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1,2,3-Triazole-flavonoid compound-sophocarpidine ternary conjugate and use

A technology of flavonoids and matrine, applied in organic chemistry, drug combination, antineoplastic drugs, etc., can solve the problems of large side effects, large individual differences, and easy metastasis

Active Publication Date: 2015-03-04
INST OF BIOMEDICAL ENG CHINESE ACAD OF MEDICAL SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Due to the complex pathogenesis of malignant tumors and large individual differences, it poses a great challenge to treatment
[0003] Current tumor treatment methods include: 1) surgical treatment, which cannot treat hematological tumors and metastatic tumors; 2) radiation therapy, currently commonly used clinically, X-rays and γ-rays are used, but this treatment method is prone to metastasis , difficult to cure, and side effects
3) Photodynamic therapy, which is a tumor treatment plan that combines specific light sources, oxygen molecules and photosensitizers, has been used clinically to treat superficial tumors such as ophthalmology and skin cancer, but is limited to the types of photosensitizers available and specific light sources, the application of this treatment is very limited
Currently, paclitaxel is the first-line clinical drug, but it faces exhaustion of resources, and it is necessary to seek new alternatives or more effective new varieties

Method used

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  • 1,2,3-Triazole-flavonoid compound-sophocarpidine ternary conjugate and use
  • 1,2,3-Triazole-flavonoid compound-sophocarpidine ternary conjugate and use
  • 1,2,3-Triazole-flavonoid compound-sophocarpidine ternary conjugate and use

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0053] Example 1 4-propargyloxyacetophenone

[0054] Dissolve 5.0g of 4-hydroxyacetophenone in 50mL of acetone, add 10.2g of anhydrous potassium carbonate, stir at room temperature for 10min, add 6.6g of 80% 3-bromopropynyl toluene solution dropwise under nitrogen protection, stir at 50°C for 2h, filter and take The filtrate was concentrated to obtain a light yellow solid, which was recrystallized from ethanol-petroleum ether to obtain 6.1 g of 4-propargyloxyacetophenone, with a yield of 96% (see figure 1 ).

Embodiment 2

[0055] Example 2 4-propargyloxy-2-hydroxyacetophenone

[0056] Dissolve 25.0 g of 2,4-dihydroxyacetophenone in 350 mL of acetone, add 27.3 g of anhydrous potassium carbonate, stir at room temperature for 10 min, slowly add 23.2 g of 80% 3-bromopropynyl toluene solution dropwise under nitrogen protection, and stir at room temperature for 24 h , filtered to get the filtrate, concentrated to obtain a tan solid, and recrystallized from ethanol-petroleum ether to obtain 24.4g of 4-propargyloxy-2-hydroxyacetophenone, with a yield of 78% (see figure 2 ).

Embodiment 3

[0057] Example 3 4-propargyloxybenzaldehyde

[0058] Dissolve 5.0g of 4-hydroxybenzaldehyde in 50mL of acetone, add 5.8g of anhydrous potassium carbonate, stir at room temperature for 10min, add dropwise 7.3g of 80% 3-bromopropynyl toluene solution under nitrogen protection, stir at 50°C for 1h, and filter to obtain the filtrate , concentrated to obtain light yellow solid, ethanol-petroleum ether recrystallization, obtain 4-propargyloxybenzaldehyde 5.9g, yield 90% (synthetic route diagram sees image 3 ).

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PUM

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Abstract

The invention discloses a 1,2,3-triazole-flavonoid compound-sophocarpidine ternary conjugate and the use. The 1,2,3-triazole-flavonoid compound-sophocarpidine ternary conjugate has a structure as shown in the specification. The 1,2,3-triazole-flavonoid compound-sophocarpidine ternary conjugate has high-efficiency antitumor activity and a potential application value in the aspect of antitumor drug development. The 1,2,3-triazole-flavonoid compound-sophocarpidine ternary conjugate has a remarkable effect in the antitumor aspect, and can be applied to preventing and treating a plurality of clinically common tumors such as breast cancer, lung cancer, cervical cancer and liver cancer.

Description

technical field [0001] The present invention belongs to the field of organic synthesis and medicine, in particular to 1,2,3-triazole-flavonoids-matrine ternary conjugate and its application for tumor treatment, especially to 1,2,3-triazole Application of the azole-flavonoid compound-matrine ternary conjugate in the preparation of antitumor drugs. Background technique [0002] The "2013 China Cancer Registration Annual Report" released in April 2014 showed that in 2010, there were 3.09 million new cancer cases in my country and about 2 million deaths. Cancer has become a common disease [1] . Due to the complex pathogenesis of malignant tumors and large individual differences, it poses a great challenge to the treatment. [0003] Current tumor treatment methods include: 1) surgical treatment, which cannot treat hematological tumors and metastatic tumors; 2) radiation therapy, currently commonly used clinically, X-rays and γ-rays are used, but this treatment method is prone t...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D471/22A61P35/00
CPCC07D471/22
Inventor 刘天军赵力挥毛丽娜纪海莹
Owner INST OF BIOMEDICAL ENG CHINESE ACAD OF MEDICAL SCI
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