Sesquiterpene lactone compounds as well as preparation method and application thereof

A technology of ester compounds and sesquiterpenes, applied in the field of sesquiterpene lactone compounds, can solve the problems of body discomfort, shorten the lifespan of patients, worsen malignant tumors, etc., so as to slow down weight loss, reduce tumor load, inhibit protein Degradation effect

Inactive Publication Date: 2014-03-19
SHANGHAI SIXTH PEOPLES HOSPITAL
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Cytokines TNF-a, IL-1, IL-6, INF-r, etc. participated in the body's immune regulation of tumor cells in the early stage, but with the progress of the tumor, these substances can produce a significant appetite suppression effect, causing serious body diseases. discomfort reaction, and TNF-a, INF-r, etc. are related to protein and fat decomposition, which can inhibit lipoprotein lipase activity, activate protein catabolic pathways such as ubiquitin-proteasome pathway, cause proteolysis, and cause muscle and fat tissue break down
[0004] In cach

Method used

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  • Sesquiterpene lactone compounds as well as preparation method and application thereof
  • Sesquiterpene lactone compounds as well as preparation method and application thereof
  • Sesquiterpene lactone compounds as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0048] The molecular structure of the sesquiterpene lactone compound (referred to as PZ-1 in this example) in this example is as follows:

[0049]

[0050] The synthetic method of sesquiterpene lactone compound described in the present embodiment is as follows:

[0051] After drying 10kg of the leaves, reflux extraction with 95% ethanol (with 5% water) was carried out twice, each time for 2 hours, and the extracts were combined. Concentrate to remove ethanol.

[0052] The concentrate was extracted with petroleum ether, and the petroleum ether extract was discarded; the remaining concentrate was extracted with ethyl acetate, and the ethyl acetate extracts were combined, and the ethyl acetate was removed to obtain chrysanthemum lactone PZ-1. Further, it was purified by column chromatography (eluted with a mixed solvent of chloroform / methanol).

[0053] Prevention of weight loss in cachexia mice

[0054] Material: PZ-1 prepared by separation and purification in this e...

Embodiment 2

[0071] The molecular structure of the sesquiterpene lactone compound (referred to as PZ-2 in this example) in this example is as follows:

[0072]

[0073] Wherein, Bn is benzyl.

[0074] The synthetic method of sesquiterpene lactone compound described in the present embodiment is as follows:

[0075] R in PZ-1 3 (Methyl) halogenation followed by reaction with BnONa afforded PZ-2. The reaction formula is as follows:

[0076]

Embodiment 3

[0078] The molecular structure of the sesquiterpene lactone compound (referred to as PZ-3 in this example) in this example is as follows:

[0079]

[0080] The synthetic method of sesquiterpene lactone compound described in the present embodiment is as follows:

[0081]

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PUM

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Abstract

The invention provides a sesquiterpene lactone compound as well as a preparation method and application thereof, wherein the compound has a structure shown in a structural formula (I) or (II). The sesquiterpene lactone compound provided by the invention can be used as a drug for treating cachexia of human and animals, and is capable of treating the cachexia associated with various diseases. The sesquiterpene lactone compound is capable of effectively slowing down the loss of weight caused by skeletal muscle atrophy and fat degradation atrophy, obviously reducing tumor load, inhibiting the degradation of protein and increasing the levels of cell factors TNF-A and IL-6.

Description

technical field [0001] The present invention relates to a sesquiterpene lactone compound, in particular to a sesquiterpene lactone compound that can be used for treating and preventing cachexia, its preparation method and application Background technique [0002] Cachexia is a multi-organ syndrome characterized by weight loss, muscle atrophy and adipose tissue consumption, often accompanied by various chronic diseases, such as tumors, tuberculosis, diabetes, chronic obstructive pulmonary disease, chronic kidney disease, heart failure, infection Disease and acquired immunodeficiency syndrome, whose progressive weight loss and muscle tissue atrophy cannot be reversed by conventional nutritional support, resulting in progressive body dysfunction; clinical manifestations of anorexia, weight loss, anemia and muscle atrophy, which lead to patients Quality of life is reduced and survival is significantly shortened, and normal treatment procedures for the disease are interfered with...

Claims

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Application Information

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IPC IPC(8): C07D493/04A61K31/365A61P43/00A61P35/00A61P21/00A61P3/00A61P39/00
CPCC07D493/04
Inventor 郭澄杨全军万丽丽余奇李颜
Owner SHANGHAI SIXTH PEOPLES HOSPITAL
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