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A kind of benzofuranoside compound and its preparation method and application

A technology of benzofuranosides and compounds, which is applied in the field of benzofuranosides and their preparation, can solve the problems of few chemical components and no pharmacological activity research reports, and achieve good anti-inflammatory effect

Inactive Publication Date: 2019-02-05
XI AN JIAOTONG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, so far there are very few studies on its chemical constituents, and no pharmacological activity studies have been reported.

Method used

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  • A kind of benzofuranoside compound and its preparation method and application
  • A kind of benzofuranoside compound and its preparation method and application
  • A kind of benzofuranoside compound and its preparation method and application

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preparation example Construction

[0040] The preparation method of the new benzofuranoside compound of the present invention comprises the following steps:

[0041] 1) Take a certain mass (kg) of dried roots of Xing’an Duhuo, use methanol with a volume of 1 to 8 times the mass of the dried roots of Xing’an Duhuo, ethanol with a volume fraction of 10 to 95%, or water (L) to heat and reflux near their respective boiling points Extract 1 to 6 times, each 1 to 4 hours, when the extractant is methanol or ethanol with a volume fraction of 10 to 95%, the combined extracts are recovered under reduced pressure to remove the solvent, and the total extract is obtained. When the extractant is water, Combine the extracts and concentrate their volumes to one-sixth to one-tenth to obtain a concentrate;

[0042] 2) Suspend the total extract in water, the volume ratio of the total extract to water is 1:1 to 1:5 to obtain the extract, and the extract or concentrated solution is sequentially extracted with an equal volume of org...

Embodiment 1

[0051] 1. Separation and purification of benzofuranoside compounds

[0052] 1) Get 6 kg of dried roots of Kankura, extract 3 times with 30 L of methanol under reflux, each time for 2 hours, at this time, the volume of methanol and methanol is 5 times the quality of dried roots of Xing’an Duhuo, and the combined methanol extracts are recovered under reduced pressure solvent, to obtain the total extract;

[0053] 2) Suspend the total extract in 3 times the volume of water, extract 4 times with equal volume of petroleum ether, then successively extract with equal volume of chloroform, ethyl acetate and n-butanol, extract 4 times with each organic solvent, and extract the organic layer After the solvent was distilled off under normal pressure or under reduced pressure, a petroleum ether layer, a chloroform layer, an ethyl acetate layer, a n-butanol layer and the remaining water layer were respectively obtained.

[0054] 3) Take 100 g of the n-butanol extract layer, apply it to si...

Embodiment 2

[0080] 1) Take 10 kg of dried roots of Kankura, heat and reflux extraction with 40 L of 70% ethanol for 3 times, each time for 2 hours, combine the extracts and recover the solvent under reduced pressure to obtain the total extract;

[0081] 2) Suspend the total extract in 4 times the volume of water, extract 3 times with ethyl acetate, then extract 4 times with equal volume of n-butanol, remove the organic solvent under reduced pressure to obtain ethyl acetate layer and n-butyl alcohol respectively Alcohol layer.

[0082] 3) Take 200 g of the n-butanol extract layer, apply it to silica gel column chromatography, use chloroform-methanol system as eluent, carry out gradient elution according to the volume ratio (v / v) of 100:0~0:100, every 800mL Collect once, recover the solvent by atmospheric distillation, TLC detection and merge the same fractions to obtain a total of 30 fractions, which are named as FrB1-FrB30 respectively, and the FrB20 fraction and the FrB24 fraction are ta...

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Abstract

The invention relates to benzofuran glycoside compounds as well as a preparation method and an application thereof. The preparation method comprises steps as follows: dried roots of heracleum dissectum are taken and subjected to reflux extraction and extraction, and an n-butyl alcohol extraction layer is obtained; a sample of the n-butyl alcohol extraction layer is loaded to a silica gel column and is subjected to gradient elution with a chloroform-methanol system as an eluent, fractions in eluent volume ratios being 10:1 and 8:1 are combined respectively, a solvent is removed, and a sample a1 and a sample b1 are obtained; the sample a1 and the sample b1 are loaded on a reverse phase silica gel chromatographic column, a methanol-water system is taken as an eluent for gradient elution, fractions with an eluent volume ratio being 100:0 are combined, the solvent is removed, and a sample a2 and a sample b2 are obtained; the sample a2 and the sample b2 are loaded on an HPLC separation column and subjected to isocratic elution with a mobile phase, and the benzofuran glycoside compounds are obtained. The compounds have good anti-inflammatory action and are expected to be developed into new anti-inflammatory drugs or used for preparing healthcare food with functions of preventing and treating inflammation.

Description

【Technical field】 [0001] The invention belongs to the field of medicine and health food, and in particular relates to a benzofuranoside compound and a preparation method and application thereof. 【Background technique】 [0002] Inflammation is a defense response of the body to stimuli, and it is a defense response of living tissues with vascular system to damage factors. It is mainly divided into acute inflammation and chronic inflammation. The substances involved in the inflammatory response include amines such as histamine and 5-hydroxytryptamine, polypeptides such as bradykinin and lysyl bradykinin, fibrinolytic enzymes, and kallikrein proteases. [0003] Inflammation is closely related to various diseases such as arteriosclerosis, heart disease, stroke, cancer, and diabetes, and is an important factor causing many diseases. Therefore, the continuous research and development of anti-inflammatory drugs with high efficiency and low toxicity is very important. [0004] The...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07H17/04C07H1/08A61P29/00
CPCC07H1/08C07H17/04
Inventor 张海龙高阳米洁
Owner XI AN JIAOTONG UNIV