Derivatization of Preformed Platinum N-Heterocyclic Carbene Complexes with Amino Acid and Peptide Ligands and Cytotoxic Activities toward Human Cancer Cells
Edith Chardon , Georges Dahm, Gilles Guichard, and StÃ©phane Bellemin-Laponnaz
Organometallics, Article ASAP
Publication Date (Web): October 18, 2012
Copyright © 2012 American Chemical Society
A simple procedure for the preparation of N-heterocyclic carbene platinum complexes with a nitrogen-based neutral ligand in trans geometry is presented. The lability of a trans pyridine ligand in an N-heterocyclic carbeneâ€“Pt(II)â€“pyridine complex, namely, (3-benzyl-1-methylimidazolylidene)PtI2(pyridine), 2, was probed by a displacement reaction with various nitrogen-based ligands (e.g., amines, hydrazine, amino esters, and peptides) to yield the corresponding complexes, which could be easily isolated by column chromatography. Two representative complexes could be characterized by X-ray crystallographic studies. This strategy allows generating diversity in metallodrug candidates. Preliminary results of the biological effects on various human cancer cells and comparison wih cisplatin are reported.