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Application of 5,7-dibromo-8-(methoxymethoxy)-2-methylquinoline or its medicinal salt in treating breast cancer

A methoxymethoxy, methylquinoline technology, applied in the field of biomedicine, can solve the problems of patient invasion and metastasis, and the effect of antitumor drugs on cancer treatment effects, achieve good anti-breast cancer activity, and inhibit breast cancer cell invasion. , the effect of inhibiting proliferation

Active Publication Date: 2021-03-26
ANHUI UNIVERSITY OF TECHNOLOGY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although the conventional clinical treatment of cancer can successfully treat some local malignant tumors, the death of the patient is usually caused by the invasion and metastasis of the tumor, and the toxic side effects of many anti-tumor drugs also affect the therapeutic effect of cancer; similarly, Similar issues exist in breast cancer treatment

Method used

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  • Application of 5,7-dibromo-8-(methoxymethoxy)-2-methylquinoline or its medicinal salt in treating breast cancer
  • Application of 5,7-dibromo-8-(methoxymethoxy)-2-methylquinoline or its medicinal salt in treating breast cancer
  • Application of 5,7-dibromo-8-(methoxymethoxy)-2-methylquinoline or its medicinal salt in treating breast cancer

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] Embodiment 1: The preparation method of 5,7-dibromo-8-(methoxymethoxy)-2-methylquinoline

[0033] Weigh 2-methyl-8-hydroxyquinoline (3.18 g, 0.02 mol) and dissolve it in 30 mL of methanol in a 100 mL two-neck round bottom flask, then add sodium bicarbonate (3.18 g, 0.04 mol) and stir. Will Br 2 (3.2 mL, 0.06 mol) in methanol (10 mL) was slowly added to the bottle, the mixture was stirred for 30 min, and then Na 2 SO 3 (22 g, 0.17 mol) solid quenched the reaction, the mixture was filtered with suction, the filtrate was poured into water and stirred for 30 min, filtered with suction and dried in vacuo to obtain the white product 5,7-dibromo-2-methyl-8-hydroxyquinoline.

[0034] Take a tetrahydrofuran solution containing 5,7-dibromo-2-methyl-8-hydroxyquinoline (3.15 g, 0.01 mol) and slowly add it dropwise to NaH (1.0 g, 0.0417 mol) at a temperature of 0 °C In the tetrahydrofuran suspension, keep stirring at 0°C for 0.5 h after the dropwise addition, then slowly add ch...

Embodiment 2

[0035] Example 2: Culture and passage of breast cancer cells

[0036] The MCF-7 and MDA-MB231 breast cancer cells used in the experiment were cultured in Dulbecco's Modified Eagle Medium (DMEM) medium containing 10% fetal bovine serum, 100 U / ml penicillin and 100 μg / ml streptomycin, and the culture conditions were : 37°C, 5% CO 2 . Observe the growth status of the cells at any time. Generally, the cells can be subcultured when the density reaches 80% or above. The subculture method is as follows:

[0037] (1) Wash the cells once with phosphate buffered saline (PBS), then add an appropriate amount of trypsin to digest the cells until the cells become round and fall off.

[0038] (2) Neutralize the trypsin with 2 times the volume of fresh medium, and collect the cell suspension into a centrifuge tube.

[0039] (3) Centrifuge to obtain cell pellets at 800-1000 rpm for 5 minutes.

[0040] (4) Resuspend the cells with fresh medium and transfer them to a new culture dish at a rati...

Embodiment 3

[0041] Example 3: Using the MTT method to screen quinoline derivatives with potential anti-breast cancer activity

[0042] The specific operation steps are:

[0043] (1) The cells in the logarithmic growth phase were digested and collected by trypsin, resuspended in DMEM medium containing 10% fetal bovine serum, mixed by repeated pipetting, and made into a single cell suspension.

[0044] (2) Cell counting: use a hemocytometer for cell counting with a configuration density of 8×10 4 cells / mL of cell suspension.

[0045] (3) Cell inoculation: Inoculate the cells into a 96-well plate with 100 μL of cell suspension per well.

[0046] (4) Cell culture: put the 96-well plate in CO 2 Incubator, at 37°C, 5% CO 2 Cells were cultured under saturated humidity and allowed to adhere to the wall overnight.

[0047] (5) Compound-treated cells: Prepare compounds with different concentration gradients (0 μM, 2.5 μM, 5 μM, 10 μM, 25 μM, 50 μM respectively), aspirate the medium in the 96-w...

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Abstract

The invention discloses application of 5,7-dibromo-8-(methoxymethoxyl)-2-methylquinoline or pharmaceutical salt thereof to treatment on breast cancer, and belongs to the technical field of biologicalmedicine. The 5,7-dibromo-8-(methoxymethoxyl)-2-methylquinoline is a quinoline derivative, which is called DBMMQ for short; the pharmaceutical salt is pharmaceutically acceptable salt, comprises saltformed by the 5,7-dibromo-8-(methoxymethoxyl)-2-methylquinoline and inorganic acid such as phosphoric acid, hydrochloric acid and sulfuric acid, and also comprises salt formed by the 5,7-dibromo-8-(methoxymethoxyl)-2-methylquinoline and organic acid such as citric acid and tartaric acid. The experiment indicates that the compound DBMMQ can not only obviously inhibit proliferation of various humanbreast cancer cells and induce apoptosis, but also has ability of inhibiting migration and invasion of the human breast cancer cells, and embodies high potential of resisting breast cancer; furthermore, the compound is easy to prepare and is further developed to be expected to provide a new choice for clinical breast cancer treatment.

Description

technical field [0001] The invention belongs to the technical field of biomedicine, and specifically relates to the application of a quinoline derivative 5,7-dibromo-8-(methoxymethoxy)-2-methylquinoline in the treatment of breast cancer. Abbreviated as DBMMQ. Background technique [0002] Worldwide, breast cancer is the cancer with the highest morbidity and mortality among women (approximately 1.7 million new cases and more than 500,000 deaths per year), and it is also one of the malignant tumors with the highest mortality in my country. According to tumor registration data, in the past ten years, the incidence of breast cancer in urban and rural China has continued to rise, and the rate of increase in rural areas is faster than that in urban areas. Although treatments including surgery, radiation therapy, and chemotherapy can be effective in increasing cure rates or improving overall survival, it remains one of the deadliest diseases in women. Although the conventional cl...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D215/28A61K31/47A61P35/00
CPCC07D215/28
Inventor 马亮刘姿吴雨晴袁国赞徐霞徐建颜庭轩
Owner ANHUI UNIVERSITY OF TECHNOLOGY
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