Gamma-lactone derivative as well as application and preparation method thereof

A technology of derivatives and lactone glycosides, applied in the field of medicine, can solve problems such as oxidation and oxygenation deficiency, immune system disorders, and detoxification disorders, and achieve the effect of novel structure, significant effect, and anti-hypoxic effect

Active Publication Date: 2015-05-20
GUANGDONG UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0009] In addition, hypoxia is the main cause of immune system diseases, which can cause immune system disorders; hypoxia is a significant factor in immune and degenerative diseases, hypoxia can lead to the occurrence of various degenerative diseases; hypoxia causes chronic pain, all chronic Pain and illness are all caused by the lack of oxygen in the physiological amount of normal cells; oxygen is an antidote for important cells, and hypoxia will result in insufficient oxidation and oxygenation, leaving cells in a toxic environment and causing detoxification obstacles; hypoxia affects DNA. repair

Method used

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  • Gamma-lactone derivative as well as application and preparation method thereof
  • Gamma-lactone derivative as well as application and preparation method thereof
  • Gamma-lactone derivative as well as application and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0037] (1) Grind 6.5 kg of dried whole herb of Selaginella uncinata (Desv.) Spring, and heat and reflux extract three times with 15 times the amount of 60% ethanol at a temperature of 10-150°C for 2 hours each time. get the initial extract;

[0038] (2) Remove insoluble matter by filtration, and dry the filtrate under reduced pressure to obtain ethanol extract.

[0039] (3) The ethanol extract was extracted three times with equal volumes of ethyl acetate and n-butanol;

[0040] (4) Take the ethyl acetate extract and dry it under reduced pressure in vacuo to obtain the ethyl acetate extract. The n-butanol extract was dried under reduced pressure in vacuo to obtain n-butanol extract.

[0041](5) The n-butanol extract was subjected to open silica gel column chromatography, and chloroform:methanol were 99:1, 98:2, 97:3, 95:5, 9:1, 8:2, 7:3 , 6:4 solvent gradient elution. Comprehensively using gel SephadexLH-20 column chromatography, ODS column chromatography, RP-18 high perfor...

Embodiment 2

[0047] Compounds 1-11 prepared in Example 1 were prepared into liquids with concentrations of 180 μmol / L, 90 μmol / L, and 45 μmol / L as the drug group, and 10% DMSO (dimethyl sulfoxide) as the control group. Baicalin was used as a positive control, and the cell hypoxia protection test was performed on PC12 cells, and the survival percentage of PC12 cells was calculated. The experimental results are calculated by Student’s t test (t-distribution test), expressed as: (mean ± standard deviation). The results are shown in Table 1.

[0048] Table 1. Protective effects of compounds 1-11 on hypoxic nerve cells PC12

[0049]

[0050]

[0051] Note: Compared with the control group, *P<0.05, **P<0.01

[0052] (P: Statistically significant; P<0.05: Indicates that the difference is statistically significant; P<0.01: Indicates that there is a significant difference.)

[0053] Conclusion: It can be seen from Table 1 that compared with the blank solvent group, compounds 1-11 have ...

Embodiment 3

[0055] The compounds 1-11 prepared in Example 1 were formulated into liquids with a concentration of 40 mg / mL as the drug group, and 20% DMSO was used as the control group to carry out the airtight hypoxic endurance test in mice, and observe the mice in airtight conditions. The following survival time. The experimental results are calculated by Student’s t test (t-distribution test), expressed as: (mean ± standard deviation). n is the number of mice. The results are shown in Table 2.

[0056] The impact of table 2 compounds on the survival time of mice under hypoxic conditions ( n=10)

[0057]

[0058] Note: Compared with the control group, *P<0.05, **P<0.01

[0059] (P: Statistically significant; P<0.05: Indicates that the difference is statistically significant; P<0.01: Indicates that there is a significant difference.)

[0060] Conclusion: It can be seen from Table 2 that compared with the control group, compound 1-11 can significantly increase the survival tim...

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Abstract

The invention discloses a gamma-lactone derivative as well as an application and a preparation method of the gamma-lactone derivative. The gamma-lactone derivative has a structural formula shown in the specification and can be used for preparing drugs or foods used for curing anti-hypoxia. The preparation method of the gamma-lactone derivative comprises the following steps of crushing the whole herb of selaginella uncinata, refluxing and extracting with a solvent or water; filtering or centrifuging to remove insoluble substances, and drying at reduced pressure to obtain an initial extract; dispersing the initial extract into water with an equal volume, and orderly extracting with ethyl acetate and n-butyl alcohol to obtain an extract liquid; colleting the n-butyl alcohol extract liquid, and drying under vacuum to obtain n-butyl alcohol extract; and separating by using chromatography and refining to obtain the final product.

Description

technical field [0001] The invention relates to a gamma-lactone derivative and its use and preparation method, belonging to the field of medicine. Background technique [0002] Selaginella uncinata (Desv.) Spring is the whole herb of Selaginella uncinata (Desv.) Spring, which grows in damp mountains and rocks, and is mainly distributed in Guangxi, Guangdong, Fujian, Zhejiang, Anhui and Southwest China. According to the Chinese Medicine Dictionary, it uses the whole herb as medicine and is called Cuiyucao. It is mainly used to treat edema, jaundice, gonorrhea, red and white dysentery, hematemesis, damp phlegm cough, joint rheumatic pain, accumulated injury in the chest and hypochondriac, hemorrhoids, leg cramps and other diseases. [0003] Lactones (Lactones) are cyclic esters, which refer to both carboxyl and hydroxyl groups in the same molecule, which are obtained by dehydration and intramolecular condensation and cyclization of the two. In the lactone molecule, the first...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07H17/04C07D493/20C07D493/04C07H1/00A61K31/7048A61K31/365A61P39/00A61P9/10A61P25/00A61P11/00A61P7/02A61P25/28A61P9/04A61P35/00A61P37/02A61P29/00A23L1/29A23L33/00
Inventor 郑俊霞郑扬张焜赵肃清高昊范明吴丽颖
Owner GUANGDONG UNIV OF TECH
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