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Alkaloid compound as well as preparation method and application thereof

A technology of alkaloids and compounds, applied in the field of medicine, can solve the problems of less reports on structure and biological activity

Active Publication Date: 2020-12-29
SHENYANG PHARMA UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there are few reports on the structures and biological activities of other alkaloids in Baiyaozi

Method used

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  • Alkaloid compound as well as preparation method and application thereof
  • Alkaloid compound as well as preparation method and application thereof
  • Alkaloid compound as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0034] (1) 1 kg of Baiyaozi was heated and ultrasonically extracted 4 times with 50% ethanol, each time for 2 hours (each dosage: 12 L), and the extract was recovered under reduced pressure to obtain a crude extract;

[0035] (2) The crude extract obtained in step (1) is dissolved in ethanol, according to the quality of the macroporous resin: the quality of the crude extract is 5:1 to mix the sample, after drying at room temperature, use ethanol-water-formic acid (20:70:10) respectively , ethanol-water-triethylamine (70:25:5) was eluted sequentially for 12 column volumes, and recovered under reduced pressure to obtain ethanol-water-triethylamine part eluate.

[0036] (3) The ethanol-water-triethylamine eluate obtained in step (2) was separated by silica gel column chromatography, and eluted with a mixed solvent of petroleum ether and ethyl acetate 100:1, 100:3, 100:7, 100:10, 100:15;

[0037] (4) The 100:5~100:10 fraction obtained in the above step (3) is separated by ODS chro...

Embodiment 2

[0062] (1) 1 kg of Baiyaozi was extracted once with 100% ethanol, 2 hours each time (each dosage: 15 L), heated and ultrasonically extracted, and the extract was concentrated to obtain a crude extract;

[0063] (2) The crude extract obtained in step (1) is dissolved in ethanol, according to the quality of the macroporous resin: the quality of the crude extract is 4:1 to mix the sample, after drying at room temperature, use ethanol-water-formic acid (30:65:5) respectively , ethanol-water-triethylamine (60:35:5) was eluted sequentially for 10 column volumes, and the above ethanol-water-triethylamine part of the eluate was recovered under reduced pressure.

[0064] (3) The ethanol-water-triethylamine eluate obtained in step (2) was separated by silica gel column chromatography, and eluted with a mixed solvent of petroleum ether and acetone 100:1, 100:3, 100:7, 100:10, 100:15;

[0065] (4) The 100:5~100:10 fraction obtained in the above step (3) is separated by ODS chromatography,...

Embodiment 3

[0071] (1) 1 kg of Baiyaozi was extracted twice with 85% methanol, each time for 2 hours (each dosage: 12 L), heated and refluxed for extraction, and the extract was concentrated to obtain a crude extract;

[0072] (2) The crude extract obtained in step (1) is dissolved in methanol, according to the quality of macroporous resin: the quality of the crude extract is 5:1 to mix the sample, after drying at room temperature, use ethanol-water-formic acid (20:70:10) respectively , ethanol-water-triethylamine (80:10:10) was eluted sequentially for 10 column volumes, and the eluate from the ethanol-water-triethylamine part was recovered under reduced pressure.

[0073] (3) The ethanol-water-triethylamine eluate obtained in step (2) was separated by silica gel column chromatography, and eluted with dichloromethane / methanol mixed solvent 100:1, 100:2, 100:4, 100:6, 100:10;

[0074] (4) The 100:1-100:6 fraction obtained in the above step (3) was separated by ODS chromatography, and the m...

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Abstract

The invention belongs to the technical field of medicine, and relates to an alkaloid compound and a preparation method and medical application thereof, in particular to morphine alkane and bisbenzyl isoquinoline alkaloids and a preparation method thereof and application of the morphine alkane and bisbenzyl isoquinoline alkaloids in preparation of medicine for preventing or treating neurodegenerative diseases and resisting tumors. The structure of the compounds is shown in the specification, and in the structure formula, R1 and R2 are hydroxyl or C1-C4 acyl, R3 is a C1-C4 aldehyde group, R4 andR9 are C1-C4 alkoxy groups, R5 is hydrogen, R6 and R7 form a methylenedioxy group, R8 is a C1-C4 alkyl group, R1' is a C1-C4 alkyl group, R2', R3', R5' and R7' are C1-C4 alkoxy groups, R4' is hydrogen, and R6' is a C1-C4 aldehyde group.

Description

technical field [0001] The invention belongs to the technical field of medicine and relates to alkaloid compounds and their preparation methods and applications, in particular to four morphinane alkaloids and two bisbenzylisoquinoline alkaloids and their preparation methods and applications. Background technique [0002] Baiyaozi (Stephania cepharantha Hayata) is the dry root tuber of Stephania cepharantha plant of the family Fangjiceae, also known as mountain turtle and Baiyao. It is mainly distributed in the south of the Yangtze River and other places. It is a commonly used herbal medicine in the folk. It has the effects of clearing away heat and detoxification, reducing swelling and pain, antibacterial and anti-inflammatory. [0003] As a traditional Chinese medicine, the name "Baiyao" was first recorded in "Xinxiu Materia Medica", saying that it "taste is pungent, warm, non-toxic; it is mainly used for golden sores and muscle growth". Then there are records in "Tu Jing ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D221/28C07D491/22C07D491/18A61P35/00A61P25/28A61K31/485
CPCC07D491/22A61P35/00C07D221/22A61P25/00Y02P20/55
Inventor 李宁陈刚侯悦
Owner SHENYANG PHARMA UNIVERSITY
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