Application of dihydroquercetin and glucoside compounds to preparing drug-resistance bacteria medicine

A technology of dihydroquercetin and compounds, applied in the field of dihydroflavonol compounds

Inactive Publication Date: 2010-08-18
成都军区昆明总医院
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] Taking a comprehensive view of the reports of domestic and foreign patents and other documents, except for the taxifolin effect mentioned in the above-mentioned patent documents, none of the patents or other documents specifically refer to the anti-inflammatory effects of dihydroquercetin and its glycoside compounds involved in the present invention. MRSA role

Method used

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  • Application of dihydroquercetin and glucoside compounds to preparing drug-resistance bacteria medicine
  • Application of dihydroquercetin and glucoside compounds to preparing drug-resistance bacteria medicine
  • Application of dihydroquercetin and glucoside compounds to preparing drug-resistance bacteria medicine

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0031]Example 1: Extraction and separation of monomer Taxifolin-7-rhamnoside (III) from the whole grass of Dirnaceae

[0032] Take Hypericum japonicum Thunb Murray dried whole herb powder 4.76kg, soak it in 23L of 80% ethanol at room temperature for 7 days, filter, repeat 3 times. The extracts were combined and concentrated under reduced pressure to obtain 505 g of extract. The extract was made into a suspension with distilled water, and then distributed and extracted with petroleum ether, ethyl acetate, and n-butanol in sequence. After each organic layer was evaporated to dryness under reduced pressure, 90g, 160g, and 105g of extract were obtained respectively, and the remainder was water. Take 90 g of the extract from the ethyl acetate layer and use a silica gel column (200-300 mesh, 2 kg) to elute with a gradient of ethyl acetate-methanol (1:0-0:1) as the eluent, in which 5% methanol elutes (8g) and then use a silica gel column (300-400 mesh, 300g) to elute with petroleum...

Embodiment 2

[0033] Example 2: Physicochemical and spectral data of taxifolin-7-rhamnoside (III)

[0034] Yellow powder (methanol), C 21 h 23 o 11 + , mp 150-153°C. ESI MS (positive ion mode) m / z: 451. 1 HNMR (CD 3 OD, 400MHz): δ H 6.97 (1H, s, J=11.6Hz, H-2′), 6.83 (1H, dd, J=1.0, 8.0Hz, H-6′), 6.79 (1H, d, J=8.1Hz, H-5 '), 6.26 (1H, d, J = 1.9Hz, H-8), 6.17 (1H, d, J = 1.8Hz H-6), 5.47 (1H, d, J = 5.4Hz, H-1), 4.95(1H, d, J=11.6Hz, H-2), 4.56(H, d, J=11.6Hz, H-3), 3.96(1H, s, Rha-H-2), 3.76(H,dd , J=3.1, 9.4Hz, Rha-H-3), 3.53(1H, m, Rha-H-5), 3.43(1H, t, Rha-H-4), 1.22(3H, d, J=6.0 Hz Rha-Me); 13 C NMR (CD 3 OD, 100MHz): δ C 115.9 (d, C-2), 73.8 (s, C-3), 199.3 (s, C-4), 164.9 (s, C-5), 98.0 (d, C-6), 166.2 (s, C -7), 96.9 (d, C-8), 164.2 (s, C-9), 103.4 (s, C-10), 129.6 (s, C-1′), 115.9 (d, C-2′) , 146.3 (s, C-3″), 147.2 (s, C-4′), 116.1 (d, C-5′), 120.9 (d, C-6′), 99.6 (d, C-1″) , 71.6 (d, C-2″), 72.0 (d, C-3″), 73.6 (d, C-4″), 71.2 (d, C-5″), 18.0 (d, C-6″) .

Embodiment 3

[0035] Embodiment 3: as the screening of the clinical drug-resistant strain MRSA of drug susceptibility test

[0036] 1. Test material

[0037] Antibiotic-sensitive paper sheets (China Institute for the Control of Pharmaceutical and Biological Products), MH agar (Hangzhou Tianhe Microbiological Reagent Co., Ltd.).

[0038] 2. Specimen source

[0039] Isolate and screen 10 strains of bacteria from the applicant's clinical specimens, numbered MRSA189, MRSA155, MRSA328, MRSA144, MRSA247, MRSA4, MRSA92, MRSA55, MRSA330, MRSA123, and store them in the refrigerator at -20°C for later use.

[0040] 3. Bacteria identification

[0041] According to the "National Clinical Inspection Operation Regulations" and the bacterial identification method known to those skilled in the art, the above-mentioned sample bacteria are isolated and cultivated, and it is identified as Staphylococcus aureus (SA), and according to the known routine test method for antibiotic susceptibility (K-B Disc meth...

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Abstract

The invention discloses application of dihydroquercetin and glucoside compounds to preparing a medicine for resisting drug-fast bacteria. With the invention, the dihydroquercetin and glucoside compounds can be extracted from decogenus plants, such as hypericum japonicum Thunb, and the activity of the dihydroquercetin and glucoside compounds for resisting the drug-fast bacteria can be proved; proved by a pharmacological experiment, the dihydroquercetin and glucoside compounds not only have remarkable direct inhibition function on common-clinically meticillin-resistant staphylococcus aureus (MRSA), but also can enhance the action of the traditional antibiotic for resisting the drug-fast bacteria. The dihydroquercetin and glucoside compounds can be further used as active components and used for preparing a medicine for treating the drug-fast bacteria infection; and preparation forms includes oral preparations, injections and/or external preparations which are prepared by combining with acceptable carriers.

Description

technical field [0001] The invention relates to a new application of dihydroflavonol compounds, especially dihydroquercetin and its glycosides in the preparation of anti-methicillin-resistant Staphylococcus aureus drugs. Background technique [0002] With the widespread use of antibiotics, more and more bacteria are resistant to commonly used antibiotics, and the degree of drug resistance is increasing. Since MRSA (Methicillin-resistant Staphylococcus aureus) was first reported in the UK in 1961, it has been found in various parts of the world, and MRSA infection is on the rise, even causing outbreaks in hospitals. At present, MRSA is listed as the four chronic diseases in the world together with AIDS, hepatitis and cancer. MRSA is resistant to a variety of antibiotics, has strong pathogenicity and poor treatment effect, and is one of the main pathogenic bacteria causing nosocomial infections. Due to its multi-drug resistance, except for a few antibiotics such as vancomyci...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A61K31/7048A61P31/04A61K45/00
Inventor 左国营安静李杨王根春张云玲尹玉琴余巍唐冰孔繁凡陈芳陈燕尚北城
Owner 成都军区昆明总医院
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