Novel phenolic acid compounds of tanshin polyphenolic acid N and application thereof

A kind of technology of salvianolic acid and compound, which is applied to new phenolic compound salvianolic acid N and its application field, and can solve problems such as no reports.

Inactive Publication Date: 2007-03-14
MEDICINE & BIOENG INST OF CHINESE ACAD OF MEDICAL SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The salvianolic acid N of the present invention is just a new compound in Salvia miltiorrhiza discovered in a large number of screening research processes, and the compounds related to this structure have not been reported so far

Method used

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  • Novel phenolic acid compounds of tanshin polyphenolic acid N and application thereof
  • Novel phenolic acid compounds of tanshin polyphenolic acid N and application thereof
  • Novel phenolic acid compounds of tanshin polyphenolic acid N and application thereof

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0022] Embodiment 1. extraction method

[0023] Take 4 kg of the root of Danshen medicinal material, cut into decoction pieces, add 8 times the amount of water to soak for 0.5 hour, decoct and extract for 1 hour, filter, and the filtrate is set aside. The dregs were decocted with 6 times the amount of water to extract twice, each time for 0.5 hours, filtered, the filtrates were combined three times, concentrated under reduced pressure, and 0.8 kg of extract was obtained.

Embodiment 2

[0024] Embodiment 2. Purification method

[0025] Add 5 times the amount of water to the extract extract and heat to dissolve, slowly inject into the processed HP20 type, SP825 type macroporous adsorption resin column, first elute with water, discard; then elute with 50% ethanol, collect medicinal materials 3 Double the amount of 50% ethanol eluate, concentrate, and dry to obtain 170 g of total phenolic acids.

[0026] Heat and dissolve the total phenolic acids with water, slowly add to the Sephadex LH-20 column, first elute with water, then elute with 2 times column volume of 40% ethanol, discard; then use 60% of 2 times column volume Eluted with ethanol, the eluate was collected, concentrated, and purified by repeated column chromatography on an ODS column to obtain the new compound salvianolic acid N.

Embodiment 3

[0027] Embodiment 3. Structural identification:

[0028] Salvianolic acid N: yellow amorphous powder, C 26 h 20 o 10 , with 1% FeCl 3 The reagent reaction is brown, ESI-MS (Figure 1): 515 (M+Na) + 、493(M+H) + 、295(M-197-Na) + . 1 HNMR (CD 3 OD)δ (Figure 3): 7.88 (1H, d, J = 16.0Hz, H-7) and 6.22 (1H, d, J = 16.0Hz, H-8) are a set of trans double bond proton signals, which The spectrum of gHMBC (Fig. 6) suggests that this group of trans double bond protons is conjugated to the carbonyl, 7.27 (1H, d, J=8.5Hz, H-7″) and 6.81 (1H, d, J=8.5Hz, H- 8″) is a group of cis double bond proton signals, 3.05 (1H, dd, J=15.0 / 4.0Hz, Hα-7′), 2.96 (1H, dd, J=15.0 / 8.0Hz, H β -7') and 5.14 (1H, dd, J=8.0 / 4.0Hz, H-8'), suggesting that there is -CH(O)-CH in the compound 2 -Structural fragments, a set of ABX coupling systems that bind aromatic regions, 6.70 (1H, d, J = 1.5Hz, H-2'), 6.66 (1H, d, J = 8.0Hz, H-5') and 6.57 ( 1H, dd, J=1.5 / 8.0Hz, H-6'), indicating that there is a β-(3,4-dih...

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Abstract

The present invention relates to one kind of phenolic acid compound and its preparation process and use in treating AIDS. Red sage material is treated through solvent extraction, macroporous adsorbing resin purification, conventional drying and other steps to obtain total phenolic acid. The total phenolic acid is dissolved in water via heating, chromatographic column separation and repeated purification to obtain new compound salvianolic acid N. Enzyme and cell activity experiments show that the new compound has HIV resisting activity and is hopeful in being developed into one new kind of AIDS treating medicine.

Description

Technical field: [0001] The invention relates to a new phenolic acid compound in salvia miltiorrhiza and its application in anti-AIDS. Background technique: [0002] Salvia miltiorrhiza is the root of Salvia genus Lamiaceae. It is bitter in nature and slightly cold. Modern pharmacological studies have proved that Danshen can expand coronary arteries, increase coronary flow, improve microcirculation, and protect the heart. It can inhibit and relieve platelet aggregation, improve the body's ability to withstand hypoxia, and have anti-hepatitis, anti-tumor, and anti-virus activities. In 1988, the Institute of Medical Biotechnology of the Chinese Academy of Medical Sciences found that the water extract of Salvia Miltiorrhiza had significant anti-HIV and anti-HBV effects through the research of antiviral traditional Chinese medicines, and discussed the "Use of Salvia Miltiorrhiza for Anti-AIDS Virus and Anti-Hepatitis B Virus" Applied for a Chinese invention patent (patent numbe...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D313/14A61K31/335A61P31/18
Inventor 陈鸿珊张正付彭宗根蒋建东
Owner MEDICINE & BIOENG INST OF CHINESE ACAD OF MEDICAL SCI
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