Meropenem intermediate related compound and application thereof in antitumor drugs

An anti-tumor drug, the technology of meropenem, which is applied in the field of application of meropenem intermediate-related compounds in the development of anti-tumor drugs, can solve the problems of biological activity and reporting of few related compounds

Active Publication Date: 2019-06-28
JIANGSU HANKUO BIOLOGICAL +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Currently, research on meropenem in this field is focused on synthesis, and there are few reports on the biological activities of related compounds

Method used

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  • Meropenem intermediate related compound and application thereof in antitumor drugs
  • Meropenem intermediate related compound and application thereof in antitumor drugs
  • Meropenem intermediate related compound and application thereof in antitumor drugs

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0028] The preparation of chemical formula (I) compound:

[0029] Step 1), carry out synthesis reaction (reaction temperature room temperature, reaction 3h) with salicylamide and 1.5 times volume ratio cyclohexanone in p-toluenesulfonic acid solution (5%), the chemical formula (III) compound that generates undergoes intramolecular Dehydration (intramolecular dehydration operation: heating to 60°C in 20% dilute sulfuric acid and reacting for 1h) produced easy-to-precipitate compound M1, which naturally precipitated and was dried at 60°C to obtain compound M1. (Compound M1 can also be prepared directly with reference to the corresponding process in the literature of "Synthesis of 1β-methylcarbapenem bicyclic nucleus, Zhang Ling, etc., China Journal of Pharmaceutical Industry, 2014, 41 (12)"; or by commercially purchasing get)

[0030] Step 2), carried out with reference to Example 1 of patent document CN201510535498.6, 12g of compound M1 and 10g of 2-chloropropionyl chloride we...

Embodiment 2

[0033] Example 2 In vitro cytotoxicity test

[0034] Cell lines: 4 kinds of tumor cell lines HL-60 (Wuhan Pursino Life Science and Technology Co., Ltd.), hepG-2 (Wuhan Pursino Life Science and Technology Co., Ltd.), AGS (Wuhan Pursino Life Science and Technology Co., Ltd.) and P388 ( Shanghai Xuran Biotechnology Co., Ltd.);

[0035] Culture medium: 4 ml of 10% (mass) calf serum RPMI1640 culture medium containing 25 mM HEPES, 0.2% (w / v) sodium bicarbonate and 100 μg / ml kanamycin.

[0036] Inoculate the cell line into the culture medium at 37°C, 5% CO 2 conditions for 24 hours. The cell suspension digested by trypsin was added to a 96-well plate, and the cell concentration was 2×10 4 / hole. Tumor cells were added different concentrations of the component to be tested (i.e. compound (I)) or positive control substance (5-fluorouracil (Shanghai Haoran Biotechnology Co., Ltd.), the concentration gradients were: prepared in culture medium: 400 μg / ml, 200 μg / ml ml, 100 μg / ml, 50 ...

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Abstract

The invention provides a meropenem intermediate related compound and application thereof in preparing antitumor drugs. The meropenem intermediate related compound has antitumor activity and has application potential in preparing the antitumor drugs. The related compound has the following chemical formula shown in (I).

Description

technical field [0001] The invention belongs to the technical field of medicine and relates to the application of compounds related to meropenem intermediates in the development of antitumor drugs. Background technique [0002] In terms of the life and health of modern people, cancer has always been one of the most difficult diseases to deal with. According to the statistics of the World Health Organization (WHO), about 10 million people suffer from cancer every year in the world, and about 7 million people die. It has become the second killer of human beings after cardiovascular disease. Therefore, finding effective anticancer drugs is the focus of most cancer treatment workers. In the research of anticancer drugs, the research and clinical application of chemotherapy drugs have made great progress. Chemically synthesized anticancer drugs such as metal complexes platinum complexes, gallium salts, organic germanium compounds, tin complexes, etc. have the characteristics of...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A61K31/537A61P35/00A61P35/02C07D265/12
Inventor 潘庆华钱广朱杰朱红薇
Owner JIANGSU HANKUO BIOLOGICAL
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