Method for extracting and preparing N-methyl-1-deoxy noijirimycin

A technology of deoxynojirimycin and methyl, which is applied in the direction of organic chemistry and can solve the problems of low yield, inability to realize industrial production, and complex process

Inactive Publication Date: 2006-01-04
车庆明
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

The method is complex in process, low in yield

Method used

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  • Method for extracting and preparing N-methyl-1-deoxy noijirimycin

Examples

Experimental program
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Effect test

Embodiment 1

[0016] Preparation of N-methyl-1-deoxynojirimycin from mulberry leaves.

[0017] Specific preparation process:

[0018] One kilogram of mulberry leaves, add 15 times of water, soak, heat and extract twice, each time for 2 hours, filter, concentrate to about 1 liter, add 1 liter of ethanol, and separate the supernatant with a strong acid cation exchange resin column, first Elute with 8 liters of water, then elute with 0.3M ammonia water, collect the ammonia water eluate, add 10ml each of formaldehyde and acetic acid after concentration, keep warm at 80°C for 3 hours, separate with strong acid anion exchange resin, elute with water, and Every 300ml is collected as a part, and detected by thin layer chromatography (TLC method), PrOH-AcOH-H 2 O (4:1:1) is the developer. The combined Rf value was 0.23, and the ninhydrin showed a purple-red part, which was concentrated to obtain N-methyl-1-deoxynojirimycin (1510 mg).

Embodiment 2

[0020] Extract N-methyl-1-deoxynojirimycin from Cortex Morus alba.

[0021] Specific preparation process:

[0022] One kilogram of Cortex Mori, add 10 times the amount of water, heat at 95°C to extract twice, each time for 2 hours, filter, concentrate to 1 liter, add 1 liter of ethanol, and separate the supernatant with a strong acid cation exchange resin column , first eluted with 5 liters of water, then eluted with 0.5M ammonia water, collected the ammonia water eluate, concentrated, added 15ml each of formaldehyde and formic acid, heated at 60°C for 5 hours, separated with strong acid anion exchange resin, and eluted with water. Collect every 300ml as a part, detect with thin layer chromatography (TLC method), PrOH-AcOH-H 2 O (4:1:1) is the developer. The combined Rf value was 0.23, and the ninhydrin showed a purple part, which was concentrated to obtain N-methyl-1-deoxynojirimycin (1780 mg).

Embodiment 3

[0024] N-methyl-1-deoxynojirimycin was extracted by soaking at room temperature.

[0025] Specific preparation process:

[0026] One kilogram of mulberry leaves, 15 times of water, extracted twice at room temperature, 24 hours each time, filtered, concentrated to about 1 liter, added 1 liter of methanol, and the supernatant was separated with a strong acid cation exchange resin column, and first eluted with 5 liters of water , then elute with 0.2M ammonia water, collect the ammonia water eluate, add 10ml each of formaldehyde and acetic acid after concentration, heat at 70°C for 5 hours, separate with strong acid anion exchange resin after concentration, and elute with water, with each 300m1 as a part Collect, detect with thin layer chromatography (TLC method), PrOH-AcOH-H 2 O (4:1:1) is the developer. The combined Rf value was 0.23, and the ninhydrin showed a purple-red part, which was concentrated to obtain N-methyl-1-deoxynojirimycin (950 mg).

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Abstract

The method of extracting and preparing N-methyl-1-deoxy nojirimycin includes the following steps: A. crushing mulberry plant material, soaking in water, filtering and concentrating filtrate to obtain concentrate; B. precipitating the concentrate with alcohol, separating the supernatant with cationic exchange resin, water washing, and eluting with 0.2-0.5 M concentration ammonia solution; C. collecting concentrating the ammonia solution eluted liquid; D. adding formaldehyde and acetic acid or formic acid to the concentrate of the last step, maintaining at 40-90 deg c for 1-10 hr and separating with cationic exchange resin to obtain N-methyl-1-deoxy nojirimycin. The method has simple technological process and high yield, and is suitable for industrial production.

Description

technical field [0001] The present invention relates to methods for extracting compounds from plants. Specifically, it is a method of extracting N-methyl-1-deoxynojirimycin from a plant of the genus Morus. Background technique [0002] N-methyl-1-deoxynojirimycin (hereinafter referred to as N-Me-DNJ) exists in Morus plants, and the compound is contained in Morus alba, mulberry leaves, mulberry branches and mulberries. It has been reported that the compound has the obvious effect of inhibiting the rise of blood sugar, and also has the effect of anti-AIDS virus (HIV). Therefore, it can be used to prepare medicines for treating and preventing diabetes and AIDS. [0003] However, since no one has extracted and isolated a large amount of it from Morus plants, its application in the pharmaceutical field is limited. For example, Naoki Asano provides a method, which is to extract with 50% methanol aqueous solution, and the extract is repeatedly separated by different anion and ca...

Claims

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Application Information

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IPC IPC(8): C07D211/40
Inventor 车庆明
Owner 车庆明
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