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Substituted cinnamic acid derivatives containing amine substituent group and tumor cytotoxicity thereof

A technology of tumor cells and substituents, applied in the direction of antineoplastic drugs, medical preparations containing active ingredients, drug combinations, etc., can solve problems such as unsatisfactory, low selectivity, and limited general applicability of drugs

Inactive Publication Date: 2010-12-15
WENZHOU MEDICAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the specific drugs for the treatment of tumor diseases are not satisfactory, and the malignant killing of normal cells caused by the low selectivity of cytotoxic drugs currently used in anti-tumor clinics limits the general applicability of such drugs

Method used

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  • Substituted cinnamic acid derivatives containing amine substituent group and tumor cytotoxicity thereof
  • Substituted cinnamic acid derivatives containing amine substituent group and tumor cytotoxicity thereof
  • Substituted cinnamic acid derivatives containing amine substituent group and tumor cytotoxicity thereof

Examples

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Embodiment 1

[0030] Example 1 : the preparation of compound I-a i.e. 2'-aniline-2'-oxoethyl cinnamate (2E)

[0031]

[0032] This example relates to a general synthesis method of a class of substituted cinnamic acid derivatives containing amide substituents represented by formula (I) with cytotoxic activity. It specifically relates to the preparation of compound 2'-aniline-2'-oxoethyl cinnamate (2E). Dissolve chloroacetylaniline (85 mg, 0.50 mmol, prepared by reacting chloroacetyl chloride with aniline) in 10 ml of DMF, add potassium iodide (91 mg, 0.55 mmol) and stir at 40°C for 20 minutes, then add cinnamon Acetate potassium salt (108 mg, 0.58 mmol), after reflux for 4 hours, concentrated under reduced pressure to remove DMF, the obtained crude product was extracted with ethyl acetate-water distribution, the ethyl acetate layer was washed with water until neutral, saturated sodium chloride solution Wash with water and dry overnight over anhydrous sodium sulfate. The obtained filtra...

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Abstract

The invention relates to a substituted cinnamic acid derivatives comprising amides substituent with a structure shown as Formula (I) and cytotoxic activity as well as medicine salts or solvates of the derivatives. The invention also relates to the preparation method and medicine purpose of the compounds with a Formula (I) The compounds of invention are provided with the activity of inhibiting growth of human oral squamous carcinoma cells, namely KB cell. The derivatives can be expected to be used as an antitumor drug.

Description

field of invention [0001] The invention relates to the fields of organic chemistry and pharmacy, in particular to a preparation method of a class of substituted cinnamic acid derivatives containing amide substituents, and the cytotoxic activity of the compounds on human oral epithelial cancer KB cells. Such compounds are found to have certain biological activity of inhibiting the growth of the tumor cells, and can be expected to be used as antitumor drugs. Background of the invention [0002] At present, due to environmental pollution and other problems brought about by industrial development, the quality of human living environment continues to decline, and the incidence and mortality of tumor diseases are also increasing. However, the specific drugs for the treatment of tumor diseases are not satisfactory, and the malignant killing of normal cells caused by the low selectivity of cytotoxic drugs currently used in anti-tumor clinics limits the general applicability of such ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C235/16C07D295/28C07D239/42A61K31/216A61K31/221A61K31/5375A61P35/00
Inventor 李校堃邹宏斌黄可新梁广吴昊巫秀美赵昱瞿佳
Owner WENZHOU MEDICAL UNIV
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