2,3-epoxy-2-propylsulfone-5,8-dimethoxy-1,4-naphthoquinone, its preparation method and medicine containing it
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A dimethoxy, naphthoquinone technology, applied in the field of medicine, can solve the problems of lack of discrimination ability of chemotherapy, decreased blood picture, liver function damage, etc.
Active Publication Date: 2021-04-23
HEILONGJIANG BAYI AGRICULTURAL UNIVERSITY
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At present, the clinical treatment of cancer is aimed at killing cancer cells, but chemotherapy has no ability to distinguish, and often kills a large number of normal cells while killing cancer cells. Symptoms such as reaction, decreased blood picture, abdominal pain, fever, etc., are the common defects of drugs for the treatment of liver cancer in clinical practice.
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[0054] Example: Preparation of 2,3-epoxy-2-propylsulfone-5,8-dimethoxy-1,4-naphthoquinone compound in this example:
[0055] 1. Synthesis of 2-propylmercapto-5,8-dimethoxy-1,4-naphthoquinone
[0056] In a 100ml reaction bottle, add 218.21mg (1mmol) of 5,8-dimethoxy-1,4-naphthoquinone and 50ml of methanol, mix well, add 111.02μl (1.5mmol) of 1-propanethiol, and react at room temperature for 4 hours Finally, 149.8 mg (0.2 mmol) of sodium dichromate and 27.2 μl (0.75 mmol) of concentrated sulfuric acid were added to the mixture, and the reaction was completed after 5-10 minutes. Extracted with dichloromethane and saturated brine, dried with an appropriate amount of anhydrous sodium sulfate, filtered, and concentrated to dryness to obtain a crude product, which was prepared by column chromatography, 2-propylmercapto-5,8-dimethoxy-1,4- naphthoquinone.
[0057] 2. Synthesis of 2,3-epoxy-2-propylsulfone-5,8-dimethoxy-1,4-naphthoquinone (EPDMNQ)
[0058] In a 50ml reaction bottle, ...
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Abstract
2,3-epoxy-2-propylsulfone-5,8-dimethoxy-1,4-naphthoquinone, a preparation method thereof, and a medicine containing the same; it belongs to the technical field of medicine. Its structural formula is: The method of the present invention: 1. Dissolve 5,8-dimethoxy-1,4 naphthoquinone in methanol, add 1-propanethiol, react at room temperature, then add sodium dichromate and concentrated sulfuric acid , continue to react, then extract with dichloromethane and saturated saline, dry over anhydrous sodium sulfate, filter, and concentrate to dryness; 2, then dissolve in chloroform, continue to add 3-chloroperoxybenzoic acid, react at room temperature, react Add 5% NaHCO after complete 3 After neutralizing the excess m-chloroperoxybenzoic acid in the solution, the reaction was terminated, extracted with dichloromethane and saturated brine, dried over anhydrous sodium sulfate, filtered, and concentrated to dryness. Application of the compound and the pharmaceutical composition of the present invention in the preparation of medicines for treating liver cancer.
Description
technical field [0001] The invention belongs to the technical field of medicine; in particular, it relates to a 2,3-epoxy-2-propylsulfone-5,8-dimethoxy-1,4-naphthoquinone compound, its preparation method and the compound as an active ingredient pharmaceutical composition. Background technique [0002] The traditional way of new drug development is to develop and research new drugs by using active ingredients in natural products as lead compounds. Comfrey is a traditional Chinese medicine with a long history of medicinal use and extensive pharmacological effects. Its main active ingredient, shikonin, is a lead compound with great potential for development. Naphthoquinone compounds represented by shikonin have various physiological activities such as anti-inflammatory, antibacterial, antiviral, antimalarial, and antitumor. Especially in anti-cancer research, it has been reported that it can inhibit tumor cell growth, induce cell apoptosis, inhibit DNA topoisomerase, inhibit ...
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