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Novel medical photosensitive agent for anti-tumor treatment and preparation thereof

A photosensitizer and anti-tumor technology, applied in medical preparations with non-active ingredients, medical preparations containing active ingredients, anti-tumor drugs, etc., can solve the problems of selectivity and weak absorption, and achieve clear compound structure, The effect of high tumor cell selectivity and significant value

Active Publication Date: 2008-08-06
SUNDYNAMIC TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0009] This invention mainly aims at the defects of relatively weak selectivity and absorption of metal phthalocyanine second-generation photosensitizers, and provides a A new type of medical photosensitizer with strong anti-tumor effect

Method used

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  • Novel medical photosensitive agent for anti-tumor treatment and preparation thereof
  • Novel medical photosensitive agent for anti-tumor treatment and preparation thereof
  • Novel medical photosensitive agent for anti-tumor treatment and preparation thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] Example 1 Synthesis of β-monoamide substituted zinc phthalocyanine

[0025] Add 2.40g (0.0125mol, Merck) of trimellitic anhydride, 12.96g (0.08750mol) of phthalic anhydride, and 22.00g of anhydrous zinc acetate into a 500ml three-necked flask with a reflux device and a stirring bar. (0.1002mol), urea 60g (1mol), ammonium molybdate 0.50g (0.4mmol), ammonium chloride 2.00g (0.0374mol). Heated to 170°C in an oil bath and reacted for 4 hours. After the reaction was completed, it was washed several times with 1M HCl, and then washed with pure water until neutral to obtain 19 g of solid.

Embodiment 2

[0026] Synthesis of embodiment two β-single carboxyl substituted zinc phthalocyanines

[0027] Take 19.00 g of the β-monoamide substituted zinc phthalocyanine prepared in Example 1 into a 500 ml round bottom flask, add 200 ml of 1M KOH, and stir and reflux at 100°C for 24 hours. After the reaction is finished, directly add 36% concentrated hydrochloric acid to adjust the pH value to 2-3. Suction. Finally, the solid sample was washed with pure water until neutral. 2.45 g of a green solid are obtained.

[0028] Select a chromatographic column with a length of 40 cm and an internal diameter of 3 cm, use 100 mesh silica gel as the adsorbent, use a mixed solvent of DMF: acetone = 3: 1 as the eluent, and wet-pack the column with a mixed solvent of DMF: acetone = 3: 1 , the height of the packed column is 30cm. 2.45 g of the green solid after the reaction treatment in the previous step was dissolved in 24.5 ml of DMF. Each time the sample volume is 1ml, the column can be used rep...

Embodiment 3

[0029] Example 3 Synthesis of β-monocarboxyl substituted zinc phthalocyanine-pentalysine

[0030] Get a 100ml beaker, add β-monocarboxyl substituted zinc phthalocyanine 7.59mg (0.0122mmol), N, N-dicyclohexylcarbodiimide (DCC) 5.03mg (0.0244mmol), 1-hydroxy Benzotriazole (Hobt) 3.30mg (0.0244mmol), use 4ml DMF+200ul pyridine (5%) to dissolve the above sample, and add resin 12.10mg (0.0061mmol) after 30 minutes of dark reaction, the resin is connected with 5 lysine Amino acid polypeptide sequence, N-terminus exposure (that is, N-terminus is amino group), the binding amount of polypeptide on the resin is 0.5mmol / g (the resin can be synthesized by standard solid-phase polypeptide synthesis method), stirred and reacted at room temperature for 24 hours. After the reaction was completed, the resin was washed with DMF until the washing solution was colorless, and then washed several times with methanol. Freeze dried.

[0031] Take the freeze-dried sample in the previous step and put...

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Abstract

A novel medical photosensitizer used for anti-tumor therapy and a preparation method thereof, relates to a novel anti-tumor therapy and a preparation method thereof. The main preparation method of the photosensitizer is as follows: firstly activating a beta-single carboxyl substituted phthalocyanine zinc carboxy group in a normal temperature with solid-phase polypeptide synthesis method, and then adding a coupling agent to couple an activator and a polypeptide sequence connected on the resin (e.g. 5 lysine sequences) and finally peeling off the samples on the coupling from the resin. The preparation method of the photosensitizer is quick and simple, the compound generated of which is single structured and has selectivity to tumor cells, thus having a great application prospect as a medicine for photodynamic tumor treatment.

Description

technical field [0001] The invention relates to a novel medical photosensitizer and a preparation method thereof. The photosensitizer can be used as a medicine for photodynamic therapy of tumors. Background technique [0002] According to a research report published by the World Health Organization recently, the cancer situation will become increasingly serious. Among the 5.2 billion people in the world, there are about 26 million cancer patients. In the next 20 years, the number of new patients will increase from the current 12 million per year to 18 million. The number of deaths from cancer will also increase from 7 million to 11 million per year. Cancer is also one of the main causes of death among Chinese residents. In 2005, one out of every five deaths among Chinese residents died of cancer. [0003] Photodynamic therapy (PDT) is a new method for treating malignant tumors developed in the past 20 years. Compared with the three traditional tumor treatment methods such ...

Claims

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Application Information

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IPC IPC(8): A61K47/48A61K31/409A61K47/42A61P35/00A61K47/62
Inventor 黄明东陈锦灿袁彩石小莉叶晓明
Owner SUNDYNAMIC TECH
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