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Hydroxy butyl rutin derivatives and preparation process thereof

A derivative, the technology of rutin, is applied in the field of medicine to achieve the effects of good water solubility and stability, high yield and broad market development prospects

Inactive Publication Date: 2006-09-27
SHANDONG NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] However, after retrieval, rutin derivatives other than hydroxyethyl rutin, especially hydroxybutyl rutin derivatives and their preparation, have not been reported

Method used

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  • Hydroxy butyl rutin derivatives and preparation process thereof
  • Hydroxy butyl rutin derivatives and preparation process thereof
  • Hydroxy butyl rutin derivatives and preparation process thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0039] In a 500mL flask, add 5.5g NaOH and 250mL water, stir to dissolve. Then 45 g of rutin were added and stirred for 1.0 hour. 26 mL of 1,2-epoxybutane was added dropwise under stirring, and the reaction was continued for 30 hours. Neutralize the reaction liquid with 2mol / L hydrochloric acid to neutral, desalt with ion exchange resin, then concentrate under reduced pressure (20kPa), heat (70°C), and spray dry (not higher than 80°C) to obtain 34.6g hydroxybutyrate base rutin.

Embodiment 2

[0041]In a 250mL flask, add 2.5gNaH, 200mL DMF, stir to dissolve. Then 13 g of partially methylated rutin were added and stirred until dissolved. 7 mL of 1,2-epoxybutane was added dropwise with stirring, and the reaction was continued for 24 hours. Neutralize the reaction solution with 1mol / L sulfuric acid to neutrality, concentrate under reduced pressure, desalt and remove DMF with a gel chromatography column, and dry in vacuum (20kPa) to obtain 8.3g of methyl-rutin containing hydroxybutyl components .

Embodiment 3

[0043] In a 250mL flask, add 1.5gKOH and 100mL water, stir to dissolve. Then 6 g of partially ethylated rutin was added and stirred until dissolved. 3 mL of 2,3-epoxybutane was added dropwise with stirring, and the reaction was continued for 12 hours. Use 2mol / L acetic acid to neutralize the reaction solution to neutrality, extract the water phase through n-butanol extraction, heat the n-butanol phase under reduced pressure (5kPa) (less than 80°C) to recover n-butanol, and then vacuum-dry to obtain 4.2 g of ethyl-rutin with hydroxybutyl component.

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Abstract

The invention discloses a hudroxybutyl birutan derivant and preparing method, wherein the R1 is rutinose; R2,R3,R4,R5 is H or -CH, -C2H5, -CH2CH2OH, -CH2CH(OH)CH3, -CH2CH(OH)CH2CH3, -CH(CH3)CH(OH)CH3; at least one of R2, R3, R4, R5 is -CH2CH (OH) CH2CH3 or -CH (CH3) CH (OH) CH3. The preparing method comprises the following steps: mixing up with birutan or birutan derivant and epoxybutane to react; adopting one method of routine chromatogram, abstraction, hyperfiltration, ion exchange, electrodialysis, hyperfiltration to remove salt; drying to get yellow or light yellow powder hudroxybutyl birutan derivant.

Description

technical field [0001] The invention relates to a rutin derivative and a preparation method thereof, in particular to a hydroxybutyl rutin derivative and a preparation method thereof, belonging to the field of medicine. Background technique [0002] Rutin, also known as rutin and vitamin P, has the functions of reducing capillary fragility and improving microcirculation. It can be used to treat hemorrhage caused by capillary fragility and as an auxiliary therapeutic agent for hypertension. [0003] Rutin has poor solubility in water (the solubility in cold water is 1 / 10,000), and its properties are unstable. It will slowly oxidize when exposed to air, and it is more likely to be oxidized and decomposed under alkaline conditions. Therefore, rutin is rarely used alone in clinical practice. Therefore, the chemical structure modification of rutin has been paid attention to. At present, there is a rutin derivative-hydroxyethyl rutin (ie troxerutin), and hydroxyethyl rutin is a ...

Claims

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Application Information

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IPC IPC(8): C07H17/07C07H1/00
Inventor 刘玉法
Owner SHANDONG NORMAL UNIV
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