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Artificial synthesis method of neomarchantin A

A technology of artificial synthesis and diqin, applied in the direction of organic chemistry, etc., can solve the problems of low availability of new diqin A, hindering research and application, etc., and achieve the effect of strong inhibitory effect.

Inactive Publication Date: 2015-09-09
SUZHOU HEALTH COLLEGE
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Problems solved by technology

[0003]Technical problem to be solved: In view of the existing natural product new dichantin A, the amount of acquisition is small, which hinders the further research and application of this substance. The invention provides a method for the artificial synthesis of new decharanin A, which can continuously and massively synthesize new decharanin A, and provide good technical support for the subsequent realization of the large-scale production of the drug

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  • Artificial synthesis method of neomarchantin A

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Embodiment 1

[0044] (1) Synthesis of compound 1:

[0045] 1) A mixed solution of 3.9 mL of N,N-dimethylformamide and 4.7 mL of dimethyl sulfate was heated at 50-60 °C for 3-5 h to form a DMF-DMS adduct;

[0046] 2) Dissolve 5g of 4-hydroxy-3-methoxybenzaldehyde in 30mL of dichloromethane, then add 7.2mL of propylene glycol, then add the DMF-DMS adduct prepared above, and react at 20-30°C for 20-26h After the reaction, the system was placed under an ice bath, 6-8 mL of triethylamine was added to the reaction system, extracted three times with 20-25 mL of diethyl ether, the organic layers were combined, and the mixture was mixed with 5% sodium bisulfite and saturated sodium acetate. The solution was washed three times, and then washed three times with a mixture of saturated sodium chloride and saturated sodium acetate in equal proportions. The obtained organic phase was dried with anhydrous sodium sulfate, rotary evaporated, and recrystallized to obtain brown crystals, which was compound 1, ...

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Abstract

The invention relates to an artificial synthesis method of neomarchantin A, which comprises the following step: by using 4-hydroxy-3-methoxybenzaldehyde and methyl parabromobenzoate as initial raw materials, carrying out chemical reaction to finally obtain the neomarchantin A. The method provided by the invention utilizes the artificial synthesis process to obtain the neomarchantin A for the first time and can continuously and abundantly synthesis neomarchantin A, and the overall yield is 18.9%, thereby providing favorable technical supports for subsequent large-scale production of neomarchantin A.

Description

technical field [0001] The invention belongs to the technical field of medicinal chemistry, and in particular relates to a preparation method of a natural medicinal compound, in particular to an artificial synthesis method of neodichanin A. Background technique [0002] There are more than 6,000 species of liverworts in the world, of which more than 100 species are endemic to my country. Studies on the active components of liverworts have shown that liverworts are an important source of bioactive natural products. In recent years, a large number of compounds with novel structures and significant activities have been isolated from liverworts, many of which can be used as lead compounds for new drug research. Neomarchantin A (Neomarchantin A) is a new type of bibibenzyl compound, which was obtained for the first time by the Natural Medicinal Chemistry Research Group of Shandong University when analyzing the chemical composition of the crude cracked Dichonium collected from ...

Claims

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Application Information

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IPC IPC(8): C07D321/00
CPCC07D321/00
Inventor 刘德秀王延风潘华英黄晓英王德华石慧
Owner SUZHOU HEALTH COLLEGE
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