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Formononetin derivative, preparation method and application thereof

The technology of a compound and structural formula, applied in the field of formononetin derivatives and their preparation, can solve the problems of large side effects and limited curative effect, and achieve the effects of preventing and treating pulmonary fibrosis, reducing the content, alveolitis and reducing the degree of fibrosis.

Inactive Publication Date: 2015-09-16
BINZHOU MEDICAL COLLEGE
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Clinically, it mainly relies on supportive treatment and hormone therapy, with limited curative effect and relatively large side effects

Method used

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  • Formononetin derivative, preparation method and application thereof
  • Formononetin derivative, preparation method and application thereof
  • Formononetin derivative, preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0019] Embodiment 1. Preparation of formononetin-7-salvianolic acid ester

[0020] Add formononetin to 4 times the amount of pyridine, stir to dissolve, add 1.2 times the amount of danshensu, and add DCC as an activator at a ratio of 1%, and react for 1 hour. The reaction solution was poured into 30 times the amount of saturated NaCl solution, allowed to stand, precipitated, and suction filtered. After the filter cake is washed with 20 times the amount of saturated NaCl solution to be nearly neutral, add 10 times the amount of water, heat and stir to dissolve, filter while it is hot, refrigerate at low temperature for crystallization, and filter. Add 10 times the amount of water to the filter cake, heat to dissolve, filter while it is hot, refrigerate at low temperature to crystallize, and filter. The filter cake was recrystallized with 8 times the amount of 70% ethanol, filtered, dried under reduced pressure at 100°C, and pulverized to obtain the obtained product.

[0021] ...

Embodiment 2

[0022] Example 2. Preparation of formononetin-7-salvianolic acid ester

[0023] Add formononetin to 10 times the amount of acetone, stir to dissolve, add 2.0 times the amount of danshensu, and add DMAP as an activator at a ratio of 5%, and react for 1 hour. The reaction solution was poured into 30 times the amount of saturated NaCl solution, allowed to stand, precipitated, and suction filtered. After the filter cake is washed with 20 times the amount of saturated NaCl solution to be nearly neutral, add 20 times the amount of water, heat and stir to dissolve, filter while it is hot, refrigerate at low temperature for crystallization, and filter. Add 20 times the amount of water to the filter cake, heat to dissolve, filter while it is hot, refrigerate at low temperature to crystallize, and filter. The filter cake was recrystallized with 10 times the amount of 95% methanol, filtered, dried under reduced pressure at 60°C, and pulverized to obtain the obtained product.

[0024] I...

Embodiment 3

[0025] Example 3. Preparation of formononetin-7-salvianolic acid ester

[0026] Add formononetin into 10 times the amount of chloroform, stir to dissolve, add 1.0 times the amount of danshensu, and add 1% EDCI as an activator, and react for 3 hours. The reaction solution was poured into 30 times the amount of saturated NaCl solution, allowed to stand, precipitated, and suction filtered. After the filter cake is washed with 20 times the amount of saturated NaCl solution to be nearly neutral, add 20 times the amount of water, heat and stir to dissolve, filter while it is hot, refrigerate at low temperature for crystallization, and filter. Add 20 times the amount of water to the filter cake, heat to dissolve, filter while it is hot, refrigerate at low temperature to crystallize, and filter. The filter cake was recrystallized with 8 times the amount of 95% acetone, filtered, dried under reduced pressure at 60°C, and pulverized to obtain the obtained product.

[0027] In order to...

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Abstract

The invention relates to a formononetin derivative, a preparation method and an application thereof, and concretely relates to a formononetin-7-salvianolic acid ester, a preparation method and an application of formononetin-7-salvianolic acid ester for preparing medicines for preventing and / or treating idiopathic pulmonary fibrosis. The method is characterized in that formononetin-7-salvianolic acid ester is given to rats with pulmonary fibrosis, extrinsic allergic alveolitis and fibration degree of the rat lung tissues can be obviously mitigated, hydroxyproline (HYP) content in lung tissues and serum can be obviously reduced, total antioxidation capability (T-AOC) is obviously enhanced; and formononetin-7-salvianolic acid ester can obviously inhibit activation of myofibroblast induced by TGF-beta 1 and can promote the apoptosis. The formononetin-7-salvianolic acid ester has certain lung fibration prevention and treatment effects.

Description

technical field [0001] The invention relates to a formononetin derivative and its preparation method and use, in particular to a formononetin-7-salvianolic acid ester, its preparation method and its use in the preparation of preventing and / or treating idiopathic pulmonary fibrosis application in pharmaceuticals. Background technique [0002] Idiopathic pulmonary fibrosis (IPF) is a disease of unknown cause, characterized by diffuse alveolitis and alveolar structural disorder that eventually leads to pulmonary interstitial fibrosis. The most serious form of manifestation can be divided into acute, subacute and chronic according to the course of the disease, and subacute and chronic types are more common in clinical practice. The disease is mostly sporadic, with an incidence rate of 3-5 / 100,000, accounting for about 65% of all interstitial lung diseases, and the prognosis of the disease is poor. Even if early cases respond to hormone therapy, the survival period is generally ...

Claims

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Application Information

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IPC IPC(8): C07D311/36C07D311/40A61P11/00
CPCC07D311/36C07D311/40
Inventor 吕长俊张瑾锦宋晓冬曲桂武
Owner BINZHOU MEDICAL COLLEGE
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