Derivant of salviol acidn A and its application as antioxidant

A technology of salvianolic acid and antioxidant, which is applied in the application field of derivatives as antioxidants, can solve problems such as poor absorption, insufficient purity, and differences in active bulk compounds, and achieve good oral absorption, no drug side effects, and reliable quality control effect

Inactive Publication Date: 2008-03-05
何克江
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The existing problems of flavonoid preparations (gingko preparations) are: (1) There are individual differences in the formation of active body compounds: flavonoid glycosides represented by quercetin glycosides are the main active ingredients of ginkgo preparations, and their active bodies are flavonoid glycosides Aglycone
[0007] However, there are the followi

Method used

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  • Derivant of salviol acidn A and its application as antioxidant
  • Derivant of salviol acidn A and its application as antioxidant
  • Derivant of salviol acidn A and its application as antioxidant

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] Embodiment 1: the preparation of salvianolic acid A

[0033] 150Kg Salvia miltiorrhiza was crushed (40-80 mesh), extracted four times with deionized water (600L×4 times, 80-100°C, 2 hours), combined the extracts, filtered, put on HPD100A resin column (Ф500×1500), first Wash with 1500L water, then elute with 50% methanol, concentrate the 50% methanol eluate under reduced pressure at 45-60°C to a dry paste, dissolve the concentrate in 100L ethanol, let stand at 4°C for 24 hours, and filter. The filtrate was concentrated under reduced pressure at 45-60°C to a dry paste, and then the concentrated solution was dissolved in 100L water, extracted twice with chloroform (100L×2 times), extracted three times with ethyl acetate (100L×3 times), and the chloroform layer Chloroform was recovered under reduced pressure and then discarded. The concentrated solution was extracted with ethyl acetate and the aqueous phase was discarded. The ethyl acetate layers were combined, dehydrated ...

Embodiment 2

[0045] Embodiment 2: the preparation of salvianolic acid A ethyl ester

[0046] 494g salvianolic acid A was dissolved in 10L absolute ethanol (containing 0.1mol H 2 SO 4 ), add 2L of chloroform, reflux with a device equipped with a fractionation column and a water separator until no more water comes out, add 20L of water to dilute, and then put it on a Sephadex LH20 column (Ф150×1500), sequentially use 100L of 50% methanol solution, methanol The solution was eluted, and the methanol eluate was concentrated under reduced pressure at 45-60° C. to obtain 480 g of light yellow solid (92% yield).

[0047] Its molecular structure is:

[0048]

Embodiment 3

[0049] Embodiment 3: the preparation of salvianolic acid A methyl ester

[0050] Dissolve 494g of salvianolic acid A in 5L of methanol, then carefully add 200ml of acetyl chloride dropwise, let it stand overnight, add 10L of water to dilute, put it on a Sephadex LH20 column (Ф150×1500), and successively elute with 100L of 50% methanol solution and methanol solution , the methanol eluate was concentrated under reduced pressure at 45-60° C. to obtain 482 g of light yellow solid (95% yield).

[0051] Its molecular structure is:

[0052]

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Abstract

The present invention provides salvianolic acid A derivative and its application as antioxidant based on the physical and chemical properties and bioactivity of natural salvianolic acid. The salvianolic acid A derivative has the pharmacological effects of resisting oxidation, resisting inflammation, protecting endothelial cell, lowering blood fat, raising HDL, etc. It may be applied in preventing and treating atheroscleorsis, cardiac and cerebral vascular diseases, rheumatoid arthritis, diabetes, tumor and other diseases.

Description

Technical field: [0001] The present invention relates to a derivative of salvianolic acid A and the application thereof, in particular to the application of the derivative of salvianolic acid A as an antioxidant. Background technique: [0002] In chronic inflammatory diseases (atherosclerosis, rheumatoid arthritis, asthma), autoimmune diseases (lupus, myasthenia gravis, multiple sclerosis, organ transplant rejection), liver diseases (various hepatitis especially Hepatitis C, toxic hepatitis, drug-induced liver poisoning, fatty liver, liver fibrosis), kidney disease, diabetes, organ ischemia-reperfusion (ischemia-reperfusion), chemical poisoning, drug toxicity, bacterial infection (endotoxin toxicity), Oxidative stress is one of the important pathological links in the process of aging and tumor development. Therefore, effective antioxidants are one of the basic drugs for the prevention and treatment of such diseases, especially for diseases where oxidative stress is a key pa...

Claims

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Application Information

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IPC IPC(8): C07C69/732C07C235/34C07C279/14C07C309/15A61K31/215A61P39/06
Inventor 何克江刘珂
Owner 何克江
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