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

Bean-curd pectin analogue and its use in medicine for preventing depression

A technology of tofu fruit glycosides and analogues, which is applied in the field of tofu fruit glycoside analogues and their application in antidepressant drugs, and can solve the problems of unretrieved and few in-depth studies

Active Publication Date: 2007-09-05
KUNMING BAKER NORTON PHARMA
View PDF0 Cites 7 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The research on tofu glucoside was mainly concentrated in the 1980s. In recent years, there have been fewer studies and fewer in-depth studies; at present, there are no reports on the antidepressant structure-activity relationship of tofu glucoside analogues at home and abroad.

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
  • Bean-curd pectin analogue and its use in medicine for preventing depression
  • Bean-curd pectin analogue and its use in medicine for preventing depression
  • Bean-curd pectin analogue and its use in medicine for preventing depression

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0130] Embodiment 1: Synthesis of O-tetraacetyl tofu glucoside (2a)

[0131] First add 1.0g tofu glucoside (1, 3.5mmol) anhydrous pyridine 2mL into a round bottom flask, stir until completely dissolved, then add 2.5g acetic anhydride (25mmol, excess) dropwise, react at room temperature for 12h, follow up to the reaction by TLC relatively complete. After pouring into 50 mL of ice water and stirring for 30 min, the chloroform layer was separated and extracted. After being washed twice with water, dried over anhydrous magnesium sulfate, the solvent was evaporated to dryness under reduced pressure to obtain a light yellow syrupy substance, which was then recrystallized with 95% ethanol to obtain a white solid powder 2a with a yield of 56%. mp 135-136°C. Anal. Calcd for C 21 h 24 o 11 : C55.75, H5.35; found: C55.79, H5.26; IR (KBr, cm -1 )υ: 1752, 1693, 1601, 1506, 1224, 1157, 1127, 1085, 914, 876; 1 H NMR (CDCl 3 , 300MHz) δ: 9.91(s, 1H, CHO), 7.85(d, J=8.6Hz, 2H, ArH), 7....

Embodiment 2

[0132] Example 2: Synthesis of O-tetrabenzoyl tofu glucoside (2b)

[0133]First add 1.0g (3.5mmol) tofu glucoside and 20mL chloroform into a 50mL three-necked flask. Under stirring at room temperature, 3.5 g (25 mmol) of benzoyl chloride and 4 mL of anhydrous pyridine were successively added through a constant pressure funnel. After reacting at room temperature for 24 hours, TLC tracked that the reaction was relatively complete. 10 mL of methanol was added to terminate the reaction, and after stirring for 10 min, the solvent was spun to dryness to obtain an oily substance. After adding 60 mL of chloroform to dilute, wash with dilute hydrochloric acid aqueous solution, saturated sodium bicarbonate solution, and ice water successively. After the chloroform layer was dried over anhydrous magnesium sulfate, the solvent was evaporated to dryness by rotary evaporation to obtain a light yellow syrupy substance. The white solid powder 2b was separated by silica gel column chromatog...

Embodiment 3

[0134] Example 3: Synthesis of O-tetrabenzyl tofu glucoside (2c)

[0135] Add 3.5mmol tofu glucoside, 0.43g (1.33mmol) of tetrabutylammonium bromide, and 7.0g (30mmol) of potassium hydroxide into a 50mL round-bottomed flask filled with 10mL of dry dichloromethane and stir for 10min, then slowly drop Add benzyl bromide (2.4 mL, 17.5 mmol) in 5 mL dichloromethane solution, and stir the reaction at room temperature for 5 h. Finally, the reactant was poured into 50 mL of ice water, the organic phase was extracted and separated, washed twice with water, dried by adding anhydrous magnesium sulfate, and evaporated to dryness under reduced pressure to obtain light yellow syrup. Then, it was separated by silica gel column chromatography to obtain a colorless transparent syrup, 2c, with a yield of 56%. IR (KBr, cm -1 )υ: 1693, 1601, 1505, 1308, 1245, 1161, 1094, 832, 737, 698; 1 H NMR (CDCl 3 , 300MHz) δ: 9.90(s, 1H, CHO), 8.04-7.92, 7.67-7.29, (m, 20H, ArH), 7.73(d, J=8.6Hz, 2H, Ar...

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
melting pointaaaaaaaaaa
Login to View More

Abstract

An application of helicidum analog in preparing medicines for preventing and treating depression is disclosed. Its chemical structure is also disclosed.

Description

technical field [0001] The invention relates to tofu glucoside analogs and their application in antidepressants. technical background [0002] With the intensification of various emergency factors, depression has become a common disease in modern society, with a high incidence rate, and its incidence rate is rising rapidly. It is estimated that by 2020, depression will be the second major disease (after ischemic heart disease) that endangers human health and shortens life span. Most of the antidepressants that have been on the market have defects such as narrow antidepressant spectrum, large side effects, high drug price and easy relapse. Therefore, the research and development of antidepressants at home and abroad pay more and more attention to traditional medicines, including Chinese herbal medicines and ethnic medicines. [0003] Tofu fruit glycoside (Helicid) comes from the traditional medicine of the Jingpo people in Yunnan, my country. It belongs to the active ingred...

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 Applications(China)
IPC IPC(8): C07H15/203C07H15/26C07D239/60A61K31/7034A61K31/7052A61K31/505A61P25/24
Inventor 闻环王子厚阙灵彭文烈宋化灿曹日晖童九翠谢海棠江云艳孙瑞元李云峰杨红菊赵楠罗质朴戴晓畅胡利昆张利生王艳华
Owner KUNMING BAKER NORTON PHARMA
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