Abietane type diterpenoid compound with anti-tumor effect, preparation method, pharmaceutical composition and application

An anti-tumor effect, rosinane technology, applied in the direction of anti-tumor drugs, drug combinations, medical preparations containing active ingredients, etc.

Active Publication Date: 2021-08-27
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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  • Abietane type diterpenoid compound with anti-tumor effect, preparation method, pharmaceutical composition and application
  • Abietane type diterpenoid compound with anti-tumor effect, preparation method, pharmaceutical composition and application
  • Abietane type diterpenoid compound with anti-tumor effect, preparation method, pharmaceutical composition and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0037] A rosin-type diiterpene compound having an anti-tumor effect, chemical name is 12,16-epoxy-17 (15 → ​​16) - shifted-3, 5, 8, 12-rosettene tetrane-7, 11, 14-triketone, rosin-type diiterpene compound BracTeatum A, as shown in the following formula I:

[0038]

[0039] 1. Physicochemical properties test of the above compound BracTeatum A.

[0040] 1.1 Molecular Structure Determination

[0041] The nuclear magnetic resonance unit used for Bruker Avance III 500 nuclear magnetic resonance instrument manufactured by Bruker, using deuterated CDCl 3 (Deuterated chloroform) reagent, the hydrogen-proof and carbon spectrum data from the resultatum A obtained from the resulting rosin-type diiterpene compound is shown in Table 1 below. figure 1 , 2 Indicated.

[0042] Table 1 Hydrogens of BracTeatum A 1 H-NMR (500MHz) and carbon spectrum 13 C-NMR (125MHz) data

[0043]

[0044] Note: The chemical displacement is denoted; S means a single peak; m represents a multi-peak; DD represents...

Embodiment 2

[0050] The preparation method of rosin-type diiterpene compound BracTeatum A in Example 1, including the following steps:

[0051] (1) Crushing the wind-dried branches of 9kg of the gossy, then dipped at 70 ° C in ethanol in the volume fraction of 90%, each dip, 5 hours, ethanol added to the branches of the boss The fragmented mass is 10 mL / g, the insoluble material is filtered and the filtrate is combined, and then the temperature is 0.08 MPa, the temperature is 45 ° C under reduced pressure to dry the extract 630g;

[0052] (2) The resulting dipper and water are mixed with a mass ratio of 1: 2 to a suspension, and the equivalent acetate is extracted 3 times, combined with the extract, at a vacuum degree of 0.08 MPa, and the temperature is 45 ° C low temperature. EtOAc EtOAc EtOAc EtOAc

[0053] (3) EtOAc EtOAc EtOAc EtOAc EtOAc EtOAc EtOAc EtOAc EtOAc EtOAc EtOAc EtOAc EtOAc elut eluting Each gradient elution volume is 10: 1, 5: 1, 3: 1, 1: 1, 1: 3, 1: 5 and 1: 10, the volume ...

Embodiment 3

[0057] The preparation method of rosin-type diiterpene compound BracTeatum A in Example 1, including the following steps:

[0058] (1) Crushing the wind-dried branches of 9kg of the gossip, then dipped at 75 ° C in ethanol in the volume fraction of 80%, each extravasive 6 hours, the addition of ethanol is added to the branches of the boss The debris mass is 12mL / g, the insoluble material is filtered and the filtrate is mixed, and then the temperature is 0.07 MPa, and the temperature is 50 ° C under reduced pressure and evaporated.

[0059] (2) The resulting dipper and water are mixed by mass 1: 1, and the equivalent acetate is extracted 3 times, combined with the extract, at a vacuum degree of 0.07 MPa, and the temperature is 50 ° C low temperature EtOAc EtOAc EtOAc

[0060] (3) EtOAc EtOAc EtOAc EtOAc EtOAc EtOAc EtOAc EtOAc EtOAc EtOAc EtOAc EtOAc EtOAc elut eluting The gradient elution volume is 9.9.:1, 4.9: 1, 2.9: 1, 0.9: 1, 1: 0.9, 1: 4.9 and 1: 9.9, the volume ratio of th...

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Abstract

The invention relates to the technical field of anti-tumor compounds, in particular to an abietane type diterpenoid compound with an anti-tumor effect, a preparation method, a pharmaceutical composition and application, the chemical name of the abietane type diterpenoid compound is 12, 16-epoxy-17 (15-16)-trans-3, 5, 8, 12-abietane tetraene-7, 11, 14-triketone. The compound is extracted from air-dried branches of the clerodendranthus bracteatus, has an inhibition effect on various tumor cells, particularly has an obvious inhibition effect on human lung cancer cells A549, has a very great application prospect in preparation of antitumor drugs, and has great significance in improvement of medical and economic values of the clerodendranthus bracteatus. The method plays an important role in research on the nutritional value, potential toxicity, biological and pharmaceutical characteristics, chemical components and the like of Clerodendrum bracteatum.

Description

Technical field [0001] The present invention relates to the field of anti-tumor compounds, and more particularly to a rosin-type diiterpene compound, preparation method, and a pharmaceutical composition and application of anti-tumor. Background technique [0002] The Daqing is a bush or a small trembard, high of 3 to 4 meters, a few can reach 10 meters, which is a green plants in the Mawen Bacteria, which is 40 kinds of my country, most of which are distributed in China, Southwest, which is available There are 23 kinds of use. From the experience of the record and folk treatment of the past, there are various plants to clear the heat and detoxification, the wind dehumidification, the blood circulation, anti-inflammatory analgesia, etc., often used in the treatment of 痈, 疔疔, cold, rheumatoid arthritis Diseases such as anti-injury. At present, the study of the chemical composition of the bossa Daqing has not been reported that the study of the bossa Daqing and its extraction ingred...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D307/77A61K36/855A61P35/00
CPCC07D307/77A61K36/855A61P35/00
Inventor 许明峰田霖丹戴杨帆朱芹
Owner HANGZHOU NORMAL UNIVERSITY
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