Anti-tumor drug of diterpenoid compound, and preparation method and application thereof

A technology for anti-tumor drugs and compounds, which is applied in the directions of anti-tumor drugs, separation/purification of hydroxy compounds, drug combination, etc., can solve the problems such as no reports on the activity of kalmanol-type diterpene components and few studies on cytotoxic activity.

Inactive Publication Date: 2015-08-05
谢蕊
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] There are few reports on the screening of pharmacological activity of diterpenoids in Flos alba, and few studies on cytotoxic activity
So far, there is no report on the activity of kalmanol-type diterpene components in the flower

Method used

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  • Anti-tumor drug of diterpenoid compound, and preparation method and application thereof
  • Anti-tumor drug of diterpenoid compound, and preparation method and application thereof
  • Anti-tumor drug of diterpenoid compound, and preparation method and application thereof

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preparation example Construction

[0036] One embodiment of the present invention provides a kind of diterpenoid compound, and its preparation method comprises:

[0037] A. Degrease the ramie flower with dichloromethane one or more times, filter, and collect the filter residue;

[0038] B. Extracting the syringa flower with alcohol or alcohol solution for one or more times, filtering, collecting the filtrate, concentrating and drying under reduced pressure, and obtaining the alcohol extract;

[0039] C. Add water to the alcohol extract, extract with petroleum ether and degrease again, then extract with ethyl acetate, then extract the obtained ethyl acetate extract with saturated aqueous sodium bicarbonate solution, take the ethyl acetate phase and evaporate to dryness to obtain ethyl acetate crude extract;

[0040] D. Purifying the obtained crude product by column chromatography to obtain purified diterpenoids.

[0041] The detailed steps of said step D may include:

[0042] ① The crude product is subjected ...

Embodiment 1

[0082] Naoyanghua (produced in Hubei) was taken, extracted three times with dichloromethane to degrease, filtered, and the filter residue was collected. Extract the filter residue three times with 95% ethanol solution, filter, collect the filtrate, and concentrate under reduced pressure to obtain the ethanol extract. Add water to the ethanol extract to make an extract aqueous suspension, extract three times with petroleum ether, degrease again, extract three times with ethyl acetate, concentrate the obtained ethyl acetate extract, then extract three times with saturated aqueous sodium bicarbonate solution, take acetic acid Ethyl phase was evaporated to dryness to obtain crude ethyl acetate extract.

[0083] The crude product was subjected to column chromatography on silica gel and eluted with ethyl acetate-ethanol gradient to obtain ethyl acetate-ethanol (volume ratio 30:1) eluate, which was concentrated to obtain extract E1. The extract E1 was subjected to silica gel column ...

Embodiment 2

[0085] Take 20Kg of Nao Yang Hua (produced in Hubei), extract three times with dichloromethane to degrease (60L×3), filter, and collect the filter residue. The filter residue was extracted three times with 95% ethanol solution (60L×3), filtered, the filtrate was collected, and concentrated under reduced pressure to obtain the ethanol extract (1.2Kg). Add 10L of water to the ethanol extract to make an extract aqueous suspension, extract three times with petroleum ether and degrease again (10L×3), extract three times with ethyl acetate (10L×3), and concentrate the obtained ethyl acetate extract to about 10 L was extracted three times with saturated aqueous sodium bicarbonate solution (10 L×3), and the ethyl acetate phase was evaporated to dryness to obtain ethyl acetate extract (crude product, about 200 g).

[0086] The crude product (about 200 g) was subjected to column chromatography on silica gel (600 g), eluted with ethyl acetate-ethanol gradient to obtain ethyl acetate-etha...

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Abstract

The invention discloses a diterpenoid compound. A preparation method comprises the following steps: A, degreasing Chinese azalea flower with dichloromethane once or more than once, then carrying out filtration and collecting filter residue; B, extracting the Chinese azalea flower with alcohol or an alcohol solution once or more than once, then carrying out filtration, collecting a filtrate and then carrying out pressure-reduced concentration and drying so as to obtain alcohol extract; C, adding water into the alcohol extract, degreasing the alcohol extract with petroleum ether again, carrying out extraction with ethyl acetate after degreasing, extracting the obtained ethyl acetate extraction liquid with a saturated aqueous sodium bicarbonate solution and evaporating an ethyl acetate phase to dryness to obtain crude ethyl acetate extract; and D, separating and purifying the crude ethyl acetate extract by using column chromatography to obtain the purified diterpenoid compound. The diterpenoid compound provided by the invention has a strong inhibitory effect on colon cancer cells (HT-29 and HCT-8), liver cancer cells (Bcl-7402), small cell lung cancer (A549) and / or breast cancer (MCF-7).

Description

technical field [0001] The invention relates to the technical field of medicinal chemistry of natural extracts, in particular to an antitumor drug of diterpenoids and its application. Background technique [0002] Rhododendron molle G.Don is a Rhododendron molle plant, distributed in the Yangtze River Basin to the south of China, growing on hillsides, shrubs or grasses. The flowers, fruits and roots of A. chinensis are available for medicinal purposes. The flowers are generally called Nao Yang Hua, pungent, warm, highly poisonous, and enter the liver meridian; it has the effects of relieving pain, dispelling wind and dehumidification, and is used for rheumatic obstinate arthralgia, wound pain, and stubborn ringworm of the skin. The fruit is generally called Liuxiezi or Balima. It tastes bitter, warm, and highly toxic. It enters the lung and spleen meridians; The root taste is pungent, warm, poisonous, and enters the spleen meridian; it has the effects of expelling wind, re...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C35/44C07C29/76A61P35/00G01N21/31
CPCC07C29/76C07C35/44C07C2603/40G01N21/314
Inventor 不公告发明人
Owner 谢蕊
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