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Novel azulene compounds and application thereof

A compound and drug technology, applied in the field of medicine, can solve problems such as scarcity, limited application research, single type, etc., and achieve a strong effect of removing free radicals

Inactive Publication Date: 2013-09-25
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

[0022] At room temperature, put 300g (wet weight) mycelia in a Erlenmeyer flask, extract with 800ml 80% acetone, separate the extract by silica gel column chromatography, and use chloroform and methanol as the mobile phase for elution (100:1, 100:3, 100:5, 100:8, 100:10, 9:1, 7:1, 5:1, 3:1), take the 100:5 part. The 100:5 part was depigmented with Sephadex LH-20, the mobile phase was 1:1 volume ratio of chloroform and methanol, and the golden yellow one was taken for later use. The part prepared by the above method is roughly separated by medium and low pressure, and the 70% and 80% parts are combined, and then analyzed and prepared by liquid phase (methanol: water = 70%), the elution time is 40 minutes and 44 minutes respectively. Two compounds, compound I (3.2 mg) and compound II (4.1 mg), were obtained in minutes, and the purity reached above 98% after analysis.

Embodiment 2

[0024] At room temperature, put 300g (wet weight) of mycelia in a Erlenmeyer flask, extract with 800ml of 100% acetone, and separate the extract by silica gel column chromatography, eluting with chloroform and methanol as the mobile phase, taking 20:1 part. The 20:1 part was depigmented with LH-20, and the volume ratio of chloroform and methanol was 1:1 as the mobile phase, and the lighter color was taken for later use. The part prepared by the above method was cut roughly under medium and low pressure, and then analyzed and prepared in liquid phase (methanol: water = 70%). The elution time was 40 minutes and 44 minutes respectively, and the two compounds were obtained. The purity of compound Ⅰ (2.2 mg) and compound Ⅱ (3.3 mg) reached over 98% after analysis.

Embodiment 3

[0026] Precisely pipette a small volume of the sample solution into a 5mL volumetric flask, add 3mL of 31.52μg / mL DPPH solution precisely to each, and dilute to volume with methanol. After standing in the dark at room temperature for 1 h, the absorbance was measured at 516 nm.

[0027] The formula for calculating the clearance rate of DPPH: clearance rate (%)=[1-(DPPH·) t , / (DPPH ) t=0 ]×100%

[0028] where (DPPH·) t=0 is the initial concentration of DPPH free radicals in the system; (DPPH·) t is the concentration of DPPH free radicals in the aftertreatment solution for 1 h. The sample (μg) / DPPH (μg) was plotted against the DPPH free radical scavenging rate.

[0029] As the dose increases, the clearance rate gradually increases until it reaches a relatively stable level, and the change trend of the clearance rate tends to be gentle.

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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 invention belongs to the technical field of medicine and relates to a new azulene compound and its application, in particular to the new azulene compound and its application in preparing medicines for various diseases caused by hypoimmune function. Background technique [0002] Modern pharmacological studies have shown that azulene compounds have the functions of scavenging free radicals, anti-aging, anti-inflammation, healing wounds, improving immunity and antibacterial. Now it is mainly used in medical treatment for skin damage repair caused by trauma such as burns and scalds, as well as anti-inflammatory drugs or skin care products. However, there is no precedent for its application in immune regulation. Due to the few substituents of common azulene compounds, the types are relatively single and rare, which greatly limits its application research. Contents of the invention [0003] The purpose of the present invention is to discover new multi...

Claims

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Application Information

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