Lignan compound and preparation method thereof

A technology of lignans and compounds, applied in the direction of active ingredients of heterocyclic compounds, organic chemistry, antiviral agents, etc., can solve the problems of insufficient disclosure

Inactive Publication Date: 2011-06-15
GUANGXI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] Therefore, No. 200810073570.8 patent application (publication number CN101270114) discloses insufficiently about the structure of the lignan compound

Method used

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  • Lignan compound and preparation method thereof
  • Lignan compound and preparation method thereof
  • Lignan compound and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0049] Get 20.0 kilograms of shady and dry bead grass (Phyllanthus Niruri Linn.), crush it to 5-10 mm fragments, pour it into an extraction tank (equipped with a solution circulation pump) with a capacity of 200 liters, add 100 liters of 95% ethanol, Soak at room temperature (20-30°C) for 2 days (during which the circulation pump runs to circulate the solution). The solution was then separated. The extraction was repeated 4 times with solvent. The solution is first filtered through a strainer. The solution obtained by filtration was concentrated under reduced pressure (concentration temperature ≤ 45°C. 1.8 kg of (5R, 6S, 7R)-5-(3',4'-dimethoxyphenyl)-4-methoxy-6 , 7-bis(methoxymethyl)-5,6,7,8-tetrahydronaphtho[2,3-d][1″,3″]dioxole (namely neolignan Compounds) extract A. (5R, 6S, 7R)-5-(3',4'-dimethoxyphenyl)-4-methoxy-6,7-di(methoxymethyl) - The extraction rate of 5,6,7,8-tetrahydronaphtho[2,3-d][1″,3″]dioxole was 85.0%.

Embodiment 2

[0051] Get 20.0 kg of cool and dry bead grass (Phyllanthus Niruri Linn.), crush it to 5-10 mm fragments, pour it into a 200-liter extraction tank (heatable, without stirring device, with reflux condensing device), add Into 100 liters of 95% ethanol, heated to reflux temperature (78-80° C.), and maintained for 3 hours. The solution separated after cooling. The extraction was repeated 4 times with solvent. The solution is first filtered through a strainer. The solution obtained by filtration was concentrated under reduced pressure (concentration temperature≤45°C. 2.1 kg of extract A was obtained. (5R, 6S, 7R)-5-(3',4'-dimethoxyphenyl)-4-methoxy Extraction rate of base-6,7-di(methoxymethyl)-5,6,7,8-tetrahydronaphtho[2,3-d][1″,3″]dioxole 95%.

Embodiment 3

[0053] 2 kg of extract A was dissolved in 5 liters of 95% ethanol, and saturated ammonium sulfate aqueous solution was added under constant stirring until two immiscible items appeared, and the volumes of the two were equal. Then extract with the solvent petroleum ether (boiling range 60-90° C.) equal to the volume of the upper phase to obtain petroleum ether extract. After the extract was concentrated, 450 grams of sherwood oil part extract B was obtained.

[0054] 450 grams of petroleum ether fraction extract B was dissolved in 2 liters of 95% ethanol in heat (45-50° C.), and then crystallized by cooling. A solid material and a solution were separated. Add 1.6 liters of water to the solution (the equivalent water content is about 40% of the solution volume), and then cool (2-4°C) to precipitate. Concentrate to obtain 110 grams of extract C after separating the solution. This 60 grams of extract C was dissolved in ethyl acetate to form a solution with a mass percent concen...

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Abstract

The invention discloses a lignan compound and a preparation method thereof. The chemical name of the lignan compound is (5R,6S,7R)-5-(3',4'-dimethoxyphenyl)-4-methoxy-6,7-di(methoxymethyl)-5,6,7,8-tetrahydronaphthalene[2,3-d][1',3']dioxole. The preparation method comprises the following steps of: crushing phyllanthus niruri linn which is dried in the shade and serves as a raw material; performing solvent extraction; filtering extracting solution and concentrating to obtain extractum; performing extraction separation on the extractum to obtain an active part of the (5R,6S,7R)-5-(3',4'-dimethoxyphenyl)-4-methoxy-6,7-di(methoxymethyl)-5,6,7,8-tetrahydronaphthalene[2,3-d][1',3'] dioxole; separating repeatedly by column chromatography; and crystallizing to obtain the new lignan compound, namely the (5R,6S,7R)-5-(3',4'-dimethoxyphenyl)-4-methoxy-6,7-di(methoxymethyl)-5,6,7,8-tetrahydronaphthalene[2,3-d][1',3'] dioxole. The lignan compound can inhibit secretion of hepatitis B virus surface antigen HbsAg and hepatitis B liver e antigen HbeAg in a human body.

Description

technical field [0001] The invention relates to a plant-containing compound and a preparation method thereof, in particular to a lignan compound and a preparation method thereof. Background technique [0002] Hepatitis B is a serious disease caused by hepatitis B virus (HBV), and it is also one of the diseases with high morbidity and mortality in the world. HBV may cause liver fibrosis or cirrhosis, liver cancer, liver failure, and death. There are about 350 million hepatitis B virus carriers in the world, mainly distributed in Asia, Africa and Latin America. About 20% of them will eventually develop chronic hepatitis and cirrhosis of the liver, and some of them will eventually develop into chronic hepatitis and liver cirrhosis. primary liver cancer. [0003] At present, the anti-HBV drugs widely used clinically mainly include: interferon, lamivudine-based nucleoside analogues, immunomodulators such as thymosin and interleukin-2, oxypicrin ginseng base, bifendate, etc. N...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D317/70A61P31/20A61K31/36
Inventor 韦万兴黎香荣凌秀荣
Owner GUANGXI UNIV
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