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Novel azulene compounds and application thereof

A compound and polymer technology, applied in the field of medicine, can solve the problems of rare, few substituents of ordinary azulene compounds, limited application research, etc., and achieve a strong effect of removing free radicals

Inactive Publication Date: 2009-12-02
SHENYANG PHARMA UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there is no precedent for its application in immune regulation. Due to the lack of substituents of common azulene compounds, the types are relatively single and rare, which greatly limits its application research.

Method used

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  • Novel azulene compounds and application thereof
  • Novel azulene compounds and application thereof
  • Novel azulene compounds and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0021] At room temperature, 300g (wet weight) mycelium was placed in a Erlenmeyer flask and extracted with 800ml 80% acetone. The extract was separated by silica gel column chromatography, and eluted with chloroform and methanol as mobile phases (100:1 , 100:3, 100:5, 100:8, 100:10, 9:1, 7:1, 5:1, 3:1), take 100:5 part. The 100:5 portion of Sephadex LH-20 was depigmented, and the volume ratio of chloroform to methanol was 1:1 as the mobile phase, and the golden yellow was used as the mobile phase. The part prepared by the above method is crudely separated by medium and low pressure, and the 70% and 80% parts are combined, and then analyzed and prepared by liquid phase preparation (methanol: water = 70%). The elution time is 40 minutes and 44 minutes, respectively. Within minutes, two compounds, compound I (3.2 mg) and compound II (4.1 mg) can be obtained, and the purity of the two compounds reached 98% or more after analysis.

Embodiment 2

[0023] At room temperature, 300g (wet weight) mycelium was placed in an Erlenmeyer flask and extracted with 800ml of 100% acetone. The extract was separated by silica gel column chromatography and eluted with chloroform and methanol as mobile phases. Take 20: 1 part. Remove the pigment from the LH-20 on the 20:1 part, use the chloroform and methanol volume ratio of 1:1 as the mobile phase, and take the lighter color and interrupt for use. The part prepared by the above method is roughly cut off at medium and low pressure, and then analyzed and prepared by liquid phase preparation (methanol: water = 70%). The elution time is 40 minutes and 44 minutes, respectively, and two compounds can be obtained. The purity of compound I (2.2mg) and compound II (3.3mg) reached more than 98% after analysis.

Embodiment 3

[0025] Precisely draw a small and the same volume of the sample solution into a 5mL volumetric flask, add 3mL of 31.52μg / mL DPPH solution, and dilute the volume with methanol. After standing for 1h in the dark at room temperature, the absorbance was measured at 516nm.

[0026] DPPH clearance rate calculation formula: clearance rate (%) = [1一(DPPH·) t , / (DPPH·) t＝0 ]×100%

[0027] In the formula (DPPH·) t＝0 Is the initial concentration of DPPH radical in the system; (DPPH·) t It is the concentration of DPPH free radicals in the solution after 1h. The sample (μg) / DPPH (μg) is plotted against the scavenging rate of DPPH free radicals.

[0028] As the dose increases, the clearance rate gradually increases, until it reaches a relatively stable level, the change trend of the clearance rate tends to slow down.

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Abstract

The invention belongs to the technical field of medicaments, and relates to novel azulene compounds and application thereof, in particular to novel azulene compounds which treat diseases of the immune system, have anti-aging effect and take I and II as chemical formulas. The azulene compounds have steadier structures and stronger fat solubility, and can be prepared into various pharmaceutically acceptable preparations when proper pharmaceutical excipients are matched. Immunological experimental results show that the compound I and the compound II have stronger effect on improving immune function; and antioxidation experiments show that the compound I and the compound II have stronger removal of the activity of free radicals. The azulene compounds and preparations thereof are mainly used for various diseases caused by low immunity, and can also be used for aging resistance.

Description

Technical field [0001] The present invention belongs to the technical field of medicine, and relates to new azulene compounds and their applications, in particular to new azulene compounds and their applications in preparing medicines for various diseases caused by low immune function. Background technique [0002] Modern pharmacological studies show that azulene compounds have the functions of scavenging free radicals, anti-aging, anti-inflammatory, healing wounds, improving immunity and antibacterial. Nowadays, it is mainly used in medical treatment for skin damage repair caused by burns and scalds, and anti-inflammatory drugs or skin care products. However, there is no precedent for its application in immunomodulation, because common azulene compounds have fewer substituents, and the types are relatively single and rare, which greatly limits their application research. Summary of the invention [0003] The purpose of the present invention is to discover new multi-substituted ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C49/753C07D321/00A61K31/122A61K31/357A61P37/02A61P39/06A23L1/29A23L33/00
Inventor 裴月湖张起辉
Owner SHENYANG PHARMA UNIVERSITY
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