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合成、表征及混合配体二硫代氨基甲酸钯(II)配合物的抗癌研究。

Synthesis, characterization and anticancer studies of mixed ligand dithiocarbamate palladium(II) complexes.

机构信息

Department of Chemistry, McGill University, Montreal, QC, Canada H3A 2K6.

出版信息

Eur J Med Chem. 2011 Sep;46(9):4071-7. doi: 10.1016/j.ejmech.2011.06.007. Epub 2011 Jun 15.

Abstract

Six mixed ligand dithiocarbamate Pd(II) complexes (1-6) of general formula [(DT)Pd(PR(3))Cl], where DT = dimethyldithiocarbamate (1, 5), diethyldithiocarbamate (2, 3), dicyclohexyldithiocarbamate (4), bis(2-methoxyethyl)dithiocarbamate (6); PR(3) = benzyldiphenylphosphine (1), diphenyl-2-methoxyphenylphosphine (2), diphenyl-p-tolylphosphine (3), diphenyl-m-tolylphosphine (4), tricyclohexylphosphine (5), diphenyl-2-pyridylphosphine (6) have been synthesized and characterised using Elemental analysis, FT-IR, Raman and multinuclear magnetic resonance (NMR) spectroscopy. Compounds 1 and 2 were also characterized by single crystal X-ray diffraction technique (XRD). The XRD study reveals that the Pd(II) moiety has a pseudo square-planar geometry, in which two positions are occupied by the dithiocarbamate ligand in a bidentate fashion, while at the remaining two positions organophosphine and chloride are present. The anticancer activity of the synthesized metallodrugs was checked against DU145 human prostate carcinoma (HTB-81) cells, the IC(50) values indicate that the compounds are highly active against these cells. These Pd(II) complexes also show moderate antibacterial activity against gram positive and gram negative bacteria.

摘要

六种混合配体二硫代氨基甲酸盐 Pd(II) 配合物(1-6),它们具有通式 [(DT)Pd(PR(3))Cl],其中 DT = 二甲二硫代氨基甲酸盐(1、5)、二乙二硫代氨基甲酸盐(2、3)、二环己基二硫代氨基甲酸盐(4)、双(2-甲氧乙基)二硫代氨基甲酸盐(6);PR(3) = 苄基二苯基膦(1)、二苯-2-甲氧基苯基膦(2)、二苯-对甲苯基膦(3)、二苯-间甲苯基膦(4)、三环己基膦(5)、二苯-2-吡啶基膦(6)。这些配合物是通过元素分析、FT-IR、拉曼和多核磁共振(NMR)光谱法合成并进行了表征。化合物 1 和 2 还通过单晶 X 射线衍射技术(XRD)进行了表征。XRD 研究表明,Pd(II) 部分具有拟正方形平面几何形状,其中两个位置由二硫代氨基甲酸盐配体以双齿方式占据,而在其余两个位置存在有机膦和氯。合成的金属药物的抗癌活性已针对 DU145 人前列腺癌细胞(HTB-81)进行了检查,IC(50) 值表明这些化合物对这些细胞具有高度活性。这些 Pd(II) 配合物对革兰氏阳性和革兰氏阴性细菌也具有中等的抗菌活性。

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