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Cimicifuga extract and two Cimicifone bases and preparation method and use

A technology of Cimicifume and Cimicifume B, which is applied in the field of medicine, can solve problems such as no reports on anti-tumor cytotoxic activity of Cimicifuga plant alkaloids, and achieve the effect of expanding the effect of drugs

Active Publication Date: 2020-08-04
ZHEJIANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0003] Previous studies have found that Cimicifuga contains cycloartane-type triterpenes, 3-prenyl indole and other substances, but no 3-prenyl indole dimer with a highly unsaturated conjugated system has been found so far. alkaloids (cimichone alkaloids), and there is no report on the anti-tumor cytotoxic activity of this type of alkaloids in Cimicifuga plants

Method used

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  • Cimicifuga extract and two Cimicifone bases and preparation method and use
  • Cimicifuga extract and two Cimicifone bases and preparation method and use
  • Cimicifuga extract and two Cimicifone bases and preparation method and use

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Effect test

Embodiment 1

[0030] 10 kg of dried rhizomes of Cimicifuga yunnanensis were powdered and extracted twice with 80L of 95% ethanol solution at room temperature for 5 days each time. Combine the extracts and steam until there is no alcohol smell to obtain 1000 g of the total extract. The total extract was dispersed with 2 L of water, extracted with equal volumes of petroleum ether and ethyl acetate, respectively, to obtain the ethyl acetate extracted fraction CRE (530 g). The ethyl acetate extraction part was eluted with a gradient of ethanol on a macroporous resin (D101) chromatographic column (30%-95%), and 85%-95% of the eluted part was collected and dried to obtain 20 g of Cimicifuga japonicus extract.

Embodiment 2

[0032]Dry 5 kg of Cimicifuga rhizome, powder it, and extract it twice with 50 L of ethyl acetate solution at room temperature for 3 days each time. Combine the extracts and steam until there is no alcohol smell to obtain 200 g of the total extract. The total extract was dispersed with 2L of water, and extracted with equal volumes of petroleum ether and ethyl acetate, respectively, to obtain the ethyl acetate extracted fraction CRE (100 g). The ethyl acetate extraction part was eluted with a macroporous resin (D101) chromatographic column (30%-95%) ethanol gradient, and the 80%-95% eluted part was collected to obtain the Cimicifuga japonicus extract. Further separated by Sephadex LH-20 column chromatography, using dichloromethane / methanol as the mobile phase, separated to obtain two fractions, which were crystallized in methanol respectively to obtain compound 1 (15 mg) and compound 2 (17 mg).

Embodiment 3

[0034] 5 kg of dried North American black cohosh rhizomes were crushed and then added with 40L of methanol for reflux extraction twice. The first time was 2 hours. After the extract was filtered, 40L of methanol was added to continue the reflux extraction for 1 hour. The two extracts were combined and then concentrated under reduced pressure to obtain an extract, which was suspended and dissolved in 3 L of water, and extracted successively with equal volumes of dichloromethane to obtain 420 g of extract. After gradient elution with macroporous resin (AB-8) chromatographic column (30% ~ 95%) ethanol, collect 75%-95% eluted fraction. Further separation by Sephadex LH-20 column chromatography, with dichloromethane / methanol as mobile phase, separated into two fractions, which were crystallized in dichloromethane to obtain compound 1 (45 mg) and compound 2 (52 mg).

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Abstract

The invention provides rhizoma cimicifugae extractive and two kinds of rhizoma cimicifugae ketone alkali. The rhizoma cimicifugae extractive and pure products of the two kinds of rhizoma cimicifugae ketone alkali can be obtained by utilizing cimicifuga foetida plants as a raw material, extracting through an organic solvent and extracting through a solvent or separating through a chromatograph, and the two kinds of rhizoma cimicifugae ketone alkali are first rhizoma cimicifugae ketone alkali and second rhizoma cimicifugae ketone alkali. The extractive and the two kinds of rhizoma cimicifugae ketone alkali can effectively restrain proliferation and growth of tumor cell lines like a human lung cancer cell line A549, a human stomach cancer cell line MKN7, GSU, a human melanoma cell line A375, a human lung adenocarcinoma cell line NCI-H1975, a human colon cancer cell line Colo-205, a human leukemia cell line HL-60 and the like; the half lethal dose of the first rhizoma cimicifugae ketone alkali and the second rhizoma cimicifugae ketone alkali is in a concentration range of 1.36 to 21.09 mu M, so that the first rhizoma cimicifugae ketone alkali and the second rhizoma cimicifugae ketone alkali have obvious antitumor activity and can be applied to preparation of antitumor medicine. Structural formulas of the first rhizoma cimicifugae ketone alkali (1) and the second rhizoma cimicifugae ketone alkali (2) are shown in the specification.

Description

technical field [0001] The invention belongs to the technical field of medicine, and in particular relates to a method for preparing Cimicifuga cimicifuga extract and two kinds of neocimichone bases prepared from plants of the genus Cimicifuga and their application in the preparation of antitumor drugs. Background technique [0002] Cimicifuga ( Cimicifuga ) plants are perennial herbs, often born in mountain forest margins, forests or roadside grasses at an altitude of about 2000 meters, mainly distributed in North America, Asia and northern temperate regions of Europe. Among them cohosh is a well-known commonly used traditional Chinese medicine in my country, black cohosh ( C. racemosa , black cohosh) is a health care medicine and dietary supplement highly recognized by European and American societies. The 2015 edition of "Chinese Pharmacopoeia" stipulates that Cimicifuga Rhizome is Cimicifuga C. foetida Xing'an Cimicifuga C. dahurica , big clover cohosh C. heracle...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D209/60A61K31/404A61K36/71A61P35/00A61P35/02A61K125/00
CPCA61K31/404A61K36/71A61K2236/333A61K2236/39A61K2236/51A61K2236/55C07D209/60
Inventor 甘礼社周长新莫建霞于豫鄂
Owner ZHEJIANG UNIV
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