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Kaurane type diterpene compound and its preparing method as well as application in anticancer drugs

A technology of kauritanes and anti-cancer drugs, which is applied in the separation/purification of carboxylic acid compounds, drug combinations, and anti-tumor drugs. Wide cancer spectrum, less toxic and side effects, high anticancer activity

Inactive Publication Date: 2003-07-23
NANJING UNIVERSITY OF TRADITIONAL CHINESE MEDICINE
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although chemotherapeutic drugs have a certain effect on cancer, they have large toxic and side effects. The curative effect of Chinese patent medicines on cancer is generally low. The remission rate was 6.0%, and the curative effect was not ideal

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0020] Embodiment 1: Extraction method of the kaurane-type diterpene compound ent-kaur-16-en-19-oic acid of custard apple

[0021] ①The plant sample of custard apple was collected from Hainan, dried naturally and then crushed. The crushed custard apple stem was 3.5kg, extracted with 3000ml of 95% alcohol under reflux, recovered ethanol and then concentrated to obtain 300g of extract;

[0022] ② Extract the extract with chloroform to obtain a chloroform extract;

[0023] ③The chloroform extract was subjected to column chromatography through silica gel (100-200 mesh, 2kg), using 3000ml petroleum ether-chloroform (2:1) as eluent A to obtain the extract part;

[0024] ④The extract was subjected to column chromatography with 300g of silica gel (200-300 mesh), and eluted with 3000ml of petroleum ether-ethyl acetate (100:2) as eluent B, and each 50ml of eluent was a unit respectively Accepted, the eluent was subjected to silica gel thin plate chromatography, the thin plate was spray...

Embodiment 2

[0025] Example 2: Structural identification of kaurane-type diterpene compound ent-kaur-16-en-19-oic acid:

[0026] ent-kaur-16-en-19-oic acid is a colorless massive crystal, easily soluble in organic solvents such as chloroform, ethyl acetate, acetone, melting point 166-169°C (CHCI 3 ). 1 HNMR suggested that ent-kaur-16-en-19-oic acid was a kaurane-type diterpene compound. Molecular formula C 20 h 30 o 2 , its chemical structure is as follows:

Embodiment 3

[0027] Example 3: Anti-esophageal cancer effect of ent-kaur-16-en-19-oic acid

[0028] 1. Cell culture and monomer compound

[0029] The esophageal cancer cell line (Eca-109) was provided by the Department of Microbiology, Nanjing University of Traditional Chinese Medicine. The cells were cultured in 199 culture medium, added with 10% calf serum, and incubated at 37°C, 5% CO 2 Inside the incubator. The monomer compound is ent-kaur-16-eh-19-oic acid, a diterpene compound of cherimoya glabrata identified by chemical structure.

[0030] 2. Experimental method MTT method was used to determine the inhibitory effect of ent-kaur-16-en-19-oic acid (prepared with absolute ethanol) on the growth of esophageal cancer cells. Esophageal cancer cells in the logarithmic growth phase were adjusted to 1×10 5 / ml, 0.2ml was inoculated on a 96-well plate, placed at 37°C, 5% CO 2After cultivating for 24 hours, the original culture solution was discarded, and 0.2 ml of the culture solution co...

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Abstract

An anticancer kaurane-type diterpenoid for suppressing esophagus cancer and liver cancer cells is extracted from the stem of soursop through drying in air, pulverizing, extracting in alcohol concentrating, extracting in chloroform, chromatography, eluting, chromatography and eluting. Its advantages are high effect, low toxic by-effect, broad spectrum and high activity.

Description

1. Technical field [0001] The invention relates to an anticancer drug and a preparation method thereof, in particular to an anticancer active substance kaurane-type diterpene compound extracted from cherimoya glabrata as a raw material and a preparation method thereof. 2. Background technology [0002] Cancer is a formidable enemy that endangers human health. There are about 1.6 million new cases of cancer in my country every year, and about 1.3 million people die of cancer every year. The number of deaths due to cancer in the country is increasing year by year. my country has a high incidence of liver cancer, gastric cancer, esophageal cancer, breast cancer, and lung cancer. The region has a high cancer mortality rate. [0003] There are currently no effective drugs that cure most cancer patients. Although chemotherapeutic drugs have a certain effect on cancer, they have large toxic and side effects. The curative effect of Chinese patent medicines on cancer is generally lo...

Claims

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Application Information

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IPC IPC(8): A61K31/19A61P35/00C07C51/42C07C61/35
Inventor 章永红
Owner NANJING UNIVERSITY OF TRADITIONAL CHINESE MEDICINE
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