Synthesis, characterization and cellular location of cytotoxic constitutional organometallic isomers of rhenium delivered on a cyanocobalmin scaffold

Santoro, Giuseppe; Zlateva, Theodora; Ruggi, Albert; Quaroni, Luca; Zobi, Fabio

doi:10.1039/C4DT03598D

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Synthesis, characterization and cellular location of cytotoxic constitutional organometallic isomers of rhenium delivered on a cyanocobalmin scaffold

Santoro, Giuseppe Department of Chemistry, University of Fribourg, Switzerland
Zlateva, Theodora Paul Scherrer Institute, Swiss Light Source, Villigen-PSI, Switzerland
Ruggi, Albert Department of Chemistry, University of Fribourg, Switzerland
Quaroni, Luca Paul Scherrer Institute, Swiss Light Source, Villigen-PSI, Switzerland
Zobi, Fabio Department of Chemistry, University of Fribourg, Switzerland

01.04.2015

Published in:

Dalton Transactions. - 2015, vol. 44, no. 15, p. 6999–7008

English Constitutional isomers of cyanocobalamin adducts based on a fluorescent rhenium tris-carbonyl diimine complex were prepared, characterized and tested against PC-3 cancer cells. The adducts differ only in the relative binding position of the organometallic species which is either bound at the cyano or the 5′-hydroxo group of vitamin B₁₂. When tested for their cytotoxic potency, the species showed IC₅₀ values in the low μM rage. Upon conjugation to the vitamin an energy transfer process causes an extremely low quantum yield of fluorescence emission, making the conjugates unsuitable for fluorescence imaging. However, by exploiting the vibrational signature of the fac-[Re(CO)₃]⁺ core, their cellular distribution was evaluated via FTIR spectromicroscopy.

Faculty

Faculté des sciences et de médecine

Department

Département de Chimie

Language