Anticancer 4'-nor-anthricin and preparation method thereof

A technology of ginseng lactone and ginseng lactone, which is applied in the field of medicine, can solve the problems of high toxicity, etc., and achieve the effect of low cost, high yield, and apoptosis induction of cancer cells

Inactive Publication Date: 2013-09-18
SOUTHWEST JIAOTONG UNIV
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  • Abstract
  • Description
  • Claims
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Problems solved by technology

The research group of the inventor of this patent application found that ashenolide (deoxypodophyllotoxin) has the effect of inhibiting the proliferation of various cancer cells, but the toxicity is relatively high, and the development of has certain limitations
The present invention mainly obtains 4'-norshen lactone through a chemical synthesis approach, and studies its anticancer activity, but there is no bibliographical report at present

Method used

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  • Anticancer 4'-nor-anthricin and preparation method thereof
  • Anticancer 4'-nor-anthricin and preparation method thereof
  • Anticancer 4'-nor-anthricin and preparation method thereof

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Embodiment Construction

[0018] One, the preparation of 4'-norshen lactone:

[0019] (1) Preparation of the intermediate ginseng lactone: take 100g of podophyllotoxin, dissolve it in 500ml of glacial acetic acid, add 5-10g of palladium carbon, pour the above materials into the autoclave together, replace with nitrogen for 5 times, then replace with hydrogen for 3 Once, be heated to 95 ℃ of inner temperature, hydrogen pressure is raised to 1.1atm, after reacting for 5 hours, cool down, after depressurization, filter out catalyst, after concentrating dry solvent, obtain the crude product of ginseng lactone, crude product uses ethyl acetate:petroleum ether = 1:3 mixed solvent 200ml recrystallized to obtain 75g of white powder ginseng lactone with high-efficiency liquid phase purity greater than 98%.

[0020] In the preparation process of ashen lactone, the amount of catalyst used is between 5% and 10%, and the yield of ashen lactone of about 75% can be obtained, and the catalyst of more than 10% has no e...

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Abstract

The invention discloses an anticancer 4'-nor-anthricin and a preparation method thereof, and belongs to the field of medicine. The anticancer 4'-nor-anthricin is prepared by the following steps of taking podophyllotoxin as raw material, dissolving the podophyllotoxin in acetic acid in an autoclave, adding a palladium-carbon catalyst, carrying out reaction between the podophyllotoxin and hydrogen at the hydrogen pressure of 1.1-2 and at the temperature of 90-100 DEG C to obtain anthricin, and finally carrying out reaction between the anthricin and hydrogen bromide in an acetic acid solution to obtain the 4'-nor-anthricin. Researches find that the anticancer 4'-nor-anthricin has obvious suppressing and apoptosis inducing functions for the cervical cancer cell Hela and the mice melanoma cell B16; the preparation method of the 4'-nor-anthricin is simple, easy to control, low in cost and high in yield.

Description

technical field [0001] The invention belongs to the field of medicine, and relates to a 4'-norshen lactone which has a significant inhibitory effect on cervical cancer cell Hela and mouse melanoma cell B16 and a preparation method thereof. Background technique [0002] Cancer, also known as "malignant tumor", belongs to the category of syndromes such as lumps in the abdomen, accumulation, choking diaphragm, nausea, and gall tumors in traditional Chinese medicine. Modern medicine believes that: cancer is caused by the body's environmental pollution, chemical pollution (chemical toxins), electric radiation, free radical toxins, microorganisms (bacteria, fungi, viruses) and their metabolic toxins, genetic characteristics, endocrine disorders, immune dysfunction, etc. Under the action of carcinogens and cancer-causing factors, normal cells in the body become cancerous. The clinical manifestation is a local mass formed by abnormal proliferation of histiocytes. It is characteriz...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D493/04A61P35/00
Inventor 耿耘王毅马超英马向华蒋合众吴晓青
Owner SOUTHWEST JIAOTONG UNIV
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