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Preparation and application of daphnane diterpenoid compounds in flos genkwa flower bud

A technology of daphne-type diterpenes and compounds, applied in the field of medicine, can solve problems such as no patents or literature reports, and achieve good anti-tumor cell growth activity

Active Publication Date: 2022-02-11
SHENYANG PHARMA UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

The compounds involved in the present invention and their activity have not been patented or reported in the literature so far.

Method used

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  • Preparation and application of daphnane diterpenoid compounds in flos genkwa flower bud
  • Preparation and application of daphnane diterpenoid compounds in flos genkwa flower bud
  • Preparation and application of daphnane diterpenoid compounds in flos genkwa flower bud

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Experimental program
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Effect test

Embodiment 1

[0053] The preparation of daphne-type diterpenoids 1-2 in Daphne genkwa flower buds specifically includes the following operations:

[0054] (1) Dried Daphne genkwa flower buds (60 kg) were reflux extracted with 70% industrial ethanol for 3 times, and the combined extracts were concentrated to obtain extracts. The obtained extract was successively extracted with dichloromethane and ethyl acetate. The dichloromethanol layer part (2400g) and the ethyl acetate layer part (1300g) were subjected to vacuum silica gel column chromatography, and the dichloromethane-methanol system (100:1, 50:1, 30:1, 20:1, 10: 1, 5:1, 3:1, 1:1) for gradient elution, and a total of 4 fractions (Fr.A~Fr.D) were collected.

[0055] (2) Fraction Fr.C (230g) was chromatographed on HP20 column, eluted with ethanol water gradient (20%, 40%, 60%, 90%), and a total of 4 fractions (Fr.C-1~Fr. C-4).

[0056] (3) 4 fractions Fr.C-1 (25g), Fr.C-2 (32g), Fr.C-3 (35g), Fr.C-4 (43g) were respectively subjected to ...

Embodiment 2

[0059] Examination of antitumor cell activity of daphne-type diterpenoids 1-2 in Daphne genkwa flower buds.

[0060] The growth inhibitory activity of compound 1-2 prepared in Example 1 on tumor cell lines A549, Hep3B, and MCF-7 was tested by MTT method. Take logarithmically grown cells in 6×10 4 cells / mL, inoculated in a 96-well plate with 100 μL per well, set up three replicate wells and placed at 37°C, 5% CO 2 Incubate in the incubator for 24h. Then they were treated with different concentrations of test compounds 1 and 2 (0.1, 1, 10, 50 μM) for 48 hours.

[0061] After 48 hours of drug action, the cells were incubated with MTT solution (0.5 mg / mL) at 37° C. for another 4 hours. After aspirating the culture solution, DMSO was added to each well to dissolve it completely, and the absorbance was measured at 490 nm with a microplate reader. All experiments were carried out in parallel and repeated three times, and the results of blank group and positive control group were ...

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Abstract

The invention discloses preparation and application of daphnane diterpenoid compounds in flos genkwa flower buds, belongs to the technical field of medicines, and particularly relates to two new daphnane diterpenoid compounds yuanhuakine A and D which are extracted and separated from the flos genkwa flower buds of Thymelaeaceae Daphne plants. The compounds disclosed by the invention are obtained by adopting chromatographic methods such as silica gel, HP20 column chromatography, ODS column chromatography, HPLC (High Performance Liquid Chromatography) and the like. The invention also relates to application of the compounds 1-2 in preparation of anti-tumor cell activity drugs. The preparation method is simple, the reproducibility is good, the purity of the obtained compound is high, and the obtained compound has good tumor cell inhibition activity of A549, Hep3B and MCF-7 cell lines.

Description

technical field [0001] The invention belongs to the technical field of medicine, and in particular relates to two daphne-type diterpenoids extracted and separated from Daphne genkwa flower buds, and their application in the preparation of anti-tumor biological activity. Background technique [0002] Tumor is one of the major diseases that seriously threaten human health and life. With the change of living environment and the intensification of people's life pressure, the age of onset of malignant tumors is gradually getting younger, and the research and development of anti-tumor drugs also needs to be further accelerated. Among them, finding active ingredients from natural products is also an important development direction in the research and development of anticancer drugs. [0003] Previous literature reported that Daphne genkwa Sieb.et Zucc. has a variety of chemical components, among which daphne-type diterpenes have better anti-tumor cell activity. The daphne-type di...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D303/17C07D301/32C07D493/10A61K31/336A61K31/352A61P35/00
CPCC07D303/17C07D301/32C07D493/10A61P35/00Y02A50/30
Inventor 宋少江黄肖霄米斯会
Owner SHENYANG PHARMA UNIVERSITY
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