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Compound provided with benzogeijerene skeleton and preparation method thereof

A technology of benzylicene and compound, applied in the direction of organic chemistry and the like, can solve the problem that the anti-HCV activity of compound structure has not been reported, and achieve the effects of simple and easy separation method, novel structure and high yield.

Inactive Publication Date: 2013-01-16
KUNMING UNIV OF SCI & TECH
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] So far, the structure and anti-HCV activity of the compounds involved in the present invention have not been reported yet

Method used

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  • Compound provided with benzogeijerene skeleton and preparation method thereof
  • Compound provided with benzogeijerene skeleton and preparation method thereof
  • Compound provided with benzogeijerene skeleton and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025] A. Dried 20 kg Xinjiang comfrey ( A. euchroma ) After the stem bark is crushed, according to the mass / volume ratio (kg / L) of comfrey powder: ethanol aqueous solution = 1:2, fully mix 40 L of ethanol aqueous solution with a volume concentration of 95% and 20 kg of Xinjiang comfrey powder, Soak at room temperature for 24 hours to obtain an extract, repeat the extraction for 3 times, and combine the extracts;

[0026] B. Concentrate the extract in step A under reduced pressure as usual, recover ethanol until there is no ethanol smell, and then use petroleum ether to repeatedly extract the extract at room temperature according to the volume ratio of extract:petroleum ether=1:1 Second, after recovering the petroleum ether, the extract was obtained;

[0027] C. According to the volume ratio of extract: ethyl acetate=1:1, the extract of step B was repeatedly extracted 3 times with ethyl acetate at room temperature, and concentrated under reduced pressure to recover ethyl ace...

Embodiment 2

[0041] In this experiment, the HCV cell culture system (HCV cell culture, HCVcc) was used to infect Huh 7.5.1 cells with type 2a chimeric virus J6 / JFH1 to produce infectious virus particles. Interferon and ribavirin were used as positive controls. MTT cytotoxicity test and in vitro anti-HCV efficacy evaluation of anti-HCV drugs.

[0042] Dissolve compound 2 (euchroquinol B) and compound 3 (euchroquinol C) in DMSO, 0.22 mu M membrane filter sterilization, the concentration of the original drug solution was 10 mg / mL.

[0043] Human liver cancer cell line Huh 7.5.1 was treated with DMEM (Dulbecco’s modified Eagle’s medium, DMEM) containing 15% newborn bovine serum at 37°C and 5% CO 2 cultured in an incubator. Virus J6 / JFH1 was cultured from Huh 1 cells and stored at -80°C.

[0044] 1) MTT method to detect the cytotoxicity of samples

[0045] Huh 7.5.1 cells in the logarithmic growth phase were taken, and 9×10 3 cells / well cells were spread in 96-well plate, after 5 hours o...

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Abstract

The invention provides a compound provided with a benzogeijerene skeleton and a preparation method thereof. The selection index of the compound on an HCV (Hepatitis C Virus) is 1.75 (or 0.62). The compound is extracted and separated from arnebia euchroma, and the extraction and separation method is simple and easy to implement, has low cost and high efficiency, and ensures high yield and good quality in an extracted substance.

Description

technical field [0001] The invention relates to a novel compound, especially a compound having a benzogyridine skeleton and anti-HCV activity and a preparation method thereof, belonging to the technical field of medicines. Background technique [0002] Hepatitis C virus (HCV), the leading cause of liver cancer and cirrhosis, infects more than 3% of the world's population and is considered one of the leading causes of chronic liver disease. The current standard treatment, including PEG-IFN / RBV combination, is only effective for more than half of the patients infected with hepatitis C virus (HCV), and has significant side effects. The treatment effect is not ideal. Therefore, it is of great practical significance to search for new anti-HCV drugs or lead compounds from traditional Chinese medicine, plants and fungi resources. However, the screening platform for anti-HCV compounds is not yet perfect compared with other viral screening platforms. There are few reports about an...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D311/94
Inventor 李蓉涛李洪梅李海舟夏雪山李晓蕾
Owner KUNMING UNIV OF SCI & TECH
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