(E)-1-(3,5-dimethoxyphenyl)-2-(3,5-dihydroxy-4-methoxyphenyl)ethylene, and preparation method and application thereof

A technology of dimethoxyphenyl and methoxyphenyl, which is applied in the field of pharmaceutical applications to achieve the effect of small molecular weight, novel structure and simple structure

Active Publication Date: 2013-02-27
SHANGHAI INST OF MATERIA MEDICA CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The exact mechanism of neuron death in PD is still unclear, but studies suggest that oxidative stress, mitochondrial dysfunction, and excitotoxicity in the brain may be the triggers and mediate the pathogenesis of PD. [20]

Method used

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  • (E)-1-(3,5-dimethoxyphenyl)-2-(3,5-dihydroxy-4-methoxyphenyl)ethylene, and preparation method and application thereof
  • (E)-1-(3,5-dimethoxyphenyl)-2-(3,5-dihydroxy-4-methoxyphenyl)ethylene, and preparation method and application thereof
  • (E)-1-(3,5-dimethoxyphenyl)-2-(3,5-dihydroxy-4-methoxyphenyl)ethylene, and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

preparation Embodiment 1

[0027] Preparation Example 1: Isolation of (E)-1-(3,5-dimethoxyphenyl)-2-(3,5-dihydroxy- 4-methoxyphenyl)ethylene

[0028] 10Kg dried neem branches and leaves were crushed and extracted 3 times at room temperature with 95% ethanol, and the ethanol was evaporated to obtain 440 grams of extract, the extract was distributed with ethyl acetate and water (1:1), after the organic phase was evaporated to dryness, it was placed on the MCI column The above was eluted with a gradient of 30%-50% methanol, each fraction was subjected to silica gel column chromatography (dichloromethane / methanol=50:1-30:1), and the obtained fractions were purified by reverse-phase silica gel (RP-18, 60 % methanol) to obtain a crude sample of (E)-1-(3,5-dimethoxyphenyl)-2-(3,5-dihydroxy-4-methoxyphenyl)ethene, which was then used Sephadex LH-20, methanol (100%) was purified to obtain 120 mg of the final compound.

preparation Embodiment 2

[0029] Preparation Example 2: Isolation of (E)-1-(3,5-dimethoxyphenyl)-2-(3,5-dihydroxy-4) having the structure of Formula I from Melia azedarach Linn. -methoxyphenyl)ethylene

[0030] 5.0Kg of dried palm sunflower fruit, crushed and extracted 3 times at room temperature with 95% ethanol, steamed off ethanol to obtain 400 grams of extract, distributed with ethyl acetate and water (1: 1), and obtained 70 grams of acetic acid after the organic phase was evaporated to dryness The ethyl ester part and the ethyl acetate part were eluted on a silica gel column with a petroleum ether / acetone system gradient to (E)-1-(3,5-dimethoxyphenyl)-2-(3,5- The pure product of dihydroxy-4-methoxyphenyl)ethylene was used as a control sample, and was detected by silica gel thin-layer chromatography (developing solvent: dichloromethane / methanol=30:1) as the basis for collecting each fraction, and was collected to obtain 5 parts A-F, where the main compound of part F is (E)-1-(3,5-dimethoxyphenyl)-...

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Abstract

Disclosed are new (E)-1-(3,5-dimethoxyphenyl)-2-(3,5-dihydroxy-4-methoxyphenyl) ethylene with following structure formula (I) and its preparation method and use in the manufacture of a medicament for preventing and / or treating neurodegenerative diseases. It is proved by test that the compound has great protective effect on neurons and can markedly improve the learning and memory disorder in mice induced by scopolamine. Therefore, the compound has likely preventing and / or treating effect on neurodegenerative diseases and has potential use in the fields of pharmaceutics.

Description

technical field [0001] The invention belongs to the technical field of pharmaceutical application, in particular to a new compound (E)-1-(3,5-dimethoxyphenyl)-2-(3,5-dihydroxy-4-methoxybenzene Base) ethylene (English name: (E)-1-(3,5-dimethoxyphenyl)-2-(3,5-dihydroxyl-4-methoxyphenyl)ethylene) and its preparation method and its use in the preparation of prevention and / or treatment Use in medicine for neurodegenerative diseases. Background technique [0002] Neurodegenerative diseases (ND) are a group of chronic, degenerative neurological diseases based on primary neuron degeneration. Although the lesion sites and causes of these diseases are different, neurodegeneration is their common denominator. Such diseases mainly include Alzheimer's disease (AD), Parkinson's disease (Parkinson's, PD), Huntington's chorea (Huntington disease) and the like. AD and PD are two common neurodegenerative diseases, and their onset is closely related to age. With the increasing aging of the...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C43/23C07C41/36A61K31/09A61P25/28A61P25/16
CPCC07C43/23C07C41/34A61P25/14A61P25/16A61P25/28
Inventor 岳建民唐希灿杨升平章海燕袁涛龚琦苏祖尚
Owner SHANGHAI INST OF MATERIA MEDICA CHINESE ACAD OF SCI
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