Application of emodin succinyl ester compound in preparation of medicine for resisting myocardial ischemia

A technology of emodin succinyl ester and emodin succinyl ethyl ester, which is applied in the field of medicine, can solve problems such as unsatisfactory treatment effect, and achieves reduction of ischemic myocardial infarction area, prevention and treatment of myocardial ischemia, and anti-myocardial ischemia. The effect of blood protection

Active Publication Date: 2018-07-06
HARBIN MEDICAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] Commonly used clinical drugs for myocardial ischemia such as antiplatelet drugs, β-receptor blockers, statins, calcium antagonists, nitrates and thrombolytic drugs, but the therapeutic effect is still unsatisfactory, the development of effective, safe Anti-ischemic drugs are of great significance

Method used

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  • Application of emodin succinyl ester compound in preparation of medicine for resisting myocardial ischemia
  • Application of emodin succinyl ester compound in preparation of medicine for resisting myocardial ischemia
  • Application of emodin succinyl ester compound in preparation of medicine for resisting myocardial ischemia

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0051] The preparation of embodiment 1 emodin ethyl succinate

[0052] Take succinic anhydride (1.0g, 10mmol) and place it in a 10mL round-bottomed flask, use ethanol (3.5mL, 60mmol) as a solvent, heat and reflux for 4 hours, and distill off excess ethanol under reduced pressure to obtain a light yellow oil, namely succinic acid mono Ethyl ester (1.4 g, 96%), this product was carried on to the next reaction without isolation.

[0053] Get monoethyl succinate (1.0g, 6.8mmol) and place in a 10mL round-bottomed flask, use thionyl chloride (4.0g, 34.0mmol) as solvent, heat to reflux for 2 hours, and remove excess oxychloride by distillation under reduced pressure. The sulfone was obtained as a light yellow oily product, namely ethyl succinic acid chloride (1.1 g, 98%), and the product was directly carried on to the next reaction without separation.

[0054] Take emodin (1.0g, 3.7mmol) and pyridine (0.45g, 5.6mmol) in a 10mL round-bottomed flask, use dichloromethane (3mL) as solve...

Embodiment 2

[0058] The preparation of embodiment 2 emodin ethyl succinate

[0059] Take succinic anhydride (10g, 100mmol) and place it in a 150mL round-bottomed flask, use ethanol (40mL, 600mmol) as a solvent, heat and reflux for 6 hours, and distill off excess ethanol under reduced pressure to obtain a light yellow oil that is monoethyl succinate (14 g, 96%), the product was directly carried on to the next reaction without isolation.

[0060] Get monoethyl succinate (10g, 68mmol) and place in a 150mL round-bottomed flask, use thionyl chloride (40g, 340mmol) as a solvent, heat and reflux for 2 hours, and remove excess thionyl chloride by distillation under reduced pressure to obtain light The yellow oil was succinic acid monoethyl chloride (11 g, 98%), and the product was directly carried on to the next reaction without isolation.

[0061] Get emodin (10g, 37mmol) and triethylamine (2.3g, 22mmol) and place in a 250mL round-bottomed flask, use dichloromethane (3mL) as solvent, slowly drop...

Embodiment 3

[0064] The preparation of embodiment 3 emodin ethyl succinate

[0065] Take succinic anhydride (10g, 100mmol) and place it in a 150mL round-bottomed flask, use ethanol (20mL, 434mmol) as a solvent, heat and reflux for 2 hours, and distill off excess ethanol under reduced pressure to obtain a light yellow oil that is monoethyl succinate (14 g, 96%), the product was directly carried on to the next reaction without isolation.

[0066] Get monoethyl succinate (10g, 68mmol) and place in a 150mL round-bottomed flask, use thionyl chloride (20g, 170mmol) as a solvent, heat and reflux for 1 hour, and remove excess thionyl chloride by distillation under reduced pressure to obtain light The yellow oil was succinic acid monoethyl chloride (8 g, 98%), and the product was directly carried on to the next reaction without isolation.

[0067] Take emodin (10g, 37mmol) and ammonia water (1.5g, 44mmol) and place in a 250mL round-bottomed flask, use dichloromethane (3mL) as solvent, slowly add s...

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Abstract

The invention discloses application of an emodin succinyl ester compound in preparation of a medicine for resisting myocardial ischemia and belongs to the technical field of medicines. The emodin succinyl ester compound has a structure shown as a formula I (R is C1 to C5 alkyl). Pharmacological experiments on rats and mice for experimenting myocardial infarction prove that the emodin succinyl ester compound has the advantages of remarkable myocardial ischemia resisting effect, good safety, simplicity and convenience for drug utilization, low raw material price and easiness for obtaining, and convenience for transportation and preservation. The emodin succinyl ester compound disclosed by the invention is used as a myocardial ischemia resisting drug and has a wide application prospect. The formula I is shown in the description.

Description

technical field [0001] The invention relates to a new anti-myocardial ischemia compound emodin succinyl ester compound and its application. It belongs to the field of medical technology. Background technique [0002] "Guidelines for the Prevention of Cardiovascular Diseases in China" (2016) pointed out that in the past 30 years, the incidence and mortality of cardiovascular diseases in the Chinese population have increased year by year, and the age of onset has advanced. It is mainly due to the rising levels of risk factors for cardiovascular disease in the population of our country and the problem of population aging. About 1.5 million people in the United States suffer a myocardial infarction each year. There are at least 500,000 new patients each year in China, and at least 2 million existing patients. Due to the high morbidity and mortality of cardiovascular disease, cardiovascular disease has become one of the most important public health problems in our country. My...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A61K31/225A61P9/10
CPCA61K31/225
Inventor 杨宝峰许超千王宁张勇杜智敏吕延杰
Owner HARBIN MEDICAL UNIVERSITY
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