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Composition for prevention, amelioration, or treatment of cancer

A technology of composition and compound, which is applied in the fields of composition, prevention, and improvement of cancer, can solve the problems of adverse reactions, low specificity of cancer cells, and low cure rate of malignant tumors, and achieve the effect of inhibiting cancer metastasis

Pending Publication Date: 2022-02-15
EWHA UNIV IND COLLABORATION FOUND +2
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, except for a very small number of tumors such as lymphoma, the cure rate of other malignant tumors that have metastasized is very low
[0005] Therefore, there is an urgent need to develop an anticancer drug that can prevent the metastasis of tumor cells to organs such as the lung while overcoming the shortcomings of anticancer drugs developed so far for cancer treatment, such as low specificity for cancer cells and many adverse effects. reaction

Method used

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  • Composition for prevention, amelioration, or treatment of cancer
  • Composition for prevention, amelioration, or treatment of cancer
  • Composition for prevention, amelioration, or treatment of cancer

Examples

Experimental program
Comparison scheme
Effect test

preparation Embodiment 1-15

[0156] [Preparation Example 1-15] Synthesis of Candidate Compounds

[0157] Compounds of Preparation Examples 1-15 shown in Table 1 below were prepared using Method 1 or Method 2.

[0158] [Table 1]

[0159]

[0160]

[0161] [method 1]

[0162] The method comprises the steps of: adding an acetophenone derivative (1 equivalent), a benzaldehyde derivative (1 equivalent) and NaOH (1 equivalent) to an ethanol solvent, and then stirring at room temperature; after the reaction is completed, adding water to the reaction mixture , and then extracted with ethyl acetate; and collected the organic solvent layer, the collected material was washed once with water, washed with anhydrous MgSO 4 The washed material was dried, the solvent was distilled off under reduced pressure, and the residue was purified by silica gel chromatography.

[0163] [Method 2]

[0164] The method comprises the steps of: adding acetophenone derivatives (1 equivalent), 4-(tetrahydro-2H-pyran-2-...

Embodiment 1

[0165] [Example 1] (E)-1-(4-aminophenyl)-3-(2,4-dimethoxyphenyl)prop-2-en-1-one (YE-01)

[0166] Starting from 4-aminoacetophenone (0.30 g, 2.22 mmol), 2,4-dimethoxybenzaldehyde (0.37 g, 2.22 mmol) and NaOH (0.09 g, 2.22 mmol) according to method 1 above. The residue was purified by silica gel chromatography (developing solvent: ethyl acetate / n-hexane=1:2→1:1) to obtain the compound of Preparation Example 1 (0.15 g, yield 23.0%) as a yellow solid. R f 0.33 (ethyl acetate / n-hexane=1:1); 1 H-NMR (400MHz, CDCl 3 )δ3.85(s,3H),3.89(s,3H),6.47(d,J=2.0Hz,1H),6.52(dd,J=8.4,2.4Hz,1H),6.69(d,J=8.4 Hz, 2H), 7.55(d, J=15.6Hz, 1H), 7.56(d, J=8.8Hz, 1H), 7.92(d, J=8.4Hz, 2H), 8.02(d, J=15.6Hz, 1H); 13 C-NMR (100MHz, CDCl 3 ) 55.6, 55.7, 98.7, 105.5, 114.1, 117.8, 120.7, 129.4, 130.8, 131.1, 139.0, 150.9, 160.4, 162.8, 189.1 ppm.

Embodiment 2

[0167] [Example 2] (E)-1-(4-aminophenyl)-3-(2,5-dimethoxyphenyl)prop-2-en-1-one (YE-02)

[0168] Starting from 4-aminoacetophenone (0.50 g, 3.70 mmol), 2,5-dimethoxybenzaldehyde (0.62 g, 3.70 mmol) and NaOH (0.15 g, 3.70 mmol) according to method 1 above. The residue was purified by silica gel chromatography (developing solvent: ethyl acetate / n-hexane=1:2→1:1) to obtain the compound of Preparation Example 2 (0.66 g, yield 62.5%) as a yellow solid. R f 0.36 (ethyl acetate / n-hexane=1:1); 1 H-NMR (400MHz, CDCl 3 )δ3.81(s,3H),3.85(s,3H),4.19(br s,2H),6.69(d,J=8.8Hz,2H),6.86(d,J=8.8Hz,1H),6.91 (dd, J=8.8,2.8Hz,1H),7.16(d,J=2.8Hz,1H),7.58(d,J=15.6Hz,1H),7.92(d,J=8.8Hz,2H),8.04 (d,J=15.6Hz,1H); 13 C-NMR (100MHz, CDCl 3 ) 56.0, 56.3, 112.7, 113.9, 114.1, 116.8, 123.3, 125.2, 128.9, 131.3, 138.6, 151.2, 153.4, 153.7, 188.8ppm.

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Abstract

A composition according to the present invention is not only able to inhibit the growth of cancer cells, but also very effectively inhibit metastasis of cancer cells into other tissues, and thus can be used very effectively to prevent, ameliorate or treat cancer, as well as to inhibit metastasis of cancer.

Description

technical field [0001] The present invention relates to a composition for preventing, improving or treating cancer. Background technique [0002] Cancer is a fatal disease that threatens the life of the patient by causing tissue cells to proliferate abnormally and indefinitely, forming tumors that prevent organs from performing their normal functions. The leading cause of death in Korea in 2017 was malignant tumor (cancer), and cancer-related deaths accounted for 27.6% of all deaths. Although the site of the cancer varies by race, sex, and region, most countries have the highest incidence of prostate cancer in men and the highest incidence of breast cancer in women. In particular, breast cancer is the highest cause of death among female cancer patients worldwide. This is because breast cancer can be caused by various factors such as environment and genetics, and its incidence is increasing year by year. [0003] Paclitaxel (Taxol) is an existing FDA-approved anticancer dru...

Claims

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Application Information

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IPC IPC(8): A61K31/495A61K31/4453A61K31/136A61K31/18A61K45/06A61K8/41A61K8/46A61K8/49A61P35/00A61P35/04A23L33/10
CPCA61K31/495A61K31/4453A61K31/136A61K31/18A61K45/06A61K8/411A61K8/46A61K8/4926A61K8/494A61P35/00A61P35/04A23L33/10A23V2002/00A61K2300/00A23V2200/308A61K31/451A61K8/466A61Q19/00A61K8/41A61Q90/00
Inventor 权英珠黄琇衍曺贤智朴曙正罗荣和金于洙郑智贤朴珉暶金贤净
Owner EWHA UNIV IND COLLABORATION FOUND
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