Electrochemical studies and potential anticancer activity in ferrocene derivatives

被引:28
作者
Realista, Sara [1 ]
Quintal, Susana [1 ,2 ]
Martinho, Paulo N. [1 ]
Melato, Ana I. [1 ]
Gil, Adria [1 ]
Esteves, Teresa [1 ]
Carvalho, Maria de Deus [1 ]
Ferreira, Liliana P. [3 ,4 ]
Vaz, Pedro D. [1 ]
Calhorda, Maria Jose [1 ]
机构
[1] Univ Lisbon, Fac Ciencias, Ctr Quim & Bioquim, Lisbon, Portugal
[2] Univ Fed Fluminense, Dept Quim Inorgan, Niteroi, RJ, Brazil
[3] Univ Lisbon, Fac Ciencias, Biosyst & Integrat Sci Inst BioISI, Lisbon, Portugal
[4] Univ Coimbra, Phys Dept, Coimbra, Portugal
关键词
Ferrocene; cytotoxicity; cyclic voltammetry; DFT; Mossbauer; RECEPTOR MODULATORS SERMS; MINOR-GROOVE RECOGNITION; AUXILIARY BASIS-SETS; ANTIPROLIFERATIVE ACTIVITY; COPPER(II) COMPLEXES; CORRELATION-ENERGY; ANTITUMOR-ACTIVITY; CRYSTAL-STRUCTURE; ELECTRON-TRANSFER; BREAST;
D O I
10.1080/00958972.2016.1257125
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Several ferrocene derivatives (five mononuclear and two binuclear), including the new N-(p-chlorophenyl)-carboxamidoferrocene (1), were synthesized and their anticancer activity investigated. Two of them, 3 and 7, bearing a benzimidazole backbone were the most active against HeLa cells achieving IC50 values of similar to 5 mu M along with 4 with a dipyridylamine ligand (similar to 6 mu M). Complex 6, also with a benzimidazole backbone, displayed slightly higher values (similar to 11 mu M). Cyclic voltammetry studies show that while the non-cytotoxic ferrocene derivatives 1, 2, and 5 follow a ferrocene-based redox behavior, derivatives 3, 4, 6, and 7 exhibit a more complex mechanism. These complex mechanisms are consistent with a more effective cytotoxic activity. Mossbauer spectroscopy parameters reflect a very small influence of the substituents
引用
收藏
页码:314 / 327
页数:14
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