Coumarins compound and extracting method thereof

A technology of coumarins and extraction methods, applied in the direction of organic chemistry, etc., can solve the problems of unfavorable marketization of tea leaf extracts, unclear components, and many impurities, and achieve wide market application value, high purity, and extraction The effect of mild operating conditions

Active Publication Date: 2016-05-25
CENTRAL SOUTH UNIVERSITY OF FORESTRY AND TECHNOLOGY
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] Coumarin compounds are substances with strong biological activity. They have the functions of anti-oxidation, anti-free radicals, antibacterial preservation, anti-cancer, anti-osteoporosis, and scavenging nitrite. With the development of natural product research, People have carried out in-depth research on the components of coumarin compounds, their efficacy and utilization value, but in the prior art, most of the coumarin substances extracted from Camellia oleifera belong to mixtures, and many compounds coexist, and the composition is not clear There are also many impurities and are not pure, which is not conducive to the wide utilization and marketization of oil tea extract

Method used

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  • Coumarins compound and extracting method thereof
  • Coumarins compound and extracting method thereof
  • Coumarins compound and extracting method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0035] The extraction method of coumarin compounds is as follows:

[0036] 1) Test equipment and reagent preparation:

[0037] Fresh Camellia oleifera: Collected from Tianjiling National Forest Park in Hunan Province, identified as Camellia oleifera Abel. by Professor Tan Xiaofeng of Central South University of Forestry and Technology;

[0038] Methanol, acetonitrile: American Fluka Company;

[0039] Ethanol: Sinopharm;

[0040] Dichloromethane: Sinopharm;

[0041] Dimethyl sulfoxide (DMSO): Sinopharm;

[0042] Ultrasonic cleaner, AS series, Tianjin Autosines Instrument Co., Ltd.;

[0043] Rotary evaporator, R-205B, Shanghai Shensheng Instrument Company;

[0044] D-101 macroporous resin: Tianjin Fubang Chemical Technology Co., Ltd.;

[0045] Column chromatography silica gel: produced by Qingdao Ocean Chemical Factory;

[0046] Thin-layer chromatography silica gel plate: produced by Qingdao Ocean Chemical Factory;

[0047] ZFB type three-purpose ultraviolet analyzer: Sh...

Embodiment 2

[0067] The extraction method of coumarin compounds is as follows:

[0068] 1) used test instrument and reagent preparation are basically the same as embodiment 1;

[0069] 2) Specific extraction method: crush the dried leaves of Camellia oleifera in the shade into a powder of more than 70 meshes, take 20 kg and divide it into two batches, heat and reflux with 60% ethanol at a material-to-liquid ratio of 1:3, and repeat the extraction twice, each extraction for 2 hours, heating The temperature of the extraction is controlled at 80°C, the obtained supernatants are combined, filtered to obtain the supernatants, concentrated under reduced pressure until there is no alcohol smell, and half of the original volume of the crude extract sample is obtained, and set aside;

[0070] 3) The 50% alcohol extract sample of camellia oleifera was analyzed by mass spectrometry, and 18 components were identified, including anthocyanins, and a large amount of hydrophilic components such as polysac...

experiment example 1

[0080] The target compound extracted in Example 1 of the present invention was subjected to the following experiment: MTS method was used to detect the effect of the compound on the proliferation activity of RAW264.7 cells. The cells were inoculated in 96-well plates, and the blank control group and the test group (three different concentration groups of 10 μg / mL, 30 μg / mL and 100 μg / mL) were respectively set up, and three replicate holes were set up for each group. Add 20 μL of MTS solution to each well, incubate for 1-2 hours, and use a microplate reader to measure its absorbance at a wavelength of 490 nm. It was found that the test group (three groups) and the control group had no significant difference in absorbance, indicating that the compound would not affect the proliferative activity of RAW264.7 cells. From this experiment, it can be seen that the target compound extracted by the present invention has no side effects on the body;

[0081] Then the target compound of E...

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Abstract

The invention provides a coumarins compound. The chemical name is 4-hydroxyphenyl-5-para hydroxyphenylethyl-7-hydroxyl-3,4-dihydrocoumarin. An extracting method comprises the steps that oil tea leaves are extracted in a heating mode and concentrated to obtain a concentrated solution, and the concentrated solution is adsorbed by D101 macro-porous resin, and then eluted sequentially with distilled water and an ethanol solution; silica gel chromatography is carried out on eluant eluted through the ethanol solution, and the eluant is collected with 400-500 mL as one unit; silica gel chromatography is carried out on the second unit of the collected eluant, dichloromethane-methyl alcohol is adopted as a moving phase, the eluant is collected with 90-100 mL as one unit, and after the eluant of the units from 12 to 14 is merged, separation and extraction continue to be carried out to obtain the compound. The coumarins compound is a novel single compound, purity is high, components are definite, no impurity exists, and the compound is obtained for the first time through extraction and purification, which has pioneering significance.

Description

technical field [0001] The invention relates to the field of extraction of coumarin substances in tea leaves, in particular to a coumarin compound and an extraction method thereof. Background technique [0002] Camellia oleifera (Camellia oleifera Abel), also known as tea seed tree and camellia oleifera, is a plant of the family Theaceae (Theaceae). It is one of the four major woody oil plants in the world. It is mainly distributed in Yunnan, Guangxi, Guangdong and other provinces in China. oil crops. Camellia oleifera research mostly focuses on camellia oleifera kernels, camellia oleifera meal, camellia seed oil, camellia oleifera husk or its germplasm resources. There are few studies on the comprehensive utilization of camellia oleifera, and a large number of fallen leaves produced by threshing leaves in April and May every year have caused a lot of resources. waste. The development and utilization of camellia oleifera can make full use of waste resources, improve the co...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D311/20
CPCC07D311/20
Inventor 曹清明包莉圆王蔚婕钱月娥刘晨曦钟海雁
Owner CENTRAL SOUTH UNIVERSITY OF FORESTRY AND TECHNOLOGY
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