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Compound for treatment of psoriasis and preparation method of compound for treatment of psoriasis

A psoriasis and composition technology, applied in chemical instruments and methods, chemical/physical processes, medical preparations containing active ingredients, etc., can solve problems such as low yield, difficulty in large-scale production, and cumbersome steps. Achieve the effect of high product yield, large-scale production and simple operation

Active Publication Date: 2020-02-28
MUDANJIANG MEDICAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

In addition, in view of the cumbersome steps of the biological preparation method of CN104211670B, especially the low yield of the product caused by multiple chromatographic column separations, it is difficult to achieve large-scale production, the present invention also provides a chemical preparation method of the compound

Method used

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  • Compound for treatment of psoriasis and preparation method of compound for treatment of psoriasis
  • Compound for treatment of psoriasis and preparation method of compound for treatment of psoriasis
  • Compound for treatment of psoriasis and preparation method of compound for treatment of psoriasis

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1-

[0043] Example 1 - Preparation Example:

[0044]

[0045] Step 1: Preparation of solid base catalyst

[0046] Dissolve 2.0 g of sodium hydroxide in deionized water, impregnate 40.0 g of γ-alumina in equal volume, impregnate for 24 hours, then dry at 130°C for 15 hours, and then bake at 600°C for 4 hours to obtain sodium hydroxide supported on Solid base catalyst NaOH / Al on alumina 2 o 3 .

[0047] Step 2: Preparation of 6-(3-hydroxypent-1-enyl)-2H-pyran-2-one

[0048] Methyl ethyl ketone (5ml), the catalyst (8.4g) and ethanol (60ml) prepared in step 1 were mixed, and then 2H-pyran-2-one (1.24g, 10mmol) was dissolved in ethanol (20ml) dropwise. ) in the solution, dripped in 10 minutes, and stirred at room temperature to react. The progress of the reaction was monitored by TLC. After the raw material point of 2H-pyran-2-one completely disappeared, the solution was heated to 45° C. to continue the reaction for 1-2 h, so as to make the reaction complete. After cooling, fi...

Embodiment 3

[0059] Embodiment 3-pharmacological activity test embodiment:

[0060] 1. In vitro MTT assay

[0061] 6-(3-Hydroxypent-1-enyl)-2H-pyran-2-one was dissolved in dimethyl sulfoxide, and then diluted with PBS buffer to prepare concentrations of 1000 μg / ml and 100 μg / ml respectively , 10 μg / ml, 1 μg / ml, 0.1 μg / ml and 0.01 μg / ml solutions. The sample solution was added to a 96-well plate, and human immortalized epidermal (HaCat) cells in growth phase (pharmacology laboratory, Shanghai Institute of Pharmaceutical Industry) were placed in the 96-well plate, and cultured for 48 hours. Then the inhibitory activity was determined by the standard MTT method, in which four parallel samples were set up for each concentration, and each experiment was repeated three times, and the conclusion was drawn through the control of the blank group. The OD value of each well was detected by a microplate reader, and the detection wavelength was 570nm. The cell inhibition rate was calculated as follo...

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Abstract

The invention provides application of an alpha-pyrone derivative namely 6-(3-hydroxypentyl-1-alkenyl)-2H-pyran-2-ketone to treatment of psoriasis and a pharmaceutical composition comprising the same compound and further provides a chemical preparation method of 6-(3-hydroxypentyl-1-alkenyl)-2H-pyran-2-ketone. The preparation method is simple in operation, high in product yield and low in cost, large-scale production can be realized, and problems of step complexity, low product yield and difficulty in mass preparation in application of an existing biological preparation method are solved.

Description

technical field [0001] The invention relates to the field of medicine, in particular to a compound for treating psoriasis, and also relates to a preparation method of the compound. Background technique [0002] Psoriasis is an immune-mediated chronic inflammatory skin disease. Its pathological features include abnormal proliferation of epidermal keratinocytes, dermal lymphocyte infiltration, and vascular proliferation changes. The affected areas are often accompanied by erythema, scales, and itching. symptom. Psoriasis can vary in severity from mild localized plaques to full body coverage. Common forms of the disease include, for example, plaque psoriasis, guttate psoriasis, inverse psoriasis, pustular psoriasis, and erythrodermic psoriasis. The cause of psoriasis is unknown but believed to be genetic, and it may be exacerbated by a variety of factors, such as stress, systemic corticosteroid withdrawal, excessive alcohol consumption and smoking, among others. [0003] Pso...

Claims

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Application Information

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IPC IPC(8): A61K31/351A61P17/06C07D309/38B01J23/04
CPCA61K31/351A61P17/06B01J23/04C07D309/38
Inventor 徐红纳程艳由丽梅吴宜艳乔清波孙延斌王尊博才玉婷王春辉
Owner MUDANJIANG MEDICAL UNIV
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