradability prepared in Example 1, and stir at room temperature for 12 hours to obtain the product in the The amphiphilic polymer with tumor targeting and visible light degradability was obtained after precipitation in diethyl ether and vacuum drying.

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Abstract

The invention provides an amphiphilic polymer with tumor targeting property and visible light degradability. The amphiphilic polymer has a structure shown in a formula (1), wherein R is long-chain alkyl with more than 8 carbon atoms; FA is folic acid; and x, y and z are natural numbers, x is more than 1 and less than 5, y is more than 3 and less than 15, and z is more than 1 and less than 3. A nano medicament carrier is obtained by self-assembling the polymer, hollow silicon spheres and a visible light response photo-sensitizer, wherein the photosensitizer is adsorbed to the anthraquinone group of the polymer through phi-phi conjugation; and the photosensitizer releases singlet oxygen under the irradiation of visible light, so that the hydrophobic group of the polymer is broken, the polymer is separated from the surfaces of the silicon spheres, and medicaments are released. The polymer and the medicament carrier can realize controlled release of the medicaments by using a visible light source with relatively low energy, the penetrability of the visible light in organisms is relatively high, and the medicament carrier has clinical significance for delivery and controlled release of anti-tumor medicaments.

Description

technical field [0001] The invention relates to the technical field of polymers, in particular to an amphiphilic polymer with tumor targeting and visible light degradability, a drug carrier and a preparation method thereof. Background technique [0002] Hollow mesoporous silica nanospheres (HMS) are three-dimensional structures with hollow cores and mesoporous silica shells made of polystyrene spheres as templates. Due to the good biocompatibility and chemical stability of silica itself, and the hollow inner core of silica spheres can greatly increase the loading capacity of drugs, and the abundant mesoporous channels in the periphery can be used as channels for drug release. Therefore, in recent years, Hollow mesoporous nanosilica spheres have also been used to load some hydrophobic antitumor drugs. However, unmodified hollow mesoporous nano-silicon spheres cannot realize the targeted delivery of drugs to tumor cells or lesion sites and the controlled release after enterin...

Claims

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Application Information

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IPC IPC(8): C08F293/00C08F220/30C08F220/28C08F220/54C08F8/34A61K47/32
Inventor 路建美李娜君陈冬赟杨舜
Owner SUZHOU UNIV
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