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Organotin-oxygen cluster containing ferrocene pyrazole and application of cluster

A technology of ferrocene pyrazolyl and organotin, which is applied in the fields of tin organic compounds, organic chemistry, metallocene, etc., can solve the problems of damaging the immune system of animals, and the low molecular weight organotin compounds are not suitable for anticancer agents, etc. Low, low toxicity, and the effect of improving biological activity

Inactive Publication Date: 2011-06-15
ANHUI UNIVERSITY
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Problems solved by technology

Because low-molecular-weight organotin compounds can seriously damage the immune system of animals, low-molecular-weight organotin compounds are not suitable for anticancer agents

Method used

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  • Organotin-oxygen cluster containing ferrocene pyrazole and application of cluster
  • Organotin-oxygen cluster containing ferrocene pyrazole and application of cluster
  • Organotin-oxygen cluster containing ferrocene pyrazole and application of cluster

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Embodiment Construction

[0037] The present invention is further described in detail by the following examples, but it should be noted that the scope of the present invention is not limited by these examples.

[0038] 1. Synthesis of ligand [3-trifluoromethyl-5-ferrocene pyrazole acetic acid (LCOOH)]:

[0039] Weigh 5-ferrocenyl-3-trifluoromethylpyrazole S (6.40g, 0.02mol) and dissolve it in acetonitrile, then weigh t-BuOK (3.36g, 0.03mol) and add it to the above solution, 60 After heating at ℃ for 2h, the BrCH 2 COOC 2 h 5 (6.68g, 0.04mol) was dropped into the flask drop by drop, and the reaction was carried out for 4-5 hours after the drop, and the reaction was basically completed by TLC detection. Evaporate acetonitrile under reduced pressure, add water to raise the temperature and reflux to hydrolyze the product, stop the reaction after 1.5h, take out the mixture, add dilute HCl (1M) dropwise to the above mixture under ice bath to adjust the pH of the solution to weak acidity (pH=5~6) . Repea...

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Abstract

The invention provides an organotin-oxygen cluster containing ferrocene pyrazole. The cluster is characterized in that the complexes with the following chemical formulas are prepared from a ligand 3-trifluoromethyl-5-ferrocene pyrazole acetic acid (LCOOH) and monobutyltin oxide, dibutyltin oxide and triphenyltin hydroxide respectively: [BuSnO(OOCL)]6, [Ph4Sn2O(OCH3)(OOCL)]2 and [Bu4Sn2O(OOCL)2]2.The cluster has inhibiting effects on human lung cancer cells (A549), hepatoma cells (HepG2) and mouse melanoma (B16-F10) and the inhibiting effects are obviously superior to the inhibiting effects of the control drugs 5-fluorouracil and cisplatin, so the cluster can be applied to preparing the anti-tumor drugs.

Description

1. Technical field [0001] The invention relates to a class of metal-organic complexes with anti-tumor activity, specifically a class of ferrocene-pyrazolyl-containing organic tin-oxygen clusters and their application in the preparation of anti-tumor drugs. 2. Background technology [0002] Since Rosenbe in the United States accidentally discovered that cisplatin has anticancer activity in 1965, the medicinal properties of metal complexes have attracted widespread attention and opened up a new field of research on metal complex anticancer drugs. Platinum compounds have indeed achieved some effects in the treatment of some cancers, but serious side effects have also been shown, which prompts us to look for some new drugs to replace them. With the deepening of people's understanding of the pharmacological effects of metal complexes, new metal compounds with high efficiency, low toxicity and anticancer activity have been continuously synthesized. Brown first discovered Ph in 19...

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Application Information

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IPC IPC(8): C07F19/00C07F17/02C07F7/22A61P35/00
Inventor 田玉鹏孙美兰阮班锋李胜利周虹屏吴杰颖杨家祥金葆康张胜义孔林
Owner ANHUI UNIVERSITY
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