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Preparation and application of ergosterin derivative

A technology for ergosterol and derivatives, applied in the field of compound preparation, can solve the problems of difficult quality control, complex and changeable components and the like

Inactive Publication Date: 2011-05-25
ZHEJIANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, because it is used as a whole, the ingredients are complex and changeable, the quality is difficult to control, and it is difficult to enter the international market. Therefore, the basic research on its active chemical substances is very important.

Method used

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  • Preparation and application of ergosterin derivative
  • Preparation and application of ergosterin derivative
  • Preparation and application of ergosterin derivative

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0030] A preparation method for separating and extracting new ergosterol derivatives ganodermasides C and D from Ganoderma lucidum spore powder of traditional Chinese medicine, the specific steps are:

[0031] 1) Crushing and extraction:

[0032] 1500g of traditional Chinese medicine Ganoderma lucidum spore powder was extracted with 10L of methanol (industrial grade) at room temperature for 5 days (with occasional shaking). After suction filtration and concentration, 111.1 g of crude methanol extract was obtained, which was equally divided into two parts for extraction, and extracted and separated twice with ethyl acetate (2500 ml) and water (2500 ml) alternately. A total of 75.7 g of crude ethyl acetate layer was obtained.

[0033] 2) Separation and purification:

[0034] The crude ethyl acetate layer was first separated by a silica gel open column (200-300 mesh, the following solvent systems by volume ratio, n-hexane:ethyl acetate=100:0, 90:10, 70:30, 50:50); Then, the sa...

Embodiment 1

[0037] Qualitative identification of the physical and chemical characteristics and chemical structure of compound 1 and compound 2 obtained in embodiment 1:

[0038] The structures of compounds 1 and 2 were confirmed by HR-MS, 1 H NMR, 13 Confirmed by C NMR, DEPT, H-HCOSY, HMBC, HSQC and HOHAHA.

[0039] Physical and chemical properties of compound 1: light yellow solid, molecular formula is C 28 h 38 o 3 ;HR ESI-TOF-MS: m / z 423.2877[M+H] + , theoretical value C 28 h 39 o 3 [M+H] + 423.2894. Infrared spectrum (KBr) value: 3500, 1678cm -1 ; Ultraviolet spectrum (solvent is methanol): the maximum absorption peak is 336nm; hydrogen spectrum and carbon spectrum data are shown in Table-1.

[0040] Physical and chemical properties of compound 2: light yellow solid, molecular formula is C 28 h 40 o 2 ;HR ESI-TOF-MS: m / z 409.3075[M+H] + , theoretical value C 28 h 41 o 2 : 409.3101. Infrared spectrum (KBr) value: 3455, 1635cm -1 ; Ultraviolet spectrum (solvent is me...

Embodiment 3

[0052] Compound 1 and Compound 2 significantly prolong the replicative lifespan of yeast cells in the in vitro screening model of anti-aging compounds.

[0053] Saccharomyces cerevisiae is a single-celled eukaryote, whose complete genome data has been obtained, and is currently a commonly used aging model organism. Its asymmetric division is often used to study its replicative lifespan, but requires the removal of daughter cells with a micromanipulator before the mother cell divides. The mutant strain of Saccharomyces cerevisiae (K6001) discovered by Stefanie, Jarolim et al. In the glucose medium, only the mother cell can divide to produce daughter cells, and the daughter cells cannot produce offspring, so just count the number of daughter cells under the microscope. The replicative lifespan of K6001 yeast cells could be determined. Therefore, K6001 yeast cells are very suitable as a model organism for screening anti-aging compounds. The present invention found that new ergo...

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Abstract

The invention provides an ergosterin derivative which is obtained by extraction, separation and purification from traditional Chinese medicine ganoderma lucidum spore powder. In the invention, an anti-aging yeast model, namely a K6001 yeast cell and a mutant strain thereof (delta uth1 and delta skn7) prove that the ergosterin derivative influences the gene expression of the UTH1 by regulating the activity of the Skn7 so as to prolong the duplicability life of yeast. The compound is used as a lead compound to optimize the structure, and can be used for preparing medicaments for delaying aging and preventing or / and treating aging diseases. The general structure formula of the ergosterin derivative is as shown in the specification.

Description

technical field [0001] The invention belongs to the preparation method of compounds, and relates to the preparation method of ergosterol derivative ganodermasides and the application in the preparation of anti-aging drugs. Background technique [0002] Since the implementation of family planning in the 1980s, along with the rapid growth of my country's economy and the great progress of science and technology, the proportion of my country's elderly population in the entire social population has increased relatively. Since 1994, the elderly population over the age of 60 in my country has exceeded 10% of the total population of the country, and has entered an aging society. According to the 2006 China Population Aging Development Trend Forecast Research Report, my country's existing elderly population has exceeded 160 million, and is increasing at a rate of nearly 8 million per year. It is predicted that by 2050, the total elderly population will exceed 400 million, and the agi...

Claims

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Application Information

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IPC IPC(8): C07J13/00A61K31/575A61P39/06
Inventor 戚建华翁玉芳向兰
Owner ZHEJIANG UNIV
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