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A kind of cis double bond amide compound and its preparation method and application

A technology of amide compounds and cis double bonds, which is applied in the field of phytochemistry and can solve unseen problems

Active Publication Date: 2021-06-04
HAINAN NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

There is no report on the amide compounds containing cis-double bonds isolated from Melaleuca sinensis, and there is no report on the application of such compounds in inhibiting the proliferation of rheumatoid arthritis synoviocytes

Method used

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  • A kind of cis double bond amide compound and its preparation method and application
  • A kind of cis double bond amide compound and its preparation method and application
  • A kind of cis double bond amide compound and its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0030] Example 1 Preparation of amides containing cis double bonds.

[0031] 10Kg of the dried stems of C. quinquefolium were routinely leached with 95% v / v ethanol for 3 times for 7 days each time to obtain an extract, which was concentrated under reduced pressure into a paste to obtain 1200 g of C. quinquefolium extract. The extract was diluted into a suspension with distilled water (3 L), extracted with petroleum ether (3 L x 3 times) and ethyl acetate (3 L x 3 times) successively, and the ethyl acetate extract was concentrated into an extract (about 250 g), Carry out silica gel column chromatography, use petroleum ether-ethyl acetate mixed solvent (100:0-0:100, V / V) and ethyl acetate-methanol (100:0-0:100, V / V) according to polarity Perform silica gel column chromatography incrementally, and collect fractions of about 400 mL each time. The combined similar fractions were detected by TLC and divided into 7 components, namely Fr.1-7. The Fr.2 component passes through the m...

Embodiment 2

[0035] Embodiment 2 pharmacological activity experiment

[0036] Experimental Materials

[0037] Cells: synoviocytes (primary rat synoviocytes).

[0038] Cell culture medium: primary rat synoviocyte culture medium.

[0039] Reagent: Thiazolium blue (3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl tetrazoliumbromide, MTT, produced by Sigma). Lactate dehydrogenase (lactate dehydrogenase, LDH) kit (purchased from Beyontian Company). Methotrexate (methotrexate, MTX, Shanghai Xinyi Pharmaceutical Co., Ltd., batch number 20140307).

[0040] Instrument: 96-well cell culture plate; infinite 200Pro multifunctional microplate reader.

[0041] experimental method

[0042] Determination of the Inhibitory Effect of Drugs on Synoviocytes by MTT Method

[0043]Synoviocytes in the logarithmic phase were inoculated into 96-well culture plates (1×10 4 cells / well), which were set as blank group (no drug administration), methotrexate group (administration of 1 μg / mL methotrexate), drug treatment...

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Abstract

The invention discloses a cis-double-bond amide compound, the structural formula of which is as follows, a preparation method of the cis-double-bond amide compound of the invention, and an application in preparing anti-rheumatoid arthritis drugs. The present invention discovers for the first time the activity of amide compounds containing cis-type double bonds in inhibiting the proliferation of rheumatoid arthritis synoviocytes, which can be used to prepare anti-rheumatoid arthritis drugs; and through column chromatography, thin layer chromatography, Molecular sieve chromatography successfully extracted the amide compound containing cis-double bonds in Melaleuca officinalis.

Description

technical field [0001] The invention relates to a cis-double-bond amide compound and a preparation method and application thereof, belonging to the technical field of phytochemistry. Background technique [0002] Fissistigma oldhamii (Hemsl.) Merr., also known as Fissistigma oldhamii (Hemsl.) Merr., is a plant of the genus Fissistigma oldhamii (Annonaceae) in the family Annonaceae. The plant can be used as medicine, the stems and leaves can cure fractures and edema, and the whole plant can treat rheumatic bone pain, numbness of hands and feet, etc. There is no report on the amide compounds containing cis-double bonds isolated from Melaleuca officinalis, and there is no report on the application of such compounds in inhibiting the proliferation of rheumatoid arthritis synoviocytes. Contents of the invention [0003] The technical problem to be solved by the present invention is to provide an amide compound containing a cis double bond extracted and separated from Melaleuca...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C235/34C07C231/24A61P19/02
CPCA61P19/02C07B2200/09C07C235/34
Inventor 周学明陈光英宋鑫明杨静雨徐伟
Owner HAINAN NORMAL UNIV
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