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Sugar-containing porphyrin complexation photosensitizer and preparation method thereof

A photosensitizer and porphyrin technology, applied in the field of complexed porphyrin sugar-containing photosensitizers and the preparation thereof, can solve the problems of complex composition of porphyrin oligomer mixture, poor water solubility of porphyrin, influence on stability and the like, and achieve economical production. cost, improve water solubility, and promote the effect of application

Inactive Publication Date: 2015-03-04
SUZHOU UNIV
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  • Summary
  • Abstract
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  • Claims
  • Application Information

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Problems solved by technology

However, due to the poor water solubility and easy aggregation of porphyrins, the complex composition and unclear structure of porphyrin oligomer mixtures greatly affect their application and the stability of curative effect.

Method used

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  • Sugar-containing porphyrin complexation photosensitizer and preparation method thereof
  • Sugar-containing porphyrin complexation photosensitizer and preparation method thereof
  • Sugar-containing porphyrin complexation photosensitizer and preparation method thereof

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preparation example Construction

[0037] A preparation method of a complex porphyrin sugar-containing photosensitizer, comprising the steps of:

[0038] 1) Using sugar-containing monomer 2-methacrylamidoglucopyranose, initiator azobisisobutyronitrile, and chain transfer agent α-dithionaphthoic acid isobutyronitrile for reversible addition-fragmentation chain transfer polymerization , obtaining a sugar-containing polymer with a regular structure and a controllable molecular weight, wherein the mass ratio of sugar-containing monomers, initiators, and chain transfer agents is 323:1:7;

[0039] 2) Mix the sugar-containing polymer obtained in step 1) with porphyrin, add catalyst sodium amalgam, and then synthesize a complex porphyrin sugar-containing photosensitizer through a one-pot method, wherein the sugar-containing polymer and porphyrin The mass ratio is 670:7, and excess catalyst sodium amalgam is used.

Embodiment 1

[0041] 1) Preparation of sugar-containing polymers: Add 0.84 g of 2-methacrylamidoglucopyranose, 2.6 mg of initiator azobisisobutyronitrile, and 18.26 mg of chain transfer agent α-dithio Isobutyronitrile naphthoate, the solvent is N,N-dimethylacetamide; then add a magnetic stirrer, pass through nitrogen for 10 minutes to remove oxygen, seal it with a gas lamp under the protection of nitrogen, and place it in an oil bath at 70°C React for 24 hours, dilute with N,N-dimethylformamide after opening the tube, then precipitate with methanol, and dry under vacuum at room temperature to obtain a sugar-containing polymer;

[0042] 2) Dissolve 0.6 mM porphyrin in freshly prepared 0.75 mL, 0.06 M potassium hydroxide solution; flush the above solution with nitrogen gas and reduce with 1.5 g sodium amalgam until little or no fluorescence is detected under UV light, The above solution was immediately mixed with an equal volume of 0.2M sodium acetate buffer containing 0.8 mM of the above...

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Abstract

The present invention discloses a sugar-containing porphyrin complexation photosensitizer and a preparation method thereof. The preparation method comprises the following steps: 1) adopting a sugar-containing monomer, an initiator and a chain transfer agent to carry out a reversible addition fragmentation chain transfer polymerization reaction to obtain a sugar-containing polymer with a regular structure and a controllable molecular weight; and 2) mixing the sugar-containing polymer obtained in the step 1) and porphyrin, adding a catalyst, and then adopting a one-pot method to synthesize to obtain the sugar-containing porphyrin complexation photosensitizer. According to the present invention, water solubility of the sugar-containing porphyrin complexation photosensitizer prepared by using the method is substantially increased, and specific interactions of the sugar-containing component and protein receptors over-expressed on the surface of pathological cells can be adopted to achieve a targeting purpose so as to improve a photodynamic treatment effect.

Description

technical field [0001] The invention relates to a porphyrin photosensitizer and a preparation method thereof, in particular to a complex porphyrin sugar-containing photosensitizer and a preparation method thereof. Background technique [0002] Photodynamic therapy has developed rapidly in recent years and has been applied to the treatment of various diseases including cancer. Porphyrin photosensitizers are a class of photosensitizers widely used in photodynamic therapy. The porphyrin oligomer mixture is in Many countries have been approved for clinical application. However, due to poor water solubility and easy aggregation of porphyrins, the complex composition and unclear structure of porphyrin oligomer mixtures greatly affect their application and the stability of curative effect. [0003] Sugar is the constituent unit of many natural products in nature, a common energy source in organisms, and an important multivalent ligand or receptor. The specific binding of sugars t...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): A61K47/48A61K41/00C08F120/58C08F2/38C08F8/30A61P35/00
Inventor 陈高健陆嘉伟张卫东李军赵昀
Owner SUZHOU UNIV
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