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Double-ligand copper complex with salicylidene-taurine and imidazole as ligands as well as synthesis method and application thereof

A technology of salicylaldehyde taurine and aldotaurine, which is applied to copper organic compounds, drug combinations, antitumor drugs, etc., can solve the problem that the anticancer activity is not as good as the anticancer activity, and there are no published reports on the pharmacological activity. and other problems, to achieve the effect of low cytotoxicity, high yield and easy operation

Inactive Publication Date: 2013-12-25
GUANGXI NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

The anticancer activity of single-ligand copper metal complexes is generally inferior to that of double-ligand or multi-ligand synergistic copper metal complexes; therefore, we chose two ligands, salicylaldehyde taurine and imidazole, to synthesize Synthesis and pharmacology of double-ligand copper metal complexes with salicylaldehyde taurine and imidazole as ligands Activity has not been reported publicly

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  • Double-ligand copper complex with salicylidene-taurine and imidazole as ligands as well as synthesis method and application thereof
  • Double-ligand copper complex with salicylidene-taurine and imidazole as ligands as well as synthesis method and application thereof
  • Double-ligand copper complex with salicylidene-taurine and imidazole as ligands as well as synthesis method and application thereof

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Experimental program
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Embodiment

[0029] A two-ligand copper (Ⅱ) metal complex with salicylaldehyde taurine and imidazole as ligands was synthesized.

[0030] Dissolve 20mmol (2442.4mg) of taurine and 20mmol (1122.0mg) of potassium hydroxide in 20ml of ethanol and stir for 15min to prepare a solution; add the above solution dropwise to 20ml of ethanol with 20mmol of salicylaldehyde In the solution, the reaction was refluxed and stirred at 50°C for 2 hours to obtain a yellow precipitate. After filtration, the obtained yellow precipitate was washed with ethanol and ether 3 times, and dried to obtain the ligand salicylaldehyde taurine; Cu(OAc) 2 ·H 2 O (1mmol, 199.65mg) was dissolved in 10ml of ethanol and added dropwise to 15ml of aqueous solution containing 1mmol of salicylaldehyde taurine ligand. The mixture was stirred at 60°C under reflux for 4h, and then the solid ligand imidazole (1mmol, 68.07mg) was added. Stir under reflux at 60℃ for 8h; filter the reaction solution, add 25ml of mixed solvent of water:ethano...

experiment example

[0031] Experimental example: Anti-tumor activity experiment of a double ligand copper (Ⅱ) metal complex with salicylaldehyde taurine and imidazole as ligands.

[0032] 1) Cell lines and cell culture

[0033] Tumor cell lines MGC-803, BEL-7404, A549, SK-OV-3 and normal cell line HL-7702, all from the American Type Culture Collection (Rockville, MD, USA), the cell volume concentration is 5 at 37℃ %In the incubator, add 10% fetal bovine serum and 100μgmL -1 Streptomycin, 100 units per milliliter of penicillin in DMEM medium.

[0034] 2) Cell growth inhibition test (MTT method)

[0035] Note: The full name of MTT is 3-(4,5)-dimethylthiahiazo(-z-y1)-3,5-di-phenytetrazoliumromide, and the Chinese chemical name is 3-(4,5-mtt.html' target='_blank'> Dimethylthiazole-2)-2,5-diphenyltetrazolium bromide, trade name: mtt.html' target='_blank'> Thiazole Blue. It is a yellow dye.

[0036] After the double ligand copper (II) metal complex with salicylaldehyde taurine and imidazole as ligands is solub...

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Abstract

The invention discloses a double-ligand copper complex with salicylidene-taurine and imidazole as ligands as well as a synthesis method and an application thereof. The chemical formula of the copper complex is C24H26Cu2N6O8S2. The double-ligand copper (II) metal complex is synthesized by salicylidene-taurine and imidazole as the ligands and metal copper salt. According to the experiment, the obtained complex has good in vitro activity on tumor cells, and especially is good in human gastric carcinoma cell MGC-803 and human hepatoma cell BEL-7404; the obtained complex has lower cytotoxicity on normal cell HL-7702 as compared with cis-platinum, and is suitable for preparation of high-efficiency low-toxicity antitumor medicines.

Description

Technical field [0001] The present invention relates to metal coordination chemistry, especially copper metal complexes with salicylaldehyde taurine and imidazole as ligands, as well as a method for synthesizing such metal complexes and their uses. Background technique [0002] Platinum anti-tumor agents such as cisplatin, carboplatin, and oxaliplatin have all achieved great success, but it has inherent limitations, such as resistance, severe toxicity and other side effects. These shortcomings make inorganic chemists try to find more effective, less toxic, specifically targeted, non-covalent anti-cancer drugs. Recently, the important physiological activity and oxidative properties of the complex of ruthenium and copper have aroused the interest of a large number of researchers, and it is expected to replace cisplatin as a new generation of anticancer drugs. For the copper Schiff base with copper as the metal coordination center and coordinated with the coordination ligand, the c...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F1/08A61P35/00
Inventor 杨峰梁宏孔林林李梅张耀
Owner GUANGXI NORMAL UNIV