Spirosolane type glycoalkaloid as well as preparation method and application thereof

A technology of spirosterane and alkaloids, which is applied in the field of preparation of glycoalkaloids, can solve the problems of complex components, component efficacy and mutual influence cannot be fully confirmed, and achieve the effect of single component and definite function

Inactive Publication Date: 2017-07-07
XIYUAN HOSPITAL OF CHINA ACAD OF CHINESE MEDICAL SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0005] The technical problem to be solved by the present invention is the defect that the components of the traditional Chinese medicinal plant extracts are complex, and the efficacy and mutual influence of all components cannot be full

Method used

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  • Spirosolane type glycoalkaloid as well as preparation method and application thereof
  • Spirosolane type glycoalkaloid as well as preparation method and application thereof
  • Spirosolane type glycoalkaloid as well as preparation method and application thereof

Examples

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Example Embodiment

[0063] Example 1

[0064] (3β, 22α, 25R)-spirostaline alkan-5-enyl-3-O-β-D-glucopyranosyl-(1→2)-O-β-D-pyran provided in this embodiment The preparation method of glucosyl-(1→4)-β-D-galactopyranoside includes the following steps:

[0065] (1) Take 10Kg of dried whole plant of Baiying, add 80L of ethanol aqueous solution with a volume concentration of 70%, reflux and extract 3 times, extract 2h each time, filter, and combine the filtrate; concentrate the above filtrate to a relative density of 1.05 at 50℃ Extract the extract, add 10 times the mass of the extract to disperse, filter, take the filtrate and add it to the D151 macroporous adsorption resin column, and then use 3 times the column volume of distilled water and 3 times the column volume of the 95% ethanol aqueous solution. , Discard the eluent, and then elute with 4 column volumes of an aqueous ethanol solution containing 6‰ hydrochloric acid with a volume fraction of 6‰. The volume concentration of ethanol in the aqueous h...

Example Embodiment

[0075] Example 2

[0076] (3β, 22α, 25R)-spirostaline alkan-5-enyl-3-O-β-D-glucopyranosyl-(1→2)-O-β-D-pyran provided in this embodiment The preparation method of glucosyl-(1→4)-β-D-galactopyranoside includes the following steps:

[0077] (1) Refined Total Alkali of Baiying: Take 10Kg of dried whole plant of Baiying, add 60L of 70% ethanol aqueous solution, reflux for 4 times, extract 2h each time, filter, and combine the filtrate; concentrate the above filtrate to 50℃ The relative density of the extract is 1.05. Add 8 times the mass of the extract to disperse in distilled water, filter, and add the filtrate to the D151 macroporous adsorption resin column. Use 2 times the column volume of distilled water and 4 times the column volume for a volume concentration of 95%. Elute with ethanol aqueous solution, discard the eluate, and then elute with 3 times the column volume of an ethanol aqueous solution containing a volume concentration of 6‰ hydrochloric acid, the volume concentration...

Example Embodiment

[0082] Example 3

[0083] (3β, 22α, 25R)-spirostaline alkan-5-enyl-3-O-β-D-glucopyranosyl-(1→2)-O-β-D-pyran provided in this embodiment The preparation method of glucosyl-(1→4)-β-D-galactopyranoside includes the following steps:

[0084] (1) Refined total alkali of Baiying: Take 10Kg of dried whole plant of Baiying, add 100L of 70% ethanol aqueous solution, and extract twice, extract 2h each time, filter, and combine the filtrate; concentrate the above filtrate to 50℃ The relative density of the extract is 1.05, add 12 times the mass of the extract to disperse in distilled water, filter, take the filtrate and add it to the D151 macroporous adsorption resin column, use 4 times the column volume of distilled water and 2 times the column volume successively to make the volume concentration 95% Elute with ethanol aqueous solution, discard the eluate, and then elute with 5 column volume of ethanol aqueous solution containing 6‰ hydrochloric acid in volume fraction. The volume concentra...

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Abstract

The invention provides spirosolane type glycoalkaloid (3 beta, 22 alpha, 25R)-spirosolane-5-alkenyl-3-O-beta-D-glucopyranosyl-(1-2)-O-beta-D-glucopyranosyl-(1-4)-beta-D-galactopyranoside as well as a preparation method and application thereof. The spirosolane type glycoalkaloid has an inhibiting effect on human lung adenocarcinoma cells A549, human large cell lung carcinoma cells H460 and human lung squamous carcinoma cells SK-MES-1; the semi-inhibitory concentration of the cells A549 is 61.53 [mu]g/ml; the semi-inhibitory concentration of the cells A460 is 159.11 [mu]g/ml; the semi-inhibitory concentration of the cells SK-MES-1 is 81.64 [mu]g/ml. Visibly, the (3 beta, 22 alpha, 25R)-spirosolane-5-alkenyl-3-O-beta-D-glucopyranosyl-(1-2)-O-beta-D-glucopyranosyl-(1-4)-beta-D-galactopyranoside prepared by the preparation method provided by the invention and a preparation thereof can be used for treating non-small cell lung cancers.

Description

technical field [0001] The invention belongs to the technical field of preparation methods of glycoside alkaloids and medicinal applications, and in particular relates to a spirosteroid alkaloid type glycoside alkaloids and a preparation method and application thereof. Background technique [0002] Glycoalkaloids are mainly distributed in plants of Solanaceae and Liliaceae, and are composed of hydrophobic aglycones and hydrophilic oligosaccharide chains. The aglycones include spirostanoids, solanesines and other steroidal derivatives Three kinds, the oligosaccharide chain is composed of 3 to 4 monosaccharides, which is a steroidal saponin. Plants synthesize glycoalkaloids mainly to defend against the invasion of microorganisms, animals and insects. Therefore, glycoalkaloids have certain toxicity, but at the same time, they also have the functions of lowering cholesterol and high blood pressure, anti-inflammation, promoting blood circulation and analgesia, anti-allergic, It ...

Claims

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Application Information

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IPC IPC(8): C07J71/00A61K31/706A61P35/00
CPCC07J71/0005
Inventor 王建农韩林
Owner XIYUAN HOSPITAL OF CHINA ACAD OF CHINESE MEDICAL SCI
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