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Preparation method and application of near-infrared dye functionalized intelligent super-molecule vesicle

A near-infrared dye and supramolecular technology, applied in the field of intelligent supramolecular vesicles, can solve the problems of limited therapeutic effect, toxic and side effects, and achieve the effects of improving therapeutic effect, good clinical application prospect, and excellent near-infrared photothermal conversion performance.

Active Publication Date: 2018-09-14
NANJING UNIV OF POSTS & TELECOMM
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Problems solved by technology

However, at present, most of the supramolecular vesicles based on pillararene only involve chemotherapy alone, and its therapeutic effect is limited and there are certain toxic and side effects.

Method used

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  • Preparation method and application of near-infrared dye functionalized intelligent super-molecule vesicle
  • Preparation method and application of near-infrared dye functionalized intelligent super-molecule vesicle

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Embodiment Construction

[0043] The present invention will be specifically introduced below in conjunction with the accompanying drawings and specific embodiments.

[0044] 1. Synthesis of water-soluble column[5]arene (WP5):

[0045] References [Li, H.; Chen, D.X.; Sun, Y.L.; Zheng, Y.B.; Tan, L.L.; Weiss, P.S.; J.Am.Chem.Soc.2013,135(4),1570-1576.].

[0046] 2. Synthesis of near-infrared dye G based on bis-quaternary ammonium salt functionalization of perylene imide:

[0047] The reaction principle and synthesis steps are as follows:

[0048](1) Synthesis of Compound 1: Weigh 3,4,9,10-tetracarboxylic anhydride (16.0g, 40.78mmol) in a 500ml three-necked flask, add concentrated sulfuric acid (250ml), react at 55°C for 12h, add iodine (0.6 g, 4.73mmol), the temperature was raised to 85°C, and liquid bromine (7ml) was added dropwise. After reacting for 36h, concentrated sulfuric acid was diluted with water, filtered with suction, and dried in an oven to obtain compound 1 as a red solid, which was dire...

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Abstract

The invention discloses a preparation method and an application of a near-infrared dye functionalized intelligent super-molecule vesicle. According to the preparation method, water solubility column [5] aromatic hydrocarbon (WP5) serves as a main body, a biquaternary ammonium salt functionalized near-infrared dye G based on perylene diimide serves as an objective body, the intelligent super-molecule vesicle is constructed by the aid of acting force of the main body and the objective body between the water solubility column [5] aromatic hydrocarbon and the near-infrared dye, and efficient loading of a drug (hydrophobic anticancer drug adriamycin) can be achieved in the self-assembly process. The near-infrared dye G has excellent near-infrared photo-thermal conversion performance and can serve as a photo-thermal treatment reagent of a tumor. The super-molecule drug load vesicle constructed by the aid of the acting force of the main body and the objective body between the WP5 and the near-infrared dye can stably exist in physiology environments and can rapidly and efficiently release a photo-thermal treatment reagent and a chemotherapy drug in tumor acidic micro-environments, collaborative treatment of photo-thermal treatment / chemotherapy is achieved, the super-molecule drug load vesicle is provided with a good drug delivery system, treatment effect of the tumor is greatly improved, and the super-molecule drug load vesicle has an excellent clinical application prospect.

Description

technical field [0001] The invention relates to an intelligent supramolecular vesicle, in particular to the preparation and application of a near-infrared dye-functionalized intelligent supramolecular vesicle. Background technique [0002] In recent decades, with the rapid development of nanotechnology, scientists have begun to devote themselves to the development of new drug nanocarriers or drug delivery systems, which use the high permeability and retention effects of tumor tissues on nanoscale particles to carry anti-tumor drugs. Drugs are transported to tumor tissues and cells, and then the loaded drugs are released under the stimulation of the specific environment of the pathological site in the human body, and the "smart" realization of drug transport can effectively reduce the damage of drugs to normal tissues or cells . Compared with single chemotherapy drugs, the drug delivery system is easier to be taken up by tumors, improves the bioavailability of drugs, has sus...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A61K9/127A61K41/00A61K31/704A61K31/337A61K31/4745A61P35/00
CPCA61K9/1277A61K31/337A61K31/4745A61K31/704A61K41/0052A61P35/00A61K2300/00A61K9/127A61K41/0042A61K45/06
Inventor 王其范曲立张鹏徐敬增陆峰黄维
Owner NANJING UNIV OF POSTS & TELECOMM
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