Hydrogen bonding and anticancer properties of water-soluble chiral p-cymene Ru(II) compounds with amino-oxime ligands

The investigation of the hydrogen-bonding effect on the aggregation tendency of ruthenium compounds [(η(6)-p-cymene)Ru(κNHR,κNOH)Cl]Cl (R = Ph (1a), Bn (1b)) and [(η(6)-p-cymene)Ru(κ(2)NH(2-pic),κNOH)][PF6]2 (1c), [(η(6)-p-cymene)Ru(κNHBn,κNO)Cl] (2b) and [(η(6)-p-cymene)Ru(κNBn,κ(2)NO)] (3b), has been performed by means of concentration dependence (1)H NMR chemical shifts and DOSY experiments. The synthesis and full characterization of new compounds 1c, [(η(6)-p-cymene)Ru(κNPh,κ(2)NO)] (3a) and 3b are also reported. The effect of the water soluble ruthenium complexes 1a-1c on cytotoxicity, cell adhesion and cell migration of the androgen-independent prostate cancer PC3 cells have been assessed by MTT, adhesion to type-I-collagen and recovery of monolayer wounds assays, respectively. Interactions of 1a-1c with DNA and human serum albumin have also been studied. Altogether, the properties reported herein suggest that ruthenium compounds 1a-1c have considerable potential as anticancer agents against advanced prostate cancer.

European journal of inorganic chemistry. 2015 Apr 09 [Epub]

Yosra Benabdelouahab, Laura Muñoz-Moreno, Malgorzata Frik, Isabel de la Cueva-Alique, Mohammed Amin El Amrani, María Contel, Ana M Bajo, Tomás Cuenca, Eva Royo

Departamento de Química Orgánica y Química Inorgánica, Facultad de Química, Biología y Ciencias Ambientales, Universidad de Alcalá, 28871 Alcalá de Henares, Madrid, Spain., Department of Systems Biology, Faculty of Medicine and Health Sciences, Universidad de Alcalá, 28871 Alcalá de Henares, Madrid, Spain., Department of Chemistry, Brooklyn College, The City University of New York, Brooklyn, New York, 11210, United States; Chemistry PhD Program, The Graduate Center, The City University of New York, 365 Fifth Avenue, New York, NY 10016, United States., Departamento de Química Orgánica y Química Inorgánica, Facultad de Química, Biología y Ciencias Ambientales, Universidad de Alcalá, 28871 Alcalá de Henares, Madrid, Spain., Université Abdelmalek Essaâdi, Faculté des Sciences, Departement de Chimie- Laboratoire de Chimie Organique Appliquée. Mhannech II, B.P : 2121 Tétouan, Morocco., Department of Chemistry, Brooklyn College, The City University of New York, Brooklyn, New York, 11210, United States; Chemistry PhD Program, The Graduate Center, The City University of New York, 365 Fifth Avenue, New York, NY 10016, United States., Department of Systems Biology, Faculty of Medicine and Health Sciences, Universidad de Alcalá, 28871 Alcalá de Henares, Madrid, Spain., Departamento de Química Orgánica y Química Inorgánica, Facultad de Química, Biología y Ciencias Ambientales, Universidad de Alcalá, 28871 Alcalá de Henares, Madrid, Spain., Departamento de Química Orgánica y Química Inorgánica, Facultad de Química, Biología y Ciencias Ambientales, Universidad de Alcalá, 28871 Alcalá de Henares, Madrid, Spain.