Isopentenyl stilbene and application thereof in preparing medicine for treating inflammatory disease

A technology of isopentenyl stilbene and inflammatory diseases, applied in the field of medicine, can solve problems such as tissue damage and aggravation of inflammatory response process

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, under some pathological conditions, excessive activation of PMNs will release excessive reactive oxygen species, resulting in lipid peroxidation, proteolysis, and DNA degradation, thereby causing damage to normal tissues and aggravating the inflammatory response process.

Method used

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  • Isopentenyl stilbene and application thereof in preparing medicine for treating inflammatory disease
  • Isopentenyl stilbene and application thereof in preparing medicine for treating inflammatory disease
  • Isopentenyl stilbene and application thereof in preparing medicine for treating inflammatory disease

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0020] Example 1 Preparation of prenyl stilbene compound dichrome pirolenol B in dicolor jackfruit

[0021] 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. 50% ethanol eluted 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. Frac...

Embodiment 2

[0022] Example 2 Structural identification of the isopentenyl stilbene compound dichromenol B in dichroma jackfruit

[0023] Dichroic pirophenol B, a yellow amorphous powder (methanol). HR-ESI-MS gives quasi-molecular ion peaks m / z 379.1933 ([M-H] - , Calculated value: 379.1915), determine its molecular formula as C 24 h 28 o 4 . dichroic pirophenol B 1 H NMR spectrum (600 MHz, methanol- d 4 ) shows the following proton signals: a pair of meta-coupled aromatic ring protons δ H 6.21 (1H,d, J = 2.3 Hz, H-2) and 6.59 (1 H, d, J = 2.3 Hz, H-4); two aromatic ring protons appear as a singlet δ H 7.29 (1 H, s, H-7) and 6.30 (1 H, s, H-10); a 1,1-dimethylallyl-type isoprene substituent δ H 6.25 (1 H, dd, J = 17.5, 10.7 Hz, H-23), 4.98 (1 H, dd, J = 17.5,1.5 Hz, H α -24), 4.95 (1 H, dd, J = 10.7, 1.5 Hz, H β -24) and 1.46 (6H, s, H 3 -21,22); a 3-methyl-2-butenyl isoprene substituent δ H 5.14 (1 H, brt J = 6.7 Hz, H-13),3.36 (2 H, d, J = 6.7 Hz, H...

Embodiment 3

[0026] Example 3 Cytotoxicity evaluation experiment of dichromol B to rat PMNs

[0027] 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 the tube. Discard the supern...

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PUM

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Abstract

The invention relates to isopentenyl stilbene and application thereof in preparing medicine for treating inflammatory diseases. The isopentenyl stilbene is a new compound separated from Artocarpus styracifolius Pierre which is a plant of moraceae artocarpus, the compound is named as styracifolius phenol B, and the structure is shown in the description. The compound has strong inhibitory activity on respiratory burst of rat PMNs, the IC50 of the compound is 0.17+/-0.03 muM, and the compound can be further used for preparing the medicine for treating the inflammatory diseases, and used for clinical treatment of various kinds of oxidative damages such as rheumatoid arthritis, compensatory anti-inflammatory response syndrome, and systemic inflammatory response syndrome caused by excessive activation of the PMNs.

Description

technical field [0001] The invention belongs to the field of medicine, and in particular relates to the application of a prenyl stilbene compound in jackfruit two-color in the preparation of medicines for treating inflammatory diseases. Background technique [0002] Neutrophils (PMNs) are an important effector cell in the body's innate immune system. Studies have shown that PMNs play an important role in the inflammatory response triggered by a series of stimuli (bacteria, viruses, cytokines and growth factors, etc.). In the first time after receiving the stimulus, the activated PMNs induce a "respiratory burst" through the activation of NADPH oxidase on the surface of the phagosome, increasing the oxygen consumption and producing a large amount of superoxide anion. Under the action of superoxide dismutase and myeloperoxidase, superoxide anion triggers a free radical chain reaction to generate a series of reactive oxygen species, including hydroxyl radicals, hydrogen peroxi...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C39/21A61K31/05A61P29/00
CPCA61P29/00C07C39/21
Inventor 任刚李文艳袁金斌易文芳林沁华蔡紫嫣
Owner JIANGXI UNIVERSITY OF TRADITIONAL CHINESE MEDICINE
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