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Bibenzil compounds and extraction method thereof

An extraction method and compound technology, which are applied in chemical instruments and methods, sugar derivatives, sugar derivatives, etc., can solve the problems of unfavorable oil tea extracts widely used and marketed, unclear components, and many impurities, etc. Market application value, high purity, clear composition effect

Active Publication Date: 2016-06-15
CENTRAL SOUTH UNIVERSITY OF FORESTRY AND TECHNOLOGY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] Bibenzyl compound is a substance with strong biological activity, which has the functions of anti-oxidation, anti-free radical, antibacterial and fresh-keeping, anti-cancer, anti-osteoporosis, and scavenging nitrite. With the development of natural product research, people In-depth research has been carried out on the components of bibenzyl compounds in Camellia oleifera, their efficacy and utilization value, but in the prior art, most of the bibenzyl compounds extracted from Camellia oleifera belong to mixtures, and many compounds coexist, and impurities with unclear components are also present. More, impure, not conducive to the wide utilization and marketization of oil tea extract

Method used

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  • Bibenzil compounds and extraction method thereof
  • Bibenzil compounds and extraction method thereof
  • Bibenzil compounds and extraction method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0036] The extraction method of bibenzyl compounds is as follows:

[0037] 1) Test equipment and reagent preparation:

[0038] 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;

[0039] Methanol, acetonitrile: American Fluka Company;

[0040] Ethanol: Sinopharm;

[0041] Dichloromethane: Sinopharm;

[0042] Dimethyl sulfoxide (DMSO): Sinopharm;

[0043] Ultrasonic cleaner, AS series, Tianjin Autosines Instrument Co., Ltd.

[0044] Rotary evaporator, R-205B, Shanghai Shensheng Instrument Company;

[0045] D-101 macroporous resin: Tianjin Fubang Chemical Technology Co., Ltd.;

[0046] Column chromatography silica gel: produced by Qingdao Ocean Chemical Factory;

[0047] Thin-layer chromatography silica gel plate: produced by Qingdao Ocean Chemical Factory;

[0048] ZFB type three-purpose ultraviolet analyzer: Sha...

Embodiment 2

[0069] The extraction method of bibenzyl compounds is as follows:

[0070] 1) used test instrument and reagent preparation are basically the same as embodiment 1;

[0071] 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;

[0072] 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

[0082] 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;

[0083] Then the target compound of E...

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Abstract

The invention provides bibenzil compounds of which the chemical name is dihydroresveratrol-4'-O-[6''-O-(4''-methylgalloyl)]-beta-D-glucopyranoside. The extraction method comprises the following steps: after finishing D101 macroporous resin adsorption, eluting sequentially with distilled water and an ethanol solution; carrying out silica gel chromatography on the eluate obtained by eluting with the 75-80 wt% ethanol solution, collecting the eluate by using 400-500mL as one unit, and carrying out separation and extraction on the 10th-unit eluate to obtain a multi-compound extracting solution; and carrying out silica gel chromatography on the multi-compound extracting solution, collecting the eluate by using 40-50mL as one unit, and carrying out separation and extraction on the 3rd-unit eluate to obtain the target compounds. The bibenzil compounds provided by the embodiment of the invention are novel single compounds, have the advantages of high purity, definite component and no impurity, and are obtained by extraction and purification for the first time.

Description

technical field [0001] The invention relates to the field of extraction of bibenzyl compounds in tea leaf oil, in particular to a bibenzyl compound in tea leaf extract 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 reso...

Claims

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Application Information

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IPC IPC(8): C07H15/203C07H1/08A61P29/00A61P35/00
CPCC07H1/08C07H15/203
Inventor 曹清明付红军王萌皓何洁钟海雁胡小龙
Owner CENTRAL SOUTH UNIVERSITY OF FORESTRY AND TECHNOLOGY
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