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Diarylheptanoids extracted from epicarp of immature fruits of juglans mandshurica and juglans regia as well as preparation method and application of diarylheptanoids

A technology of diaryl heptane and compounds, applied in the field of organic compounds, can solve the problems of high price, large side effects, and easy drug resistance caused by long-term application

Active Publication Date: 2019-04-12
HARBIN MEDICAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Anti-tumor drugs are one of the main means of treating tumors. In recent years, many new anti-tumor drugs with better efficacy have been developed, but these drugs are expensive and have relatively large side effects or long-term use can easily lead to drug resistance.

Method used

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  • Diarylheptanoids extracted from epicarp of immature fruits of juglans mandshurica and juglans regia as well as preparation method and application of diarylheptanoids
  • Diarylheptanoids extracted from epicarp of immature fruits of juglans mandshurica and juglans regia as well as preparation method and application of diarylheptanoids
  • Diarylheptanoids extracted from epicarp of immature fruits of juglans mandshurica and juglans regia as well as preparation method and application of diarylheptanoids

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0051] Embodiment 1, the preparation method of Qinglongyi ethanol extract extract

[0052] Dry Qinglongyi, take 10kg of dried Qinglongyi medicinal material, pulverize, soak in 95vol% ethanol aqueous solution, heat and reflux extract 4 times, each time for 3 hours, to obtain ethanol extract, and concentrate under reduced pressure to obtain 611g of ethanol extract extract.

Embodiment 2

[0053] Example 2, Separation and Purification of Diaryl Heptane Monomer Compounds in Qinglongyi Ethanol Extract Extract

[0054] Instrument materials: silica gel (200-300 mesh) for column chromatography, silica gel GF for thin layer chromatography 254 (10-40μm) (manufactured by Qingdao Ocean Chemical Co., Ltd.), column chromatography ODS: YMC*GEL ODS-A-HG (50μm), Sephadex LH-20 for column chromatography (Beijing Jinouya Technology Development Co., Ltd.), column chromatography With HW-40C: Japan, semi-preparative chromatographic column: COSMOSIL 5C18-MS-II 10ID×250mm.

[0055] Separation and purification process: the ethanol extract prepared in Example 1 is subjected to silica gel column chromatography, and the volume ratio is 100:0, 100:0.5, 100:1, 100:2, 100:3, 100:4, 100 :5, 100:6, 100:8, 100:10, 100:12, 100:14, 100:16, 100:18, 100:20, 100:25, 100:30, 100:50, 100:100 , 0:100 petroleum ether-acetone system for gradient elution, after TLC detection, the samples with the sa...

Embodiment 4

[0082] Embodiment 4, the inhibitory effect of formula I~IV compound on PLC5 liver cancer cell

[0083] PLC5 liver cancer cells are formed from malignant liver epithelial cells and are a common type of liver cancer in clinic.

[0084] The revived PLC5 cells were expanded and cultured until the number reached the experimental requirement. Inoculate 2000 PLC5 liver cancer cells per well on a 96-well plate. After 24 hours, the cells grew attached to the wall, and different concentrations of drugs were added to each well, and the cell morphology was continuously observed. After 48 hours, the absorbance value (OD value) of each well was measured at a wavelength of 450 nm with a microplate reader.

[0085] The results show that the half-inhibitory concentrations of the compounds represented by formulas I, II, III, and IV to PLC5 liver cancer cells are 80.5 μM, 448.7 μM, 92.6 μM, and 121.2 μM, respectively, indicating that these compounds have certain inhibition on the growth of PLC5...

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Abstract

The invention discloses four novel diarylheptanoids extracted from epicarp of immature fruits of juglans mandshurica and juglans regia. The diarylheptanoids have a structure shown in formula I-IV. Theinvention also discloses a method for extracting the compounds from the epicarp of the immature fruits of the juglans mandshurica and the juglans regia and an application of the compounds in preparation of drugs for treating tumors and health-care foods.

Description

technical field [0001] The invention relates to four kinds of diaryl heptane compounds extracted from Qinglongyi, a preparation method thereof and an application in preparation of drugs for treating tumors and health food, and belongs to the field of organic compounds. Background technique [0002] Walnut catalpa (JuglansMandshurica Maxim.) is a Juglandaceae (Juglandaceae) Juglans plant. It is collectively called Qinglongyi with the immature fruit exocarp of walnut (Juglansregia L.). It is a traditional Chinese medicine in my country. It is sweet in taste and warm in nature. Less, high medicinal value. Modern studies have shown that Qinglongyi has good anti-inflammatory, antibacterial, anti-tumor, and antioxidant activities. Clinically, traditional Chinese medicine compound preparations made from Qinglongyi and its extracts are widely used in the treatment of gastric cancer, liver cancer, and digestive tract cancer. [0003] The chemical composition of Qinglongyi is complex...

Claims

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Application Information

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IPC IPC(8): C07D307/00C07C49/84C07C43/23C07C41/34C07C45/78A61P35/00A23L33/105
CPCA61P35/00A23L33/105C07C43/23C07C49/84C07D307/00A23V2002/00C07C2603/84A23V2200/308
Inventor 杨宝峰王金辉王立波黄健杨虹
Owner HARBIN MEDICAL UNIVERSITY
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