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Application of 2H-1-chromene-2-ketone in medicine preparation

A benzopyran and drug technology, which can be used in drug combinations, antipyretics, antitumor drugs, etc., can solve problems such as inconsistent TLR4 expression

Active Publication Date: 2015-11-04
HUAZHONG UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Early studies believed that TLRs were specifically involved in immune responses, but recent studies have shown that TLR4 expression is inconsistent in various tumor tissues and tumor cell lines

Method used

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  • Application of 2H-1-chromene-2-ketone in medicine preparation
  • Application of 2H-1-chromene-2-ketone in medicine preparation
  • Application of 2H-1-chromene-2-ketone in medicine preparation

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] Synthesis and Structure Identification of 2H-1-Benzopyran-2-one

[0025] 1 material

[0026] 1.1 Reagents

[0027] 2-Hydroxy-4,5-dimethylbenzaldehyde was purchased from Shaoyuan Technology (Shanghai) Co., Ltd.; ethyl acetoacetate, methanol (high performance liquid chromatography), piperidine, and deuterated methanol were purchased from Sinopharm Group Co., Ltd. ; Purified water was purchased from Wahaha Group Co., Ltd.

[0028] 1.2 Instruments

[0029] Bruker AM-400 (400MHz) nuclear magnetic resonance instrument was purchased from Bruker AG of Switzerland; high performance liquid chromatography (G4288C, 1220LC system VL) was purchased from Agilent Technologies Co., Ltd. of the United States

[0030] 2 methods

[0031] 2.1 Synthesis method

[0032] Mix 2-hydroxy-4,5-dimethoxybenzaldehyde (2g) with excess ethyl acetoacetate, add 0.5ml of cooled piperidine, react at a temperature below room temperature, and precipitate yellow in ethyl acetate after 24h Matter is a pr...

Embodiment 2

[0043] Effects of 2H-1-benzopyran-2-one on the proliferation and apoptosis of mouse lymphocytes and the surface antigens of B lymphocytes and primary DC

[0044] 1 material

[0045] 1.1 Animals

[0046] BALB / c mice, C57BL / 6 mice, purchased from the Animal Center of Tongji Medical College, Huazhong University of Science and Technology, 6-8 weeks old, male.

[0047] 1.2 Reagents

[0048] Concanavalin A (Con A), lipopolysaccharide (LPS), cyclosporine A (CsA), mycophenolate mofetil (MMF) and thiazolyl blue (MTT) were purchased from Sigma Company of the United States; RPMI-1640 medium was purchased from the United States HyClone Company, fetal bovine serum (FBS), double antibody, purchased from Gibco Company of the United States; PI kit, purchased from Hubei Biosimilar Company; GM-CSF, purchased from SAB Company of the United States; APC-labeled Anti-CD11c flow antibody , FITC-labeled Anti-CD86 flow-type antibody, PE-labeled Anti-MHC-II flow-type antibody, purchased from eBiosci...

Embodiment 3

[0065] Effects of 2H-1-benzopyran-2-one on LPS-induced secretion of NO and TNF-α from RAW264.7 cells

[0066] 1 material

[0067] 1.1 Cell lines

[0068] The mouse mononuclear macrophage RAW264.7 cell line was purchased from the cell experiment platform of Tongji Medical College, Huazhong University of Science and Technology.

[0069] 1.2 Reagents

[0070] Lipopolysaccharide (LPS) was purchased from Sigma Company of the United States; RPMI-1640 medium was purchased from HyClone Company of the United States; fetal bovine serum (FBS) and double antibodies were purchased from Gibco Company of the United States; nitric oxide detection kit was purchased from China Biyuntian Biotechnology Research Institute; enzyme-linked immunoassay kit for quantitative analysis of mouse TNF-α was purchased from Shanghai Qiaoyi Biotechnology Co., Ltd. Antibody to TLR4 protein was purchased from Santa Cruz, USA; DMSO (dimethyl sulfoxide) was purchased from Beijing Dingguo Changsheng Biotechnology...

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Abstract

The invention relates to the field of medicine and pharmacology and discloses application of 2H-1-chromene-2-ketone in medicine preparation. By the experimental researches of the 2H-1-chromene-2-ketone, the facts that the 2H-1-chromene-2-ketone can evidently resist T lymphocyte proliferation induced by concanavalin A (ConA), B lymphocyte proliferation induced by lipopolysaccharide (LPS) and macrophage toxicity, can lower the expression of LPS-induced B lymphocyte surface B-cell activating factor receptor (BAFF-R) CD268 and lower the expression of marrow source DC cells and the expression of LPS-induced primary DC cell surface costimulatory molecules CD86, and has immunosuppressive action and anti-inflammatory action are discovered for the first time. Meanwhile, the 2H-1-chromene-2-ketone has evident inhibiting effects on the proliferation of various cancer cell lines and is applicable to the preparation of immunosuppressant and anti-inflammatory and anti-cancer medicine.

Description

technical field [0001] The invention belongs to the field of medicine and relates to the application of compounds in the preparation of immunosuppressants, anti-inflammatory and anti-cancer drugs. Background technique [0002] Immunosuppressants are drugs that have an inhibitory effect on the immune system. Different specific drugs act on different links of immune response and immune regulation. They can be used clinically for the treatment of autoimmune diseases and the prevention of rejection in organ transplantation. Immunosuppressants are mainly divided into the following categories: (1) chemical agents, such as nitrogen mustards of alkylating agents; (2) hormones, such as glucocorticoids; (3) fungal metabolites, such as cyclosporin A ( cyclosporinA, CsA); (4) traditional Chinese medicine and its active ingredients. [Reference: Mann, J. Natural products as immunosuppressive agents. Nat. Prod. Rep. 2001, 18, 417-430.] [0003] CD268(BAFF-R) is the specific receptor of B...

Claims

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Application Information

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IPC IPC(8): A61K31/37A61P37/06A61P35/00A61P29/00
Inventor 向明杜姣刘秀兰
Owner HUAZHONG UNIV OF SCI & TECH
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