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Ramification biphenyl dienones and application

A technology of diphendienone and derivatives, which is applied in the direction of active ingredients of ketones, drug combinations, active ingredients of heterocyclic compounds, etc., to inhibit aldose reductase and non-enzymatic glycosylation, with broad market prospects and economic value high effect

Inactive Publication Date: 2005-08-31
SUN YAT SEN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Curcumin has a certain activity of inhibiting the key enzyme aldose reductase of diabetic complications, but the research and research on the benzodiphenone derivatives similar to curcumin as aldose reductase inhibitors and non-enzymatic glycosylation inhibitors Application not yet reported

Method used

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  • Ramification biphenyl dienones and application
  • Ramification biphenyl dienones and application
  • Ramification biphenyl dienones and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025] Example 1 2,7-bis(3-methoxy-4-hydroxybenzylidene) cycloheptanone (I 4 )Synthesis

[0026] Add 15.0g vanillin (0.1mol) and 5.5mL (0.05mol) cycloheptanone into the round bottom flask, stir at room temperature (20-25°C), add 2.0ml concentrated hydrochloric acid dropwise after the mixture is homogeneous, and continue stirring for 2 Leave it for 3 days after hours. The reaction mixture was treated with 1:1 aqueous acetic acid and filtered. Rinse with ethanol and hot water, dry in vacuo, and recrystallize from ethanol to obtain compound I 4 , the yield was 82%.

[0027]

[0028] Compound I 4

Embodiment 2

[0029] Example 2 2,6-bis(3,4-dihydroxybenzylidene)cyclohexanone (II 2 )Synthesis

[0030] Add 12.2g of 3,4-dihydroxybenzaldehyde (0.1mol) and 5.0mL (0.05mol) of cyclohexanone into the round bottom flask, add 20ml of saturated hydrochloric acid acetic acid solution, stir at room temperature (20-25°C), stir for 2 After 2 hours, stand for 2 days and filter. Rinse with ethanol and hot water, and dry in vacuo to obtain compound II 2 , the yield was 90%.

[0031]

[0032] Compound II 2

Embodiment 3

[0033] Example 3 2,5-bis(4-hydroxybenzylidene)cyclopentanone (III 1 )Synthesis

[0034] Add 15.0g vanillin (0.1mol) and 4.5mL (0.05mol) cyclopentanone into the round bottom flask, stir at room temperature (20-25°C), add 2.0ml concentrated hydrochloric acid dropwise after the mixture is homogeneous, and continue stirring for 2 Leave it for 3 days after hours. The reaction mixture was treated with 1:1 aqueous acetic acid and filtered. Rinse with ethanol and hot water and dry under vacuum. Compound III was obtained by recrystallization from methanol 1 , the yield was 90%.

[0035]

[0036] Compound III 1

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PUM

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Abstract

A diphenyldienyl ketone is disclosed, which can be used to prepare medicine for preventing, treating and relaxing the complecations of diabetes.

Description

technical field [0001] The present invention relates to the field of pharmaceutical compounds, in particular to a compound and its application. technical background [0002] Diabetes is a common chronic life-long disease that seriously endangers human health. Long-term high blood sugar in diabetes can cause harm to many tissues and organs in the body and lead to many complications. These complications have become the main reason for threatening the health and life of diabetic patients. The development of drugs for the treatment of diabetic complications has always been a research hotspot for scientists. According to the research on the pathogenesis of diabetic complications, aldose reductase and non-enzymatic glycosylation are the key factors in the mechanism of diabetic complications, and inhibitors of aldose reductase and non-enzymatic glycosylation can effectively prevent and treat diabetes. or relieve diabetic complications. However, the currently developed aldose red...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A61K31/12A61K31/122A61K31/45A61P3/10C07C49/233C07C49/587C07C49/597C07C49/603C07C49/607C07C49/703C07C49/753C07D213/68
Inventor 古练权杜志云马林李满妹黄志纾卜宪章陈新滋
Owner SUN YAT SEN UNIV
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