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Hydrolyzable tannin compounds, pharmaceutical compositions and uses thereof

A technology for hydrolyzing tannins and compounds, which is applied in the field of medicine, and can solve the problems of prevention and treatment of rheumatism and rheumatoid arthritis without hydrolyzable tannin compounds, research reports and invention patents, etc.

Active Publication Date: 2019-07-30
INST OF MATERIA MEDICA CHINESE ACAD OF MEDICAL SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

So far, there are no research reports and invention patents on the prevention and treatment of rheumatism and rheumatoid arthritis with hydrolyzable tannins

Method used

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  • Hydrolyzable tannin compounds, pharmaceutical compositions and uses thereof
  • Hydrolyzable tannin compounds, pharmaceutical compositions and uses thereof
  • Hydrolyzable tannin compounds, pharmaceutical compositions and uses thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0059] Example 1 compound (1)

[0060] Preparation of compound (1)

[0061] See attached figure 1 :

[0062] The dry twigs of Myricaria bracteata were selected, soaked in 6 times the amount of 95% ethanol, heated to reflux for extraction, and the extract was recovered under reduced pressure. Add appropriate amount of water to disperse and dissolve the extract, and extract with petroleum ether and ethyl acetate in sequence to obtain the petroleum ether fraction, ethyl acetate fraction and water fraction respectively. The water part is separated by macroporous resin, eluted with water, 30% ethanol, 50% ethanol and 95% ethanol respectively, and the active part is obtained by freeze-drying the eluted part with 30% ethanol. The fraction eluted with 30% ethanol was chromatographed by Toyopearl HW-40, respectively with 70% methanol-water, 70% methanol-water / 70% acetone-water (8:2→7:3→5:5, v / v), 70% acetone-water and acetone were eluted, collected in sections, and concentrated und...

Embodiment 2

[0067] Example 2: Compounds (2) and (3)

[0068] Preparation of compounds (2) and (3):

[0069] Select 14 kg of dry twigs of Myricaria bracteata, heat and reflux extraction with 6 times the amount of ethanol for 3 times, each time for 2 hours, recover the ethanol from the extract under reduced pressure and concentrate to obtain the extract, and extract the remaining dregs with water for 2 times, 1 hour each time. The water extract was separated by macroporous adsorption resin HPD-100, and eluted with 8 times the amount of water, 20% ethanol, 40% ethanol and 95% ethanol in sequence. The fraction eluted with 20% ethanol (25g) was subjected to Toyopearl HW-40 (2.6i.d.×46cm) column chromatography, followed by methanol-water (5:5→6:4→7:3, v / v), methanol-water - Acetone (7:2:1→6:2:2→5:2:3, v / v / v), acetone elution. Methanol-water (6:4, v / v) eluted fraction (3.2g) was further subjected to MCI-gel CHP-20P (1.3i.d.×46cm) column chromatography, followed by water, methanol-water (2:8→ ...

experiment example 1

[0084] Experimental example 1: Effects of compounds (1), (2) and (3) on otitis in mice induced by croton oil.

[0085] Croton oil-induced otitis in mice can simulate a classic model of inflammatory response. Kunming mice are randomly divided into model groups, high, medium and low dose (200, 100, 50mg / kg) groups of formula (1) compound, middle dose (100mg / kg) of formula (2) and (3) Group, 10 in each group. Each drug group was subcutaneously injected with the corresponding drug once, and the model group was given an equal volume of normal saline. After 1 hour, mice in each group were evenly smeared with 2% croton oil on both sides of their left ears for sensitization. After 4 hours of sensitization, they were killed. The left and right auricles were cut off, and ear pieces of the same size were made with a stainless steel puncher with a diameter of 8 mm, and the weights were weighed respectively. , taking the difference between the two ears as the swelling degree.

[0086] E...

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Abstract

The invention discloses a hydrolysable tannin compound, which is formed by connecting glucose and gallic acid by ester bond or glycosidic bond. According to the number of composing sugar, the compound falls into monomer, dimer and trimer hydrolysable tannin derivatives, the hydrolysable tannin compound is characterized in that the end group of soup is free hydroxyl group. Animal experiments prove that the hydrolysable tannin compound can inhibit croton oil induced mouse ear swelling and carrageenin induced mouse foot swelling, has obvious inhibitory activity on type II collagen induced DBA-1 type mouse arthritis, and can be used for prevention and / or treatment of rheumatism and rheumatoid arthritis.

Description

technical field [0001] The invention relates to the use of hydrolyzable tannin compounds in the prevention and treatment of rheumatism and rheumatoid arthritis. It has been confirmed by animal experiments that hydrolyzable tannin compounds can inhibit mouse ear swelling caused by croton oil and mouse foot swelling caused by carrageenan, have obvious inhibitory activity on rheumatism and rheumatoid arthritis, and have obvious clearance freedom Base effect, the invention belongs to the technical field of medicine. Background technique [0002] Rheumatoid arthritis (RA) is a chronic autoimmune disease characterized by joint synovitis, often accompanied by inflammatory cells (T cells, neutrophils, macrophages, etc.) Hyperplasia, hyperplasia of joint synoviocytes, thickening of the subsynovial synovium to form villous protrusions, and bone and cartilage damage and other pathological changes. This inflammation can deform the joints to the point of disabling them, and some loss o...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07H13/08A61K31/7024A61P29/00A61P19/02
CPCC07H13/08
Inventor 李帅侯琦刘佳宝袁绍鹏白金叶丁亚思陈佳宝庄媛媛
Owner INST OF MATERIA MEDICA CHINESE ACAD OF MEDICAL SCI
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