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A kind of chalcone derivative, its preparation method and its application as a tumor cell apoptosis inducer

A technology of chalcone derivatives and derivatives, applied in the field of chalcone and its preparation, can solve the problem that chalcone derivatives do not have the effect of tumor cell apoptosis inducer, and achieve the effect of low toxicity

Inactive Publication Date: 2011-12-07
HEILONGJIANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Due to its greater flexibility in molecular structure and the ability to bind to different receptors, it has a wide range of biological activities, including: anti-tumor, inhibition and scavenging of oxygen free radicals, antibacterial, anti-viral, anti-allergic, anti-ulcer and antispasmodic, etc. Biological activity, but most of the disclosed chalcone derivatives do not have the effect of inducing tumor cell apoptosis inducers, so finding chalcone derivatives with the effect of inducing tumor cell apoptosis inducers has become an important research topic

Method used

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  • A kind of chalcone derivative, its preparation method and its application as a tumor cell apoptosis inducer
  • A kind of chalcone derivative, its preparation method and its application as a tumor cell apoptosis inducer
  • A kind of chalcone derivative, its preparation method and its application as a tumor cell apoptosis inducer

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specific Embodiment approach 1

[0018] Specific Embodiment 1: This embodiment provides a chalcone derivative whose chemical name is 2′,3-dihydroxy-4,4′,5′,6′-tetramethoxychalcone and whose molecular formula is :

[0019]

[0020] Me described in the molecular formula is a methyl group.

specific Embodiment approach 2

[0021] Specific embodiment 2: This embodiment provides a preparation method of chalcone derivatives, the chemical name is 2′, 3-dihydroxy-4,4′, 5′, 6′-tetramethoxychalcone is Done as follows:

[0022] 1. Synthesis of 2,6-dimethoxybenzoquinone: K 3 Fe(CN) 6 Dissolve in water, then add 1,3,5-trimethylbenzene and acetone, stir at room temperature, and every three hours, add hydrogen peroxide with a mass fraction of 30%, stir for 15 hours, and precipitate a yellow-green solid; The separated yellow-green solid is decolorized with methanol to obtain yellow solid 2,6-dimethoxybenzoquinone at last; the K described in step one 3 Fe(CN) 6The mass ratio with water is (0.8~1.2): 5, the mass ratio of the 1,3,5-trimethylbenzene and water added is (1.6~1.75): 1, the acetone added and water The mass ratio is (9.5~10.5): 1, and the mass ratio of the hydrogen peroxide and water added with a mass fraction of 30% is (3~4): 1;

[0023] 2. Synthesis of 2,6-dimethoxy-p-hydroxybenzene: 2,6-dimet...

specific Embodiment approach 3

[0036] Specific embodiment three: the difference between this embodiment and specific embodiment two: K described in step one 3 Fe(CN) 6 The mass ratio with water is 1:5, the mass ratio of the added 1,3,5-trimethylbenzene and water is 1.68:1, and the mass ratio of the added acetone and water is 10:1, so The mass ratio of the added mass fraction of 30% hydrogen peroxide to water is 3.4:1. Others are the same as in the second embodiment.

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Abstract

The invention provides a preparation method of a chalcone derivative, relates to an preparation method of a chalcone, and aims at finding the chalcone derivative with the action of an inducer for inducing the apoptosis of the tumor cells. The preparation method of the chalcone derivative comprises: (1) synthesis of 2,6-dimethoxy quinone; (2) synthesis of 2,6-dimethoxy-p-hydroxybenzene; (3) synthesis of 2-hydroxy-4,6-dimethoxy-5-acetyl acetophenone complex; (4) synthesis of 3,6-dihydroxy-2,4-dimethoxy-acetophenone; (5) synthesis of 2-hydroxy-4,5,6-trimethoxy acetophenone; and (6) synthesis of 2',3-dihydroxy-4,4',5',6'-tetramethoxy chalcone. The preparation method provided by the invention is used for the preparation of 2',3-dihydroxy-4,4',5',6'-tetramethoxy chalcone and the inducer used for inducing the apoptosis of the tumor cells.

Description

technical field [0001] The invention relates to a chalcone and its preparation method and application field. Background technique [0002] Chalcone derivatives containing chalcone structure are products of cross-aldol condensation of aromatic aldehydes and ketones, and are important organic synthesis intermediates for the synthesis of various natural compounds. Due to its greater flexibility in molecular structure and the ability to bind to different receptors, it has a wide range of biological activities, including: anti-tumor, inhibition and scavenging of oxygen free radicals, antibacterial, anti-viral, anti-allergic, anti-ulcer and antispasmodic, etc. Biological activity, but most of the disclosed chalcone derivatives do not have the effect of inducing tumor cell apoptosis inducers, so finding chalcone derivatives with the effect of inducing tumor cell apoptosis inducers has become an important research topic. Contents of the invention [0003] In order to find chalcon...

Claims

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Application Information

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IPC IPC(8): C07C49/84C07C45/74A61K31/122A61P35/00
Inventor 龚显峰孙志忠天亮安巍巍
Owner HEILONGJIANG UNIV
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