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Full chemical synthesis method for mangiferin aglycones

A mangiferin and chemical synthesis technology, applied in the field of total chemical synthesis technology, can solve problems such as complex structure, low yield, and lack of plant resources, and achieve the effects of short synthetic route, mild synthetic reaction conditions, and high yield

Inactive Publication Date: 2011-04-06
KUNMING MEDICAL UNIVERSITY
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Problems solved by technology

[0008] The plant resources of mangiferin aglycon are very scarce. At present, mangiferin aglycone is prepared from mangiferin by desugaring by hydrolysis, and the yield is very low (12%) (mangiferin aglycone and its preparation and purification method and application research CN10127787), Therefore, the direct synthesis of mangiferin aglycone by total chemical method has become an inevitable choice.
Mangiferin aglycon is a natural product with a relatively complex structure, and the total chemical synthesis has not been reported yet

Method used

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  • Full chemical synthesis method for mangiferin aglycones
  • Full chemical synthesis method for mangiferin aglycones
  • Full chemical synthesis method for mangiferin aglycones

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Embodiment Construction

[0020] The present invention is further illustrated below by examples. The examples of the present invention are given only to illustrate the present invention, not to limit the present invention. Therefore, any simple improvement to the present invention under the premise of the method of the present invention belongs to the protection scope of the present invention.

[0021] (1) 3, the synthesis of methyl 4-dimethoxybenzoate

[0022]

[0023] Methyl 3,4-dihydroxybenzoate (65.1g, 0.39mol), anhydrous acetone (P 2 o 5 Drying, 1500ml) and anhydrous potassium carbonate (200g) were placed in a 2L three-necked flask, heated to reflux, and dimethyl sulfate (200ml, 2.07mol) was added dropwise, and the drop was completed within 3 hours. TLC followed the reaction process and reacted after 12 hours Completely, add 10% potassium hydroxide solution (200ml), heat to reflux for 0.5h, cool, filter, wash the filter cake with 800ml acetone, recover acetone under reduced pressure, and ext...

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Abstract

The invention discloses a full chemical synthesis method for mangiferin aglycones. In a process of full chemical synthesis, the mangiferin aglycones are prepared from 3,4-methyl dihydroxybenzoate serving as an initiative raw material through six chemical reactions and steps. The synthetic process of the full chemical synthesis of the mangiferin aglycones has the advantages of short synthetic routes, mild condition of a synthetic reaction and high yield, and can be used for large-scale production.

Description

technical field [0001] The invention relates to a total chemical synthesis process of mangiferin aglycon, an active metabolite of mangiferin, and belongs to the field of biopharmaceuticals. Background technique [0002] Mangiferin (mangiferin, chemical structure formula 1) is a carbon glycoside of tetrahydroxypyrrole and belongs to the biphenylpyrazone compound, which exists in a variety of plants (Li Haowen, Deng Jiagang, Deng Jing. Research progress of mangiferin abroad. Guangxi College of Traditional Chinese Medicine Acta Sinica 2003, 6(4): 62-66), mainly extracted from mango leaves (Deng Jiagang, Zeng Chunhui. 30-year research overview of mango leaves and mangiferin. Journal of Guangxi University of Traditional Chinese Medicine 2003, 6(2): 5-49) . Mangiferin has various pharmacological activities such as antitussive, expectorant, anti-oxidant, anti-diabetic and brain protection (Liao Hongli, Wu Qiuye, Ye Guangming, Cai Lingzhi. Advances in pharmacological research of ma...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D311/86
Inventor 李玲宋流东刘旭高锁
Owner KUNMING MEDICAL UNIVERSITY
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