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Stilbene compounds in artocarpus styracifolius Pierre and application of compounds to preparation of drugs for treating inflammatory diseases

A technology for stilbenes and inflammatory diseases, applied in the field of medicine, can solve problems such as ineffective treatment of antibiotics

Active Publication Date: 2019-08-30
JIANGXI UNIVERSITY OF TRADITIONAL CHINESE MEDICINE
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the uncontrolled inflammatory response caused by the respiratory outbreak of PMNs has nothing to do with the infection of pathogens such as bacteria, and often results in the ineffectiveness of antibiotic treatment

Method used

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  • Stilbene compounds in artocarpus styracifolius Pierre and application of compounds to preparation of drugs for treating inflammatory diseases
  • Stilbene compounds in artocarpus styracifolius Pierre and application of compounds to preparation of drugs for treating inflammatory diseases
  • Stilbene compounds in artocarpus styracifolius Pierre and application of compounds to preparation of drugs for treating inflammatory diseases

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0021] The preparation of two kinds of stilbenes in embodiment 1 two-color jackfruit

[0022] Take 13.9 Kg of jackfruit root, extract by leakage with 95% ethanol, and concentrate the extract under reduced pressure to obtain 1.3 Kg of extract. The extract was suspended in 1 L of water, extracted successively with petroleum ether, chloroform, ethyl acetate and n-butanol (volume ratio 2:1), and concentrated to dryness respectively. Take 118.9 g of the extract from the chloroform extraction part, mix the sample with HP-20 macroporous adsorption resin (weight ratio 1:1), put it on HP-20 type macroporous adsorption resin column (column specification: 10*45 cm), and mix with ethanol-water (0~95%) gradient elution to obtain 6 fractions Frs. H1-H6.

[0023] 50% ethanol eluate fraction Fr. H4 (44.8 g) was subjected to ODS column chromatography (column size: 4*22 cm), MeOH-H 2 O (volume ratio 6:4, 7:3, 8:2, 9:1, 10:0) gradient elution to obtain 15 fractions Frs. H4O1-H4O15. Fraction F...

Embodiment 2

[0024] Example 2 Structural identification of two kinds of stilbenes in jackfruit dicolor

[0025] The isolated monomers were identified as two stilbenes by high-resolution mass spectrometry (HR-ESI-MS) and nuclear magnetic resonance (1D NMR and 2D NMR). Among them, compound 1 is a neoprenyl stilbene derivative that has not been reported in the literature, and compound 2 is a known compound.

[0026] Among them, Compound 1 is a yellow amorphous powder. HR-ESI-MS gives quasi-molecular ion peaks m / z 395.1855 ([M+H] + , Calculated value: 395.1853), determine its molecular formula as C 24 h 26 o 5 . Compound 1 1 H NMR spectrum (600 MHz, methanol- d 4 ) is highly similar to the known bis-prenyl substituted stilbene hypargystilbene D. Compared with hypargystilbene D, compound 1 lacks the signal attributed to the saturated proton H-5 in hypargystilbene D δ H 5.14. Further comparison of compound 1 and hypargystilbene D 13 C NMR spectrum (150 MHz, methanol- d 4 ) sho...

Embodiment 3

[0030] Example 3 Cytotoxicity evaluation experiment of stilbene compounds in jackfruit dicolor to rat PMNs

[0031] Rat PMNs were isolated and purified using the following experimental procedures. Take clean SD rats (Jiangxi University of Traditional Chinese Medicine Experimental Animal Center, animal qualification certificate number: JZDW2011304), take 9 mL of blood from the orbit, and drop it vertically into a glass centrifuge tube that has been anticoagulated with 1 mL of 1% heparin sodium. Add 4.5% dextran T-500 saline solution at a ratio of 5:1, mix well, and let stand at 4°C for about 1 hour. Take the supernatant, add it to the centrifuge tube pre-filled with lymphocyte separation medium at a ratio of 3:1, 800 rpm (275 g ) Centrifuge for 15 minutes, take out the centrifuge tube, the tube is divided into three layers, the upper layer is light yellow serum, the middle white misty area is monocytes and lymphocytes, and the lower layer is PMNs that settle to the bottom of t...

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Abstract

This invention relates to two stilbene derivatives and application thereof to preparation of drugs for treating inflammatory diseases. According to the invention, two stilbene compounds are separatedfrom artocarpus styracifolius Pierre which is a moraceae artocarpus plant; the two stilbene compounds are respectively (+ / -)-artocarpus styracifolius phenol E and (+ / -)-hypargystilbene B. An activitytest result shows that the two compounds provided by the invention have strong inhibitory activity on rat polymorphonuclear neutrophils (PMNs) respiratory burst, and the median inhibitory concentrations are respectively 0.45+ / -0.13 and 5.57+ / -0.24 muM; the two compounds can be further used for preparing the drugs for treating the inflammatory diseases.

Description

technical field [0001] The invention belongs to the field of medicine, and in particular relates to the application of two stilbene compounds in jackfruit dicolor in the preparation of medicines for treating inflammatory diseases. Background technique [0002] As the host's first line of defense against the invasion of foreign pathogens, PMNs are activated when foreign pathogens invade, and then mainly play a bactericidal function through respiratory burst (release oxygen free radicals) and degranulation (release various proteolytic enzymes). However, the activation of PMNs is a double-edged sword. Normally, it can eliminate exogenous pathogens, remove necrotic tissue, and promote wound healing. It is the "protector" of the body. However, under certain pathological conditions (such as severe trauma, burns, shock, ischemia-reperfusion, etc.), excessive activation of PMNs can block microcirculation, damage vascular endothelial cells and extravascular tissue cells, release and ...

Claims

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Application Information

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IPC IPC(8): C07D311/78A61P29/00A61P19/02
CPCA61P19/02A61P29/00C07D311/78
Inventor 李文艳姚鹏程任刚袁金斌俞志凌向佳美
Owner JIANGXI UNIVERSITY OF TRADITIONAL CHINESE MEDICINE
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