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Guaiacane-type sesquiterpene a, preparation method thereof, and application as preparation of preventive and antitumor drugs

A technology of guaiacane and sesquiterpene, which is applied in the direction of antineoplastic drugs, applications, and drug combinations, and can solve problems such as large adverse reactions of therapeutic drugs, threats to human life, and medical problems that plague medical workers.

Active Publication Date: 2021-02-09
新疆维吾尔自治区中药民族药研究所
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Due to the rapid development of tumors, difficulty in control, and severe adverse reactions to therapeutic drugs, tumors have always been a medical problem that threatens human life and plagues medical workers.

Method used

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  • Guaiacane-type sesquiterpene a, preparation method thereof, and application as preparation of preventive and antitumor drugs
  • Guaiacane-type sesquiterpene a, preparation method thereof, and application as preparation of preventive and antitumor drugs
  • Guaiacane-type sesquiterpene a, preparation method thereof, and application as preparation of preventive and antitumor drugs

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] Example 1: The (+)-Guaia-l(10),4(5),ll-triene-3-one-9β-hydroxy, the chemical structural formula is

[0025]

[0026] The (+)-Guaia-1(10), 4(5), 11-triene-3-one-9β-hydroxy described in this example was carried out by proton nuclear magnetic resonance spectrum ( 1 H-NMR) and carbon nuclear magnetic resonance ( 13 C-APT) analysis, (+)-Guaia-l(10), 4(5), ll-triene-3-one-9β-hydroxy described in this example 1 H-NMR spectrum as figure 2 As shown, the (+)-Guaia-l(10), 4(5), ll-triene-3-one-9β-hydroxy described in the examples 13 C-APT spectrum as image 3 shown, yes figure 2 and image 3 To analyze the spectrum, the figure 2 and image 3 The peaks are assigned, figure 2 and image 3 The peak assignments are shown in Table 2. pass figure 2 , image 3 And the data in Table 1 shows that the chemical structural formula of (+)-Guaia-1(10), 4(5), 11-triene-3-one-9β-hydroxy described in this embodiment is as follows figure 1 As shown, the (+)-Guaia-l(10),4(5),ll-...

Embodiment 2

[0027]Example 2: The (+)-Guaia-l(10), 4(5), ll-triene-3-one-9β-hydroxy is obtained according to the following method: the first step is to crush the root of Chamaejasma chamaejas Sieve and add methanol, soak at room temperature for 3 hours to 4 hours, heat and reflux extraction at 50°C to 60°C for 3 times, each time for 1 hour to 3 hours, combine each reflux extract, recover under reduced pressure, and concentrate , to obtain the total extract of Tianshan chamaejasma; in the second step, after dispersing the total extract of Tianshan chamaejasma with water into a suspension, sequentially extract with petroleum ether, chloroform, ethyl acetate, and n-butanol, and extract Concentrate to obtain the petroleum ether part extract; the third step, get the petroleum ether part extract and obtain 8 fractions after gradient elution with silica gel column chromatography, wherein, the silica gel column chromatography gradient eluent includes chloroform and methanol, chloroform and methanol...

Embodiment 3

[0028] Example 3: The (+)-Guaia-l(10), 4(5), ll-triene-3-one-9β-hydroxy is obtained according to the following method: the first step is to crush the root of Chamaejasma chamaejas Sieve and add methanol, soak at room temperature for 3 hours or 4 hours, heat and reflux extraction at 50°C or 60°C for 3 times, each time for 1 hour or 3 hours, combine each reflux extract, recover under reduced pressure, and concentrate , to obtain the total extract of Tianshan chamaejasma; in the second step, after dispersing the total extract of Tianshan chamaejasma with water into a suspension, sequentially extract with petroleum ether, chloroform, ethyl acetate, and n-butanol, and extract Concentrate to obtain the petroleum ether part extract; the third step, get the petroleum ether part extract and obtain 8 fractions after gradient elution with silica gel column chromatography, wherein, the silica gel column chromatography gradient eluent includes chloroform and methanol, chloroform and methano...

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Abstract

The invention relates to the technical field of separation and purification of chamaejamae chamaejas root, and relates to a guaiac-type sesquiterpene A, a preparation method thereof, and an application for preparing tumor prevention and antitumor drugs. The present invention discloses compound (+)-Guaia-l(10), 4(5), ll-triene-3-one-9β-hydroxy for the first time, compound (+)-Guaia-l(10) described in the present invention ,4(5), 11-triene-3-one-9β-hydroxy has a strong inhibitory effect on HepG-2 cells and HeLa cells, so that the compound can be used as an application for preparing preventive and anti-tumor drugs.

Description

technical field [0001] The invention relates to the technical field of separation and purification of chamaejasbae root, and relates to a guaiane-type sesquiterpene A, a preparation method thereof and an application as a preparation of a tumor-preventing and anti-tumor drug. The guaiane-type sesquiterpene A It is the abbreviation of (+)-Guaia-l(10), 4(5), ll-triene-3-one-9β-hydroxy. Background technique [0002] S. tianschanica is a plant of the genus Stelleropsis belonging to the family Thymelaeaceae. It grows in hillside grasslands at an altitude of 1700-2000m. It is only distributed in Zhaosu County, Xinjiang in my country, and it is also distributed in Kyrgyzstan abroad. As a mixed product of chamaejasmin, due to its unique geographical environment, there are few research reports on the phytochemical components. The main active components are daphne-type diterpene and guaiacane-type sesquiterpene, which have Antibacterial, anti-inflammatory, anti-tumor and other effects...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C49/743C07C45/78C07C45/79C07C45/80A23L33/00A61P35/00
CPCA23V2002/00A23L33/00A61P35/00C07C49/743C07C2602/30A23V2200/308
Inventor 石磊岭徐建国马国需魏鸿雁关永强马晓玲李小万陈刚
Owner 新疆维吾尔自治区中药民族药研究所