Antineoplastic new usage of cardiac glycoside compound in antiar

Abstract

The invention relates to the medicine technology field, in particular relates to a new application of cardiac glycoside chemical compound having general formula (I) in preparing oncotherapy drug, wherein, R equals to 2-O-methyl-Beta-D-mycose, 6-deoxidation-Beta-D-gulose or 6-deoxidation-2-O-methyl-Beta-D-allose. The cardiac glycoside chemical compound can be obtained through a separation from upas in various conventional separation methods or be obtained through a synthesis or semisynthesis method.

Description

Technical field:

[0001] The invention relates to the technical field of medicine, in particular to a new application of a class of cardiac glycoside compounds in the preparation of drugs for treating tumors. Background technique:

[0002] See blood seal throat [Antiaris toxicaria (Pers.) Lesch.] is the plant of Moraceae see blood seal throat genus (Antiaris). Alternative names: Gabe, scissor tree, poison arrow wood. There are about 4 species and 3 varieties in the genus Bloodseal in the world, and they are distributed in Southeast Asia. Only one species is produced in our country, that is, blood seal throat, which is distributed in Hainan, Yunnan, Guangdong, Guangxi and other places. It is said to be one of the most poisonous tree species among woody plants in the world. It grows in the evergreen broad-leaved rainforest and monsoon rainforest in the mountains at an altitude of 300-1000m. The fresh tree sap is milky white and highly toxic. It is used as medicine for diarrh...

Examples

Embodiment 1

[0013] Example 1: Cardiac glycoside compounds toxicarioside A (toxicarioside A), α-antiaroside (α-antiarin), see the extraction and separation of antiarojavoside:

[0014] See blood seal throat milk (4L) with 95% ethanol at room temperature leaching 3 times, and recover ethanol under reduced pressure until it has no alcohol smell. The ethanol extract was dispersed in water to form a suspension, extracted with petroleum ether to obtain the petroleum ether part (6.87g), and then extracted with ethyl acetate to obtain the ethyl acetate part (8.69g), and the remaining aqueous solution was filtered and placed on the Macroporous adsorption resin (D-101) column chromatography, eluting with water and methanol successively, collecting the methanol eluate, and concentrating to obtain the methanol fraction (228.4g). The obtained ethyl acetate part and the methanol part were divided into several fractions through a decompression column respectively, and then repeated column chromatography...

Embodiment 2

[0015] Example 2: Structural identification of cardiac glycosides toxicarioside A (toxicarioside A), α-antiarojarin, and antiarojavoside:

[0016] Utilizing spectroscopic techniques, including ultraviolet, infrared, nuclear magnetic resonance and high-resolution mass spectrometry, the cardiac glycosides in Example 1 were identified as toxoside, α-toxoside, and toxoside. Structure. For the first time, 2D-NMR technology was used to analyze certain compounds, such as the sugars on sugars such as blood seal throat java glycosides. 13 C-NMR, 1 H-NMR data were assigned. (see Attachment 1, 2)

Embodiment 3

[0017] Example 3: Cardiac glycoside compounds toxicarioside A (toxicarioside A), α-antiarojavoside (α-antiarin), antiarojavoside in vitro tumor inhibition experiment:

[0018] MTT method was used to test the effects of cardiac glycosides Dujianxuefengroside A, α-seexuefengyroside, and Xuefengyaoside on human liver cancer cells SMMC-7721, gastric cancer cells SGC-7901, and breast cancer cells. In vitro tumor inhibitory activity of MCF-7 and chronic myelogenous leukemia cells K562 (see attached table 3 for results). Activity testing method is as follows: experiment is established negative control group (water), DMSO solvent control group, positive control group (mitomycin C) and 8 different concentrations (0.8,1.6,3.2,6.3,12.5,25,50,100 ) of the samples to be tested, two parallels were set for each concentration. Cells in the logarithmic growth phase were collected, counted on a hemocytometer, and inoculated in a 96-well flat-bottomed cell culture plate according to the amount ...

Technical field:

[0001] The invention relates to the technical field of medicine, in particular to a new application of a class of cardiac glycoside compounds in the preparation of drugs for treating tumors. Background technique:

[0002] See blood seal throat [Antiaris toxicaria (Pers.) Lesch.] is the plant of Moraceae see blood seal throat genus (Antiaris). Alternative names: Gabe, scissor tree, poison arrow wood. There are about 4 species and 3 varieties in the genus Bloodseal in the world, and they are distributed in Southeast Asia. Only one species is produced in our country, that is, blood seal throat, which is distributed in Hainan, Yunnan, Guangdong, Guangxi and other places. It is said to be one of the most poisonous tree species among woody plants in the world. It grows in the evergreen broad-leaved rainforest and monsoon rainforest in the mountains at an altitude of 300-1000m. The fresh tree sap is milky white and highly toxic. It is used as medicine for diarrh...

Examples

Embodiment 1

[0013] Example 1: Cardiac glycoside compounds toxicarioside A (toxicarioside A), α-antiaroside (α-antiarin), see the extraction and separation of antiarojavoside:

[0014] See blood seal throat milk (4L) with 95% ethanol at room temperature leaching 3 times, and recover ethanol under reduced pressure until it has no alcohol smell. The ethanol extract was dispersed in water to form a suspension, extracted with petroleum ether to obtain the petroleum ether part (6.87g), and then extracted with ethyl acetate to obtain the ethyl acetate part (8.69g), and the remaining aqueous solution was filtered and placed on the Macroporous adsorption resin (D-101) column chromatography, eluting with water and methanol successively, collecting the methanol eluate, and concentrating to obtain the methanol fraction (228.4g). The obtained ethyl acetate part and the methanol part were divided into several fractions through a decompression column respectively, and then repeated column chromatography...

Embodiment 2

[0015] Example 2: Structural identification of cardiac glycosides toxicarioside A (toxicarioside A), α-antiarojarin, and antiarojavoside:

[0016] Utilizing spectroscopic techniques, including ultraviolet, infrared, nuclear magnetic resonance and high-resolution mass spectrometry, the cardiac glycosides in Example 1 were identified as toxoside, α-toxoside, and toxoside. Structure. For the first time, 2D-NMR technology was used to analyze certain compounds, such as the sugars on sugars such as blood seal throat java glycosides. 13 C-NMR, 1 H-NMR data were assigned. (see Attachment 1, 2)

Embodiment 3

[0017] Example 3: Cardiac glycoside compounds toxicarioside A (toxicarioside A), α-antiarojavoside (α-antiarin), antiarojavoside in vitro tumor inhibition experiment:

[0018] MTT method was used to test the effects of cardiac glycosides Dujianxuefengroside A, α-seexuefengyroside, and Xuefengyaoside on human liver cancer cells SMMC-7721, gastric cancer cells SGC-7901, and breast cancer cells. In vitro tumor inhibitory activity of MCF-7 and chronic myelogenous leukemia cells K562 (see attached table 3 for results). Activity testing method is as follows: experiment is established negative control group (water), DMSO solvent control group, positive control group (mitomycin C) and 8 different concentrations (0.8,1.6,3.2,6.3,12.5,25,50,100 ) of the samples to be tested, two parallels were set for each concentration. Cells in the logarithmic growth phase were collected, counted on a hemocytometer, and inoculated in a 96-well flat-bottomed cell culture plate according to the amount ...

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