Hydroxy propyl rutin derivatives and preparation process thereof

A technology of hydroxypropyl rutin and derivatives, which is applied in the field of medicine and achieves the effects of broad market development prospects, low cost and high yield

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

AI Technical Summary

Problems solved by technology

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

Method used

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

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0038] In a 500mL flask, add 5.5g NaOH and 250mL water, stir to dissolve. Then 46 g of rutin were added and stirred for 1.0 hour. 25 mL of propylene oxide was added dropwise with stirring, and the reaction was continued for 26 hours. Neutralize the reaction liquid with 2mol / L hydrochloric acid to neutral, desalt with ion exchange resin, concentrate under reduced pressure (20kPa), spray dry (not higher than 80°C), and obtain 38.6g of hydroxypropyl rutin.

Embodiment 2

[0040] In a 250mL flask, add 2.5gNaH, 200mL DMF (N,N-dimethylformamide), stir to dissolve. Then 12 g of partially methylated rutin were added and stirred until dissolved. 5 mL of 1-chloro-2-propanol was added dropwise with stirring, and the reaction was continued for another 30 hours. Neutralize the reaction liquid with 1mol / L sulfuric acid to neutrality, concentrate under reduced pressure, desalt and remove DMF with a chromatographic column, and dry in vacuum (20kPa) to obtain 9.2g of methyl-rutin containing hydroxypropyl components.

Embodiment 3

[0042] In a 250mL flask, add 1.5gKOH and 120mL water, stir to dissolve. Then 6 g of partially ethylated rutin was added and stirred until dissolved. 3 mL of propylene oxide 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) to recover n-butanol, and then vacuum-dry to obtain 4.2g hydroxypropyl Component ethyl-rutin.

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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 -CH3, -C2H5, -CH2CH2OH or -CH2CH(OH)CH3; at least one of R2, R3, R4, R5 is -CH2CH(OH)CH. The preparing method comprises the following steps: mixing up with birutan or birutan derivant and epoxypropane or 1-chlorine-2-optal to react; adopting one method of routine chromatogram, extraction, hyperfiltration, ion exchange, electrodialysis and hyperfiltration to remove salt; drying to get yellow or light yellow powder hydroxypropyl birutan derivant.

Description

technical field [0001] The invention relates to a rutin derivative and a preparation method thereof, in particular to a hydroxypropyl 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). Hydroxyethyl rutin is a com...

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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