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Terpenoid and application thereof in medicine

A kind of technology of terpenoids, compounds, applied in the field of terpenoids or their isomers

Inactive Publication Date: 2014-03-26
UNITRIS BIOPHARMA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

There is no specific treatment for diabetic nephropathy. Studies have shown that oleanolic acid and its analogs have certain therapeutic effects on diabetic nephropathy. The therapeutic effect is related to the antioxidant activity of these compounds, but such research is still in its infancy.

Method used

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  • Terpenoid and application thereof in medicine
  • Terpenoid and application thereof in medicine
  • Terpenoid and application thereof in medicine

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0049]

[0050] Compound CDDO-Me (1.6g, synthesized according to document CN102079772A) and triethylamine (4.5mL) were dissolved in dichloromethane (20mL), and tert-butyldimethylsilyl trifluoromethanesulfonate (2.9mL ) in dichloromethane (10 mL). The reaction system was continued to stir for 18 hours. The reaction was quenched with saturated aqueous ammonium chloride, and the separated dichloromethane solution was dried over anhydrous sodium sulfate, concentrated and purified by column chromatography to obtain white solid IIa (1.55 g, 78%). 1 H NMR (400MHz, CDCl 3 ):δ8.03(s,1H),5.70(s,1H),3.67(s,3H),3.50-3.46(m,1H),2.03-1.95(m,1H),1.82-0.92(m,44H ),0.26(s,3H),0.18(s,3H).MS(m / z):620.19(MH + ).

Embodiment 2

[0052]

[0053] IIb was prepared in an analogous manner to IIa. 1 H NMR (400MHz, CDCl 3 ):δ8.00(s,1H),5.68(s,1H),3.64(s,3H),3.44(d,1H),1.94(m,1H),1.43(s,3H),1.22(s, 3H),1.16(s,3H),1.07-1.02(m,16H),0.97(m,4H),0.91(s,3H),0.77-0.73(m,6H).MS(m / z):620.24 (MH + ).

Embodiment 3

[0055]

[0056] IIc was prepared in an analogous manner to IIa. 1 H NMR (400MHz, CDCl 3 ):δ8.04(s,1H),5.67(s,1H),3.65(s,3H),3.40(d,1H),1.94(m,1H),1.43(s,3H),1.24(s, 3H),1.16(s,3H),1.06(s,3H),1.02(s,3H),0.96(s,3H),0.26(s,9H).MS(m / z):578.29(MH + ).

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PUM

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Abstract

The invention relates to a terpenoid and an application thereof in medicines, and in particular relates to a new terpenoid, or an isomer, a medicinal salt, a hydrate or a solvate thereof, and an application thereof in medicines. Specifically, the invention relates to a terpenoid as shown in a general formula (I), or an isomer, a medicinal salt, a hydrate or a solvate thereof, and the application of the terpenoid, and the isomer, the medicinal salt, the hydrate or the solvate of the terpenoid in preparing drugs for treating renal / kidney diseases (RKD), insulin resistance, diabetes, complications related to diabetes, endothelial dysfunction, nonaalcoholic fatty liver diseases or cardiovascular diseases (CVD).

Description

technical field [0001] The invention relates to a terpenoid compound or its isomer, pharmaceutically acceptable salt, hydrate or solvate, and its application in medicine. Background technique [0002] Terpenoids are hydrocarbons whose molecular formula is a multiple of isoprene units and their oxygen-containing derivatives. They are a class of natural compounds that widely exist in nature. They are the main active ingredients of many commonly used Chinese herbal medicines and have a wide range of biological activities. Oleanolic acid is a pentacyclic triterpenoid compound, which exists in various plants in the form of free bodies and glycosides. Oleanolic acid is used for medicinal purposes in many countries. Oleanolic acid also has hypoglycemic, hypolipidemic, and antitumor effects. [0003] Studies have shown that the biological activity of naturally occurring oleanolic acid is weak. In order to enhance the biological activity, many pharmaceutical companies and research ...

Claims

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Application Information

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IPC IPC(8): C07J63/00A61K31/58A61K31/56A61P3/10A61P13/12A61P1/16A61P9/00
Inventor 张富尧唐应刚刘冰师厚光王洪涛
Owner UNITRIS BIOPHARMA
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