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四(4-吡啶基)卟啉/钯(II)配合物作为抗癌剂

-Tetra-(4-pyridyl)porphyrin/palladium(II) complexes as anticancer agents.

作者信息

Alves Kamilla M, Honorato João, Lião Luciano M, Velozo-Sa Vivianne S, Guedes Adriana P M, Dutra Jocely de L, Ayalla Alejando P, Ellena Javier, Batista Alzir A, Gonçalves Pablo J

机构信息

Institute of Chemistry, Federal University of Goiás, Goiânia - GO, Brazil.

Department of Chemistry, Federal University of São Carlos, São Carlos - SP, Brazil.

出版信息

Dalton Trans. 2021 Nov 16;50(44):16254-16264. doi: 10.1039/d1dt01850g.

Abstract

This study reports the synthesis, structural characterization and cytotoxic activity of four new palladium/pyridylporphyrin complexes, with the general formula {TPyP[PdCl(P-P)]}(PF), where P-P is 1,2-bis(diphenylphosphino)ethane (dppe), 1,3-bis(diphenylphosphino)propane (dppp), 1,2-bis(diphenylphosphino)butane (dppb) or 1,1'-bis(diphenylphosphino)ferrocene (dppf). The complexes were characterized by elemental analysis, and by FT-IR, UV/Vis, H and P{H} NMR (1D/2D) spectroscopy. The slow evaporation of a methanolic solution of {TPyP[PdCl(dppb)]}(PF) (in an excess of NaBF salt) resulted in single crystals suitable for X ray diffraction, allowing the determination of the tridimensional structure of this complex, which crystallized in the 2/ space group. The cytotoxicity of the complexes against MDA-MB-231 (breast cancer cells) and MCF-10A (non-tumor breast cancer cells), was determined by the colorimetric MTT method, which revealed that all four complexes show selective indexes close to 1.2, lower than that of cisplatin for the same cells (12.12). The interaction of the complexes with CT-DNA was evaluated by UV-visible and viscosity measurements and it was determined that the complexes interact moderately with CT-DNA, probably by H-bonding/π-π stacking and electrostatic interactions.

摘要

本研究报道了四种新型钯/吡啶卟啉配合物的合成、结构表征及细胞毒性活性,其通式为{TPyP[PdCl(P-P)]}(PF),其中P-P为1,2-双(二苯基膦基)乙烷(dppe)、1,3-双(二苯基膦基)丙烷(dppp)、1,2-双(二苯基膦基)丁烷(dppb)或1,1'-双(二苯基膦基)二茂铁(dppf)。通过元素分析、傅里叶变换红外光谱(FT-IR)、紫外可见光谱(UV/Vis)、氢谱和磷谱{H}核磁共振(1D/2D)光谱对配合物进行了表征。{TPyP[PdCl(dppb)]}(PF)(在过量的NaBF盐中)甲醇溶液的缓慢蒸发得到了适合X射线衍射的单晶,从而确定了该配合物的三维结构,其结晶于2/空间群。通过比色MTT法测定了配合物对MDA-MB-231(乳腺癌细胞)和MCF-10A(非肿瘤性乳腺癌细胞)的细胞毒性,结果表明所有四种配合物的选择性指数均接近1.2,低于顺铂对相同细胞的选择性指数(12.12)。通过紫外可见光谱和粘度测量评估了配合物与CT-DNA的相互作用,确定配合物与CT-DNA的相互作用适中,可能是通过氢键/π-π堆积和静电相互作用实现的。

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