Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Furostan-type saponin derivatives and uses thereof

A furostane type and derivative technology, applied in the field of steroidal saponin derivatives, can solve problems such as no depression, little relationship between chemical structure and pharmacodynamic mechanism, etc.

Active Publication Date: 2015-08-19
SHANGHAI INST OF MATERIA MEDICA CHINESE ACAD OF SCI
View PDF5 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

But so far no new traditional Chinese medicine for the treatment of depression has been marketed, and there are few research reports on the relationship between chemical structure and pharmacodynamic mechanism in this regard

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Furostan-type saponin derivatives and uses thereof
  • Furostan-type saponin derivatives and uses thereof
  • Furostan-type saponin derivatives and uses thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0084] The preparation of embodiment 1 furostane type saponin monosaccharide derivative

[0085]

[0086] Using timosaponin B-Ⅲ as the reaction starting material to prepare furostane-type saponin monosaccharide derivatives, the specific steps are as follows:

[0087] (1) Dissolve 0.05mol timosaponin B-Ⅲ in 300mL methanol solution (water or 30v / v% ethanol solution or 1w / v% Tween solution) with a volume ratio of 10v / v%, and add 0.5mL-1mL Concentrated sulfuric acid, react at 80°C-150°C for 1 hour-6 hours.

[0088] (2) Adjust the above reaction solution to pH 6-7 with sodium hydroxide.

[0089] (3) Use 900mL-1200mL n-butanol to extract the solution obtained after neutralization in step (2) three times, and concentrate the extract under reduced pressure until evaporated to dryness to obtain furostane-type saponin monosaccharide derivative 2 (NMR: see Table 1 ).

[0090] (4) Dissolve the obtained furostane-type saponin monosaccharide derivative 2 solid in water, and make it ad...

Embodiment 2

[0092] Preparation of embodiment 2 furostane type saponin monosaccharide derivatives

[0093]

[0094] Using timosaponin B-Ⅲ as the reaction starting material to prepare furostane-type saponin monosaccharide derivatives, the specific steps are as follows:

[0095] (1) Dissolve 0.05mol timosaponin B-Ⅲ in 300ml methanol solution (water or 30v / v% ethanol solution or 1w / v% Tween solution) with a volume ratio of 10v / v%, add 2ml-4ml concentrated Hydrochloric acid, react at 80°C-150°C for 1 hour-6 hours.

[0096] (2) Adjust the above reaction solution to pH 6-7 with sodium hydroxide.

[0097] (3) Use 900ml-1200ml of n-butanol to extract the solution obtained after neutralization in step (2) three times, and concentrate the extract under reduced pressure until evaporated to dryness to obtain furostane-type saponin monosaccharide derivative 2 (NMR: see Table 1 for details) ).

[0098] (4) Dissolve the obtained furostane-type saponin monosaccharide derivative 2 solid with water, a...

Embodiment 3

[0100] Preparation of embodiment 3 furostane type saponin monosaccharide derivatives

[0101]

[0102]

[0103] Using timosaponin A Ⅰ as the reaction starting material to prepare furostane-type saponin monosaccharide derivatives, the steps are as follows:

[0104] (1) Dissolve 0.05mol timosaponin A I saponin 3 and 0.06mol-0.1mol tert-butyldimethylchlorosilane in 200ml-250ml DMF, and react at 60°C-90°C for 8 hours-10 hours; Add 600ml-800ml of petroleum ether to the reaction solution, then wash twice with 900ml water and once with 600ml NaCl aqueous solution. The organic phase was separated and dried over anhydrous sodium sulfate. After filtering, the filtrate was evaporated to remove the solvent under reduced pressure.

[0105] (2) Combine the product obtained in step (1) and 0.8mol-1.1mol NaHCO 3 Dissolve in 700ml dichloromethane, acetone, 1mmol / L Na at a ratio of 1:1:1 2 In the mixed solution of EDTA; Dissolve 1mmol / L-3mmol / L Na 2 Add EDTA solution to the reaction ...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

PropertyMeasurementUnit
diameteraaaaaaaaaa
Login to View More

Abstract

A furostanol saponin derivative; the structure thereof is as represented by formula (I). Experimentation proves that the furostanol saponin derivative is provided with significant antidepressant pharmacological activity, can be used as an active ingredient to be prepared into a medicament, food, and healthcare product, and, either separately or in conjunction with other substances, can be used for preventing and treating depression.

Description

technical field [0001] The invention relates to a steroidal saponin derivative, in particular to a furostane-type saponin derivative and its epimer, and the application of these derivatives in preventing and treating depression. Background technique [0002] Anemarrhena (also known as rabbit oil grass, Chuandilong) is the dry rhizome of Anemarrhena asphodeloides, a plant of the Liliaceae family. According to "Flora", it is bitter and cold in nature, and has the effects of nourishing yin and reducing fire, moistening dryness and smoothing intestines, and facilitating defecation. [0003] The main chemical components of Chinese herbal medicine Anemarrhena include steroidal saponins, diphenylpyrone, polysaccharides and lignin, such as: timosaponin (timosaponin) A-Ⅰ, A-Ⅱ, A- Ⅲ, A-Ⅳ, B-Ⅰ, B-Ⅱ and B-Ⅲ, among them, the structures of timosaponin A-Ⅱ and A-Ⅳ are still unknown. And timosaponin (amemarsaponin) A2, that is, marcosapogenin-3-O-β-D-glucopyranosyl (1→2)-β-D-galactopyrano...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Patents(China)
IPC IPC(8): C07J17/00C07J9/00C07J51/00C07J31/00C07J41/00A61K31/7032A61K31/575A61K31/661A61P25/24A23L1/30
CPCC07J9/00A61P25/24C07J17/005C07J31/006C07J41/0055C07J51/00C07J71/0005
Inventor 黄成钢吴斌范明松李志雄孙兆林陈明苍
Owner SHANGHAI INST OF MATERIA MEDICA CHINESE ACAD OF SCI
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com