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Limonin compound, preparation method and application of limonin compound as medicine for treating echinococcosis of echinococcosis

A technology of limonoids and compounds, which can be used in drug combination, organic chemistry, anti-infective drugs, etc., can solve the problems of no insecticide, increase the economic burden of patients, etc., and achieve the effect of repairing liver cells and avoiding liver and kidney damage.

Active Publication Date: 2021-08-10
NANJING MEDICAL UNIV +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Since albendazole went on the market, clinical studies have shown that clinical studies have shown that it has serious side effects, such as encephalitis syndrome, acute liver injury, hemolytic anemia, anaphylactic shock, renal failure and even death. In addition, albendazole In the process of treating patients with Echinococcus granulosus, it is mainly through the anti-insect effect, but not the insect-killing effect
Albendazole needs to be taken for a long time, which increases the economic burden of patients and the whole society to a certain extent

Method used

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  • Limonin compound, preparation method and application of limonin compound as medicine for treating echinococcosis of echinococcosis
  • Limonin compound, preparation method and application of limonin compound as medicine for treating echinococcosis of echinococcosis
  • Limonin compound, preparation method and application of limonin compound as medicine for treating echinococcosis of echinococcosis

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0035] Preparation of Compound II-1

[0036] Using the compound limonin as the starting material, add 0.4725g of limonin, 20ml of methanol, 0.200ml of glacial acetic acid, and 0.2148g of thienylhydrazide into a 50ml eggplant-shaped bottle, and stir at 70°C for 48h. It was detected by TLC that the reaction was complete, cooled, and the solvent was distilled off under reduced pressure. The crude product was subjected to column chromatography with dichloromethane:methanol (100:1) to obtain II-1 as a white solid, 0.2507g, with a yield of 42%. The molecular formula is: C 31 h 34 N 2 o 8 S, HR-ESUMS m / z: 595.2113[M+H] + , 1 H NMR (300MHz, DMSO-d6) δ10.93(s,1H),7.93(s,1H),7.85(d,J=5.0Hz,1H),7.75–7.73(m,1H),7.68(t, J=1.7Hz, 1H), 7.20(dd, J=5.0, 3.7Hz, 1H), 6.51(dd, J=2.0, 0.8Hz, 1H), 5.47(s, 1H), 4.84(s, 1H), 4.42(d, J=12.9Hz, 1H), 4.10(d, J=3.6Hz, 1H), 4.02(s, 1H), 2.81(d, J=16.4Hz, 1H), 2.62(dd, J=16.4 ,3.9Hz,1H),2.42(d,J=15.3Hz,1H),2.25–2.17(m,1H),1.84(d,J=43.4Hz,4H),1.22(...

Embodiment 2

[0062] Take 0.1 g of the compound prepared in Example 1, 0.5 g of starch, 0.05 g of talcum powder, and an appropriate amount of CMC-Na as a wetting agent, granulate, and compress into tablets.

Embodiment 3

[0064] Application of limonoid compounds as drugs for the treatment of hydatid echinococcosis:

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PUM

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Abstract

The invention discloses a limonin compound, a preparation method and application of the limonin compound as a medicine for treating echinococcosis of echinococcosis, the limonin compound shown in general formulas I, II and III can be efficiently prepared at normal temperature and normal pressure by adopting a hydrazone forming reaction or a base catalysis reaction, the preparation process is simple, the limonin compound has a good curative effect on the application of medicines for treating echinococcosis, the inhibition rate of resisting echinococcosis reaches 95%, meanwhile, damaged liver cells can be repaired, the liver protection effect can be achieved, and the condition of liver and kidney injury caused by medication is avoided.

Description

technical field [0001] The invention relates to the field of medicinal chemistry, in particular to a limonoid compound, a preparation method and its application as a medicine for treating echinococcosis echinococcosis. Background technique [0002] Echinococcosis, also known as echinococcosis, is a serious zoonotic parasitic disease caused by the larvae of Echinococcus tapeworm (Echinococcus) parasitizing in humans and animals. It is distributed worldwide and has a high incidence in my country. Area. Echinococcus granulosus, Echinococcus multilocularis and Echinococcus shiqu are prevalent in my country, among which cystic echinococcosis caused by Echinococcus granulosus larvae is the main one. CE can lead to the death of humans and animals, and cause the annual direct economic loss of my country's animal husbandry more than 3 billion yuan. The CE endemic areas in my country are mainly distributed in the vast pastoral and agricultural and pastoral areas in the north and nort...

Claims

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Application Information

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IPC IPC(8): C07D493/22C07D493/20A61P33/10
CPCC07D493/22C07D493/20A61P33/10
Inventor 王海李曹龙夏元铮
Owner NANJING MEDICAL UNIV
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