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Styrene-acrylic sucrose ester glycoside compounds of prunus tomentosa, and preparation method and application thereof

A technology of phenylpropose and compound, applied in the field of medicine, can solve the problems of urgency, strong side effects and drug resistance of tumor drugs, and achieve the effects of good anti-tumor activity, good anti-tumor activity and good reproducibility

Active Publication Date: 2014-03-26
SHENYANG PHARMA UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The combination of traditional chemotherapy, surgery, and radiotherapy has successfully improved the cure rate of various malignant tumors, but due to strong side effects and drug resistance, it is urgent to find new drugs for tumor treatment

Method used

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  • Styrene-acrylic sucrose ester glycoside compounds of prunus tomentosa, and preparation method and application thereof
  • Styrene-acrylic sucrose ester glycoside compounds of prunus tomentosa, and preparation method and application thereof
  • Styrene-acrylic sucrose ester glycoside compounds of prunus tomentosa, and preparation method and application thereof

Examples

Experimental program
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preparation Embodiment 1

[0047]Take 9.5kg of dry cherry leaves and reflux them with 60L of 70% ethanol to extract three times, each time for two hours, combine the extracts and concentrate to obtain 1.2kg of extract, suspend the extract with 3L of water, and use petroleum ether: suspension =1:1 and ethyl acetate:suspension=1:1 extraction. Concentrate the ethyl acetate extract to obtain 120 g of extract. The extract adopts fast decompression column chromatography, and is gradually eluted with dichloromethane-methanol system 50:1, 30:1, 15:1, 10:1, 5:1, 2:1, 1:1, and every 500ml is One fraction, a total of 21 fractions were collected, detected by silica gel thin layer chromatography, and combined into 4 parts A1~A4 (50:1 eluent was A1, 30:1~10:1 was combined into A2, 8:1~ 2:1 combined into A3, 1:1 eluent is A4), in which A2 is the main fraction with a weight of 75g, and A2 is purified by CHP20 column chromatography with 90% methanol-water (or ethanol-water) to remove part of the pigment to obtain B1 (...

preparation Embodiment 2

[0050] Take 9 kg of dry cherry leaves and extract them three times with 60L of 65% ethanol under reflux, for three hours each time, combine the extracts and concentrate to obtain 1.3 kg of extract, suspend the extract with 3.5L of water, and use petroleum ether: suspension =1:1 and ethyl acetate:suspension=1:1 extraction. Concentrate the ethyl acetate extract to obtain 130 g of extract. The extract adopts fast decompression column chromatography, and is gradually eluted with dichloromethane-methanol system 50:1, 30:1, 15:1, 10:1, 5:1, 2:1, 1:1, and every 500ml is One fraction, a total of 21 fractions were collected, detected by silica gel thin layer chromatography, and combined into 4 parts A1~A4 (50:1 eluent was A1, 30:1~10:1 was combined into A2, 8:1~ 2:1 merged into A3, 1:1 eluent is A4), in which A2 is the main fraction with a weight of 84g, and A2 is passed through CHP20 column chromatography to remove part of the pigment with 90% methanol-water (or ethanol-water) to obt...

preparation Embodiment 3

[0053] Take 8.5kg of dry cherry leaves and extract them three times with 55L of 70% ethanol under reflux for two hours each time, combine the extracts and concentrate to obtain 1.1kg of extract, suspend the extract with 3.0L of water, and then use petroleum ether: suspend Solution=1:1 and ethyl acetate:suspension=1:1 extraction Concentrate the ethyl acetate extract to obtain extract 110g. The extract adopts rapid decompression column chromatography, and gradually elutes with dichloromethane-methanol system 50:1, 30:1, 15:1, 10:1, 5:1, 1:1, and every 500ml is a fraction, a total of 18 fractions were collected, detected by silica gel thin layer chromatography, and combined into 4 parts A1~A4 (50:1 eluent was A1, 30:1~10:1 was combined into A2, 8:1~2:1 was combined A3, 1:1 eluent is A4), wherein A2 is the main fraction with a weight of 79g, and A2 is obtained by removing part of the pigment by CHP20 column chromatography with 90% methanol-water (or ethanol-water) to obtain B1 (71...

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Abstract

The invention belongs to the technical field of medicine and relates to styrene-acrylic sucrose ester glycoside compounds of cherries and a preparation method thereof. Five novel styrene-acrylic sucrose ester glycoside compounds with anti-tumor activity comprise 3,-p-coumaroyl-1,4,6'-triacetyl sucrose, 3,-p-coumaroyl-2',3',6'-triacetyl sucrose, 3,-p-coumaroyl-1,4',6'-triacetyl sucrose, 3,-p-coumaroyl -3',4',6'-triacetyl sucrose and 3-ferulic acyl-1,2',6'-triacetyl sucrose; and the five compounds have good inhibition effects on the MCF-7 human breast cancer cell line, A-549 human non-small-cell lung cancer cells, the HeLa cervical cancer cell line and HT-29 human colonic adenocarcinoma cell line, and are expected to be applied to preparation of anti-tumor medicines.

Description

technical field [0001] The invention belongs to the technical field of medicine, and relates to sucrose ester glycoside compounds in cherry and a preparation method thereof, and also relates to the use of the new compounds in antitumor biological activity. Background technique [0002] Tumor is currently one of the most serious diseases that endanger human health. According to WHO statistics, tumor has become the number one killer of human health. The combination of traditional chemotherapy, surgery, and radiotherapy has successfully improved the cure rate of various malignant tumors, but due to strong side effects and drug resistance, it is urgent to find new drugs for tumor treatment. Many natural plants have the functions of promoting blood circulation and removing blood stasis, clearing away heat and detoxification, strengthening the body and strengthening the body, and exert anti-tumor effects. They can act on multiple links of tumor occurrence and development, and have...

Claims

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Application Information

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IPC IPC(8): C07H13/06C07H1/08A61P35/00
Inventor 宋少江彭缨赵伟李玲芝刘庆博
Owner SHENYANG PHARMA UNIVERSITY
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