Enhanced Intracellular Accumulation and Cytotoxicity of Ferrocene-Ruthenium Arene Conjugates

0524777 - ÚFCH JH 2021 RIV DE eng J - Journal Article
Gelle, D. - Lamač, Martin - Mach, Karel - Šimková, Ludmila - Gyepes, R. - Sommerová, L. - Martišová, A. - Bartošík, M. - Vaculovič, T. - Kanický, V. - Hrstka, R. - Pinkas, Jiří
Enhanced Intracellular Accumulation and Cytotoxicity of Ferrocene-Ruthenium Arene Conjugates.
ChemPlusChem. Roč. 85, č. 5 (2020), s. 1034-1043. ISSN 2192-6506. E-ISSN 2192-6506
R&D Projects: GA ČR(CZ) GA17-05838S
Grant - others:Ministerstvo zdravotnictví - GA MZd(CZ) 00209805
Institutional support: RVO:61388955
Keywords : antitumor agents * electrochemistry * ferrocene * metallocene * ruthenium
OECD category: Physical chemistry
Impact factor: 2.863, year: 2020
Method of publishing: Limited access

Coordination of arenophilic Cp*Ru+ (Cp*=η5-C5Me5) fragment to pendant aromatic ring(s) of either benzylferrocene (1) or dibenzylferrocene (2) gave air- and water-stable dinuclear (4) or trinuclear (6) ferrocene-ruthenium conjugates. The complexes were characterized by NMR, ESI-MS, cyclic voltammetry (CV), elemental analysis, and the molecular structure of 4 was established by single crystal X-ray diffraction. Contrary to the starting ferrocenes 1 and 2, conjugates 4 and 6 showed significant in vitro anticancer activity (up to IC50 0.6±0.2 μM) against various cancer cell lines (A2780, SK-OV-3, MDA-MB-231). Differential pulse voltammetry (DPV) showed that the intracellular accumulation of 4 was approximately twice that of 6 in all studied cell lines, which corresponds to a higher cytotoxicity of 4.
Permanent Link: http://hdl.handle.net/11104/0309069