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Long chain fatty acyl amide compound and its application

A compound, straight-chain technology, applied in the directions of heterocyclic compound active ingredients, amide active ingredients, organic chemistry, etc., can solve the problem of no public reports of compounds, etc.

Inactive Publication Date: 2010-05-26
SHANGHAI SECOND MEDICAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0012] However, prior to the present invention, there have been no published reports of the compounds of the present invention being used for brain protection

Method used

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  • Long chain fatty acyl amide compound and its application
  • Long chain fatty acyl amide compound and its application
  • Long chain fatty acyl amide compound and its application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0047] Example 1 Synthesis of long-chain fatty amides.

[0048] (1) Protection of amino acids - carboxymethyl esterification

[0049] Amino acid reacts with hydrochloric acid-methanol to obtain amino acid methyl ester. Stearic acid and thionyl chloride are heated to reflux to obtain stearyl chloride.

[0050] Amino acid methyl ester was dissolved in pyridine, the above stearyl chloride was added dropwise, and the reaction was stirred overnight. After extraction, recrystallization, etc., stearyl amino acid methyl ester is obtained. Then it is hydrolyzed under alkaline conditions to obtain stearyl amino acid.

[0051]

[0052] (2) Amino acid deprotection - stearic acid is first activated

[0053] Stearic acid (SA) reacts with N-hydroxysuccinimide (N-HOSu) to generate activated ester, and then reacts with amino acid compounds to obtain stearamide.

[0054] Stearic acid and N-hydroxysuccinimide were stirred and reacted for 16 hours under the action of dehydrating agent DCC...

Embodiment 2

[0076] Structural modification of long-chain fatty amides.

[0077] Changes in long-chain fatty acids [synthetic method (2)]:

[0078]

[0079] The structure of the synthesized compound:

[0080] 13. N-lauroyl tyrosine (NLTyr)

[0081] 14. N-palmitoyl tyrosine (NPTyr)

Embodiment 3

[0083] Protective effects of compounds on OGD (oxygen-glucose-deficiency) injury in rat brain slices incubated in vitro.

[0084] 1. Preparation of Brain Slices

[0085] Before the experiment, the normal cerebrospinal fluid (nACSF) was divided into two parts, which were injected with mixed oxygen at room temperature (25°C) and in an ice bath (0°C) for 1 hour to make it saturated for later use. Decapitate the rat, take out the whole brain quickly, then immerse it in ice nACSF, take it out after 1 minute, cut off the coronal plane and flatten the end of the brain and brainstem, paste it on the vibrating slicer bracket with 502 glue, and soak it in ice nACSF The entire brain tissue is bathed, mixed with oxygen continuously. Quickly cut out 400 μm thick brain slices, use a surface-polished rough-mouthed tube to move the brain slices into a small beaker with a built-in nylon mesh cover, immerse it in nACSF saturated with mixed oxygen, and recover and incubate at room temperature f...

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PUM

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Abstract

The present invention discloses the long chain fatty amide compound with general expression as shown and its application. The compound of the present invention may be used as nerve protecting agent for treating cerebral ischemia, cerebral apoplexy, Alzheimer disease, Parkinson disease and other nerve system diseases.

Description

technical field [0001] The present invention relates to a long-chain fatty amide compound and its application. The compound can be used as a neuroprotective agent, and thus may be used to treat neurological diseases such as cerebral ischemia, cerebral apoplexy, Alzheimer's disease or Parkinson's disease. Background technique [0002] Nerve cells are the main body of the central nervous system, and neuron damage is the main cause of many neurological diseases, such as stroke, Alzheimer's disease (Alzheimer's disease, AD), Parkinson's disease (Parkinson's disease, PD) and other nerve trauma, infection, Degeneration, in which neurons are damaged, leading to loss of some or all neurological function. Therefore, the effective protection of neurons is a starting point for the treatment of various neurological diseases. [0003] It is generally believed that neuroprotective agents mainly function through the following pathways: preventing calcium influx; regulating the excitotoxic...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C233/47C07C233/01C07D207/16C07D233/64C07D209/20A61K31/16A61K31/40A61K31/403A61K31/4164A61P25/00A61P25/28A61P25/16
Inventor 姚莉韵陆阳陈红专吴兴军钮因尧张建华
Owner SHANGHAI SECOND MEDICAL UNIV