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Target fluorescent dye and application thereof

A fluorescent dye, targeting technology, used in luminescent materials, preparations for in vivo experiments, medical preparations with non-active ingredients, etc., can solve problems such as damage and normal tissue damage, and achieve excellent performance and high drug loading capacity. , good chemical stability and biocompatibility

Active Publication Date: 2017-08-01
DALIAN UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Inorganic drug carriers such as silicon dioxide, ferric oxide, etc., have high drug loading capacity, good chemical stability and biocompatibility, but if they accumulate excessively in the body, they will cause damage to normal tissues. Excessive accumulation of silica is particularly damaging to the lungs and liver

Method used

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  • Target fluorescent dye and application thereof
  • Target fluorescent dye and application thereof
  • Target fluorescent dye and application thereof

Examples

Experimental program
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Effect test

preparation example Construction

[0061] More specifically, the preparation method includes the following steps:

[0062] (1) Preparation of drug-loaded hydroxyapatite (D@HAP);

[0063] (2) Surface modification of drug-loaded hydroxyapatite with targeted fluorescent dyes.

[0064] In a further specific embodiment, the above step (1) is to prepare drug-loaded hydroxyapatite (D@HAP) by reacting water-soluble calcium salt, phosphate and drug in an ethanol-water system at room temperature. Wherein, the soluble calcium salt is preferably but not limited to Ca(NO 3 ) 2 4H 2 O; the soluble phosphate is preferably but not limited to (NH 4 )2 HPO 4 .

[0065] On the other hand, the drug mentioned in the drug-loaded hydroxyapatite is selected from: doxorubicin, paclitaxel, cisplatin, gemcitabine, fluorouracil, Gaino, epirubicin, cyclophosphamide, vincristine, Bray Mycin, dopafil or its derivatives. Especially preferred is doxorubicin (DOX), doxorubicin hydrochloride (DOX·HCl) or derivatives thereof. It can be e...

Embodiment 1

[0074] Example 1. DFA 1 Preparation of @DOX@HAP

[0075] 1.1 Synthesis of drug-loaded hydroxyapatite (DOX@HAP)

[0076] Combined by precipitation hydrothermal method, weigh 30mg of doxorubicin hydrochloride, 1.490g of Ca(NO 3 ) 2 4H 2 O and 0.495g of (NH 4 ) 2 HPO 4 respectively dissolved in 2mL of ultrapure water, 30mL of absolute ethanol and 2mL of ultrapure water, and Ca(NO 3 ) 2 4H 2 The pH of the ethanol solution of O was adjusted to about 10.5. In this alkaline environment, slowly add an aqueous solution of doxorubicin hydrochloride dropwise while stirring, and after stabilizing for 10 minutes, continue to add dropwise (NH 4 ) 2 HPO 4 Aqueous solution, after the dropwise addition, continue to stir for 1 hour, then pour the turbid solution into the reaction kettle, react at room temperature at 25°C for 72 hours, then centrifuge at high speed, wash the product with ultrapure water and absolute ethanol several times, vacuum the product at 60°C Dry for 12 hours ...

Embodiment 2

[0079] Example 2. Testing of basic properties of drug-loaded hydroxyapatite surface-modified targeting fluorescent dyes

[0080] 2.1 Measurement of the size and morphology of drug-loaded hydroxyapatite with surface-modified targeting fluorescent dyes

[0081] The morphology and size of the drug-loaded hydroxyapatite with surface-modified targeting fluorescent dye obtained in Example 1 was determined by observation with a transmission electron microscope. The test results are shown in figure 1 . It can be clearly seen from the transmission electron microscope pictures that the DFA synthesized by co-precipitation 1 @DOX@HAP nanoparticles are rod-shaped, with an average length of 60-130 nm and an average diameter of 15-50 nm. They are not easy to aggregate and have good dispersion.

[0082] 2.2 Advanced Fourier Transform Infrared Spectroscopy

[0083] Take 1-2 mg drug-loaded hydroxyapatite sample of surface-modified targeting fluorescent dye, mix it with dry potassium bromide...

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Abstract

The invention discloses a target fluorescent dye and application thereof. The target fluorescent dye has a structure of a general formula I. On the basis of the target fluorescent dye, the invention further discloses drug-loading hydroxyapatite subjected to surface modification through the dye and a preparation method of the drug-loading hydroxyapatite. A target compound material prepared through the method can be sensitively recognized, and is combined with glutamine transaminase highly expressed in most tumor cell membranes so as to penetrate through a cell membrane through an endocytosis manner, so that slow targeting release of an anti-cancer drug is realized. The coating rate of the anti-cancer drug can be improved, and normal and tumor cells are effectively distinguished, so that the release efficiency and the local concentration of the anti-cancer drug are effectively improved, and the dosage and the toxic and side effects of the anti-cancer drug are reduced; the compound material can quickly penetrate into tumor tissues, is combined with cell toxin, and has great research value and application prospect in the field of cancer treatment.

Description

technical field [0001] The invention relates to a class of fluorescent dyes in the field of biological nanomaterials and fine chemical industry, its preparation method and application, in particular to a naphthalimide derivative fluorescent dye targeting tumor cell surface glutamine transaminase and its application. Background technique [0002] Cancer has become one of the major diseases threatening human life. According to statistics, the number of new cancer patients in the world is as high as tens of millions every year, and the death toll is about 6 million. in the treatment and prevention of cancer. Therefore, the development of means that can treat such diseases more effectively is of great significance to the promotion of human health. [0003] Antineoplastic drugs Chemotherapy is the most important means of cancer treatment besides surgery, including traditional chemotherapy and targeted therapy. Traditional chemotherapy refers to the use of antineoplastic drugs ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D471/04C09K11/06A61K49/00A61K9/16A61K47/02A61K47/54A61P35/00
CPCA61K9/1611A61K49/0021C07D471/04C09K11/06C09K2211/1029C09K2211/1044
Inventor 樊江莉康垚王素真彭孝军杜健军
Owner DALIAN UNIV OF TECH
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