Anti-radiation medicine and manufacturing method and application

An anti-radiation and drug technology, applied in the field of medicine, can solve the problems of unreported anti-radiation effects of compounds, and achieve the effects of improving relative survival rate, reducing DNA damage, and reducing instability

Active Publication Date: 2012-06-20
INST OF MODERN PHYSICS CHINESE ACADEMY OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0014] The anti-radiation effect of compound (A) has not been reported so far

Method used

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  • Anti-radiation medicine and manufacturing method and application
  • Anti-radiation medicine and manufacturing method and application
  • Anti-radiation medicine and manufacturing method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0042] Example 1: Synthesis of 4-(4-methoxybenzylidene)-2-phenyl-5(4H)-oxazolone (I)

[0043] Under nitrogen flow, into a three-neck flask (100 mL) that was fully dried and replaced with nitrogen, with a dropping funnel, condenser, and thermometer, was added hippuric acid (1.79 g, 10 mmol), NaHCO 3(0.40g, 4.0mmol), p-methoxybenzaldehyde (1.36g, 10mmol), slowly drop into acetic anhydride (10mL), the mixture was heated to 120°C, and kept stirring for 4h. After the reaction was completed, it was left to cool to room temperature, and the reactant was poured into water (100 mL) to generate a yellow target solid, which was filtered off. The crude product was washed twice with hot water (90°C, 10 mL), then washed twice with cold ethanol (0°C, 5 mL), and dried under vacuum at room temperature, thus obtaining 4-(4-methoxybenzylidene )-2-phenyl-5(4H)-oxazolone 2.24g.

[0044] The structure of the compound is determined by nuclear magnetic resonance and mass spectrometry, and the yield...

Embodiment 2

[0047] Embodiment 2: Adopt the same method of embodiment 1, can obtain:

[0048] 4-(benzylidene)-2-phenyl-5(4H)-oxazolone (II);

[0049] 4-(4-Bromobenzylidene)-2-phenyl-5(4H)-oxazolone (III);

[0050] 4-(4-Acetoxybenzylidene)-2-phenyl-5(4H)-oxazolone (IV);

[0051] 4-(4-methoxy-3-methoxybenzylidene)-2-phenyl-5(4H)-oxazolone (V);

[0052] 4-(4-Methylbenzylidene)-2-phenyl-5(4H)-oxazolone (VI);

[0053] 4-(4-nitrobenzylidene)-2-phenyl-5(4H)-oxazolone (VII);

[0054] 4-(3,4-dimethoxybenzylidene)-2-phenyl-5(4H)-oxazolone (VIII);

[0055] 4-(4-N,N-Dimethylbenzylidene)-2-phenyl-5(4H)-oxazolone (IX)

Embodiment 3

[0056] Example 3: Synthesis of 4-(4-methoxybenzylidene)-2-(p-methoxyphenyl)-5(4H)-oxazolone (X)

[0057] Under a stream of nitrogen, to a three-neck flask (100 mL) that was fully dried and replaced with nitrogen, with a dropping funnel, a condenser, and a thermometer, was added (4-methoxy)benzoyl-glycine (2.10 g, 10 mmol) , NaHCO 3 (0.40g, 4.0mmol), p-methoxybenzaldehyde (1.36g, 10mmol), slowly drop into acetic anhydride (10mL), the mixture was heated to 120°C, and kept stirring at the temperature for 4 hours. After the reaction was completed, it was left to cool to room temperature, and the reactant was poured into water (100 mL) to generate a yellow target solid, which was filtered off. The crude product was washed twice with hot water (90°C, 10 mL), then washed twice with cold ethanol (0°C, 5 mL), and dried under vacuum at room temperature, thus obtaining 4-(4-methoxybenzylidene )-2-(p-methoxyphenyl)-5(4H)-oxazolone.

[0058] The structure of the compound is determined b...

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Abstract

The invention belongs to the medicine technical field, and in particular relates to an anti-radiation medicine in protection of human lung embryo fibroblast and radiation injury in experimental mice. The anti-radiation medicine has a structure of 4-methoxy benzylidene-2-substituted-5(4H)-oxazolone and derivatives thereof and can be expressed in structural formula (A). The invention has the advantages that compound (A) has a significant protection effect for DNA and genome injury to human lung embryo fibroblast (MRC-5) and experimental mice caused by ionizing radiation, such as X-rays, carbon ions, etc., and non-ionizing radiation, such as ultraviolet rays and microwaves; relative survival percentage of cells irradiated by said rays can be increased significantly; DNA injury can be reduced; instability of genome is reduced; MDA (malondialdehyde) yield of mice viscera can be reduced; and SOD (Superoxide Dismutase) activity of mice viscera can be enhanced. The invention has low toxicity,wide application range and good application prospect.

Description

technical field [0001] The invention belongs to the technical field of medicine, and in particular relates to the protective effect of a medicine used for anti-radiation on human lung embryo fibroblasts and experimental mice radiation damage. Background technique [0002] All objects with a temperature above absolute zero in nature transmit heat continuously in the form of electromagnetic waves. This energy transmission method is called radiation. Radiation radiates outward in the form of electromagnetic waves and particles (such as α particles, β particles, etc.), and is divided into non-ionizing radiation including ultraviolet rays and microwaves, and ionizing radiation including X-rays, α particles, β particles, and heavy ions . At present, radiation has become the fourth largest source of environmental pollution after water, air and noise. [0003] Studies have found that: radiation can cause radiation sickness such as brain type, intestinal type and bone marrow type; ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A61K31/421A61P39/06A61P39/00A61P11/00C07D263/42
Inventor 周光明陈卫强裴海龙
Owner INST OF MODERN PHYSICS CHINESE ACADEMY OF SCI
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