Pyridine compound, preparation method thereof and application thereof in resisting gastric cancer

A compound and pyridine technology, applied in the pyridine compound WXSA-051B and its preparation, anti-gastric cancer application field, can solve the problems of complicated interpretation of biological research, lack of selectivity, poor cell permeability, etc., and achieve reduced migration ability , novel structure, and the effect of inhibiting RBP2 enzyme activity

Active Publication Date: 2019-02-22
SHANDONG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Other molecules inhibit KDMs in a competitive manner with 2-OG, such as N-oxalylglycine (NOG), 2,4-pyridinedicarboxylic acid (2,4-PDA)...

Method used

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  • Pyridine compound, preparation method thereof and application thereof in resisting gastric cancer
  • Pyridine compound, preparation method thereof and application thereof in resisting gastric cancer
  • Pyridine compound, preparation method thereof and application thereof in resisting gastric cancer

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0033] The preparation of embodiment 1 WXSA-051B

[0034] One, the preparation of intermediate 2

[0035] Take a 25mL round-bottomed flask, weigh 4-methoxy-2-pyridinemethylamine hydrochloride (1 g, 4.9 mmol) and potassium carbonate (1 g, 7.2 mmol) in 10 mL of acetonitrile, stir at room temperature for 15 minutes ; Then, 25 mL of acetonitrile solution dissolved with 3-bromopropyne (0.29 g, 2.5 mmol) was added dropwise to the aforementioned mixture using a constant pressure dropping funnel, and continued to stir at room temperature overnight (TLC detected that new spots were generated in the reaction). After the reaction was completed, the solvent was evaporated to dryness under reduced pressure, 50 mL of water was added to it, and 35 mL of ethyl acetate was added each time for extraction three times. The organic phases were combined and washed with saturated brine, then dried with anhydrous sodium sulfate, filtered and then rotary evaporated under reduced pressure. The sample ...

Embodiment 2

[0040] Example 2 Detecting the Effect of Compounds on RBP2 Enzyme Substrates in Gastric Cancer Cells (Western blot)

[0041] Purpose:

[0042] The effect of the test compound on the RBP2 enzyme substrate H3K4me3

[0043] Experimental Materials:

[0044] RPMI 1640 medium was purchased from Gibco;

[0045] Fetal bovine serum was purchased from Gibco;

[0046] DMSO was purchased from Sigma;

[0047] EpiQuik Total Histone Extraction Kit (OP-0006-100) was purchased from Epigentek Group;

[0048] Pierce ® BCA Protein Assay Kit was purchased from Thermo fisher scientific company

[0049] laboratory apparatus:

[0050] HF safe biological safety cabinet,

[0051] MCO-15AC carbon dioxide incubator, Japan Sanyo SANYO,

[0052] Polyacrylamide gel vertical electrophoresis tank, Liuyi Instrument Factory, Beijing, China

[0053] Test drug:

[0054] Compound WXSA-051B was prepared as a stock solution with DMSO, with a final concentration of 200mM. When used, it was diluted with in...

Embodiment 3

[0064] Example 3 Detection of compound's effect on migration ability in gastric cancer cells (Transwell)

[0065] Purpose:

[0066] The effect of detection compounds on the migration ability of gastric cancer cells

[0067] Experimental Materials:

[0068] RPMI 1640 medium was purchased from Gibco;

[0069] Fetal bovine serum was purchased from Gibco;

[0070] DMSO was purchased from Sigma;

[0071] Corning Transwell 3542 chamber was purchased from Beijing Suo Laibao Technology Co., Ltd.

[0072] laboratory apparatus:

[0073] HF safe biological safety cabinet,

[0074] MCO-15AC carbon dioxide incubator, Japan Sanyo SANYO,

[0075] Olympus CKX53 biological microscope, Shanghai Puhe Optoelectronics Technology Co., Ltd.,

[0076] Test drug:

[0077] For compound WXSA-051B, the sample was prepared into a mother solution with DMSO, with a final concentration of 200mM. When used, it was diluted with incomplete medium, and the final concentration of DMSO did not exceed 0.1%...

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PUM

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Abstract

The invention provides a pyridine compound WXSA-051B which is designed and synthesized for aiming at an enzyme active site to inhibit RBP2 enzyme activity, and also provides a preparation method of the pyridine compound. Tests prove that the compound can obviously increase the level of H3K4me3 protein in a human gastric cancer cell BGC-823, has an obvious effect of inhibiting RBP2 enzyme activity,and can reduce the migration ability of the human gastric cancer cell BGC-823. The compound provided by the invention can be used as a gastric cancer inhibitor for preparing an anti-gastric cancer drug. The structure of the compound is as shown in the description.

Description

technical field [0001] The invention belongs to the technical field of biomedicine, and specifically relates to a pyridine compound WXSA-051B, a preparation method thereof, and an anti-gastric cancer application. Background technique [0002] Antineoplastic drugs commonly used in clinical practice are mainly cytotoxic drugs, most of which have unavoidable disadvantages such as poor selectivity, strong toxic and side effects, and easy drug resistance. In recent years, with the rapid development of life science research, various basic processes such as signal transduction in malignant tumor cells, regulation of cell cycle, induction of apoptosis, angiogenesis, and interaction between cells and extracellular matrix are being investigated. The gradual clarification has brought about a huge change in the research and development concept of anticancer drugs. Therefore, using some key enzymes / proteins related to tumor cell modification as drug targets, screening and discovering ne...

Claims

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Application Information

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IPC IPC(8): C07D401/12A61P35/00A61K31/4439
CPCA61P35/00C07D401/12
Inventor 贾继辉展鹏刘新泳陈春燕贾夏夏张硕俞霁王学顺
Owner SHANDONG UNIV
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