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17 (15 to 16)-trans-abietane diterpenoid compound, preparation method, pharmaceutical composition and application of 17 (15 to 16)-trans-abietane diterpenoid compound

A compound, the technology of abietane, which is applied in the field of anti-tumor compounds, can solve problems such as unreported

Active Publication Date: 2021-09-03
HANGZHOU NORMAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, there is no report on the chemical constituents of Daqing chinensis, and there is no report on the application of Daqing chinensis and its extract components in anti-tumor research.

Method used

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  • 17 (15 to 16)-trans-abietane diterpenoid compound, preparation method, pharmaceutical composition and application of 17 (15 to 16)-trans-abietane diterpenoid compound
  • 17 (15 to 16)-trans-abietane diterpenoid compound, preparation method, pharmaceutical composition and application of 17 (15 to 16)-trans-abietane diterpenoid compound
  • 17 (15 to 16)-trans-abietane diterpenoid compound, preparation method, pharmaceutical composition and application of 17 (15 to 16)-trans-abietane diterpenoid compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0034] A 17(15→16)-transfer-abietane diterpene compound with anti-tumor effect, the chemical name is: 11,14,16-trihydroxy-6,12-dimethoxy-17(15→16 )-pifer-5,8,11,13-abietanetetraene-3,7-dione, the structure of which is shown in Formula I below:

[0035]

[0036] 1. Physical and chemical performance test of the above-mentioned compound Bracteatum B.

[0037] 1.1 Molecular structure determination

[0038] The nuclear magnetic resonance instrument used is the Bruker AVANCE III 500 type nuclear magnetic resonance instrument manufactured by Bruker Company, and the nuclear magnetic resonance uses deuterated CDCl 3 (Deuterated chloroform) reagent, the hydrogen spectrum and the carbon spectrum data of gained abietane type diterpene compound Bracteatum B are shown in the following table 1, and the results are as follows figure 1 , 2 shown.

[0039] Table 1 Hydrogen spectrum of Bracteatum B 1 H-NMR (500MHz) and carbon spectrum 13 C-NMR (125MHz) data

[0040]

[0041] Note: C...

Embodiment 2

[0047] The preparation method of the abietane type diterpene compound BracteatumB in embodiment 1 may further comprise the steps:

[0048] (1) Air-drying and pulverizing the branches of 9kg of Daqing huahua, adding to ethanol with a volume fraction of 90% for extraction, the addition is ethanol 10mL / g Daqing huahua, the extraction temperature is 70°C, leaching 3 times, 5 hours each time; filter the insoluble matter and combine the filtrates, then evaporate to dryness at low temperature and reduced pressure at a vacuum of 0.08MPa and a temperature of 45°C to obtain the extract;

[0049] (2) Mix the obtained extract and water uniformly at a mass ratio of 1:2 to make a suspension, extract 3 times with equal volume of ethyl acetate, combine the extracts, and put them at a low temperature at a vacuum of 0.08MPa and a temperature of 45°C Evaporate to dryness under reduced pressure to obtain ethyl acetate extract phase;

[0050] (3) Mix the obtained ethyl acetate extraction phase wi...

Embodiment 3

[0053] The preparation method of the abietane type diterpene compound BracteatumB in embodiment 1 may further comprise the steps:

[0054] (1) Air-dry and pulverize the branches of 9kg of Daqing, add it to ethanol with a volume fraction of 80% for extraction, the amount of addition is 20mL / g of Daqing, the extraction temperature is 65°C, and extract 3 times , 4 hours each time; filter the insolubles and combine the filtrates, then evaporate to dryness at low temperature and reduced pressure at a vacuum of 0.07MPa and a temperature of 50°C to obtain the extract;

[0055] (2) Mix the obtained extract with water at a mass ratio of 1:1 to make a suspension, extract 4 times with an equal volume of ethyl acetate, combine the extracts, and store the extract at a low temperature at a vacuum of 0.07MPa and a temperature of 50°C Evaporate to dryness under reduced pressure to obtain ethyl acetate extract phase;

[0056] (3) Mix the obtained ethyl acetate extraction phase with equal mass...

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Abstract

The invention relates to the technical field of anti-tumor compounds, in particular to a 17 (15 to 16)-trans-abietane diterpenoid compound which is extracted from clerodendrum bracteatum and has an anti-tumor effect, a preparation method, a pharmaceutical composition and application of the 17 (15 to 16)-trans-abietane diterpenoid compound. The 17 (15 to 16)-trans-abietane diterpenoid compound is a natural anti-tumor compound extracted from clerodendrum bracteatum branches, has the biological activity of inhibiting tumor cells, particularly has an obvious cell inhibition effect on human promyelocytic leukemia cells HL-60, has a very great application prospect in preparation of anti-tumor drugs, and has an important effect on improving the medical and economic values of the clerodendrum bracteatum.

Description

technical field [0001] The invention relates to the technical field of anti-tumor compounds, in particular to a 17(15→16)-trans-abietane type diterpene compound with anti-tumor effect, a preparation method, a pharmaceutical composition and an application. Background technique [0002] Daqing is a shrub or small tree, 3 to 4 meters high, and a few can reach 10 meters. It is a plant of the Verbenaceae Daqing. There are 40 species in this genus in my country, most of which are distributed in South China and Southwest China. Among them, it can be used as medicine There are 23 kinds used. According to the records of herbal medicines in the past dynasties and the experience of folk treatment, various plants of this genus have the functions of clearing away heat and detoxification, expelling wind and dampness, promoting blood circulation and dissipating blood stasis, anti-inflammatory and analgesic, etc. , bruises and other diseases. At present, there is no report on the chemical ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C49/755C07C45/78C07C45/79A61K31/122A61P35/00A61P35/02
CPCC07C45/78C07C45/79A61P35/00A61P35/02C07C2603/26C07B2200/07C07C49/755
Inventor 许明峰戴杨帆田霖丹朱芹
Owner HANGZHOU NORMAL UNIVERSITY
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