title: Cyclopalladated primary amines: a preliminary study of antiproliferative activity through apoptosis induction.
abstract: Twelve cyclometallated palladium(II) complexes containing primary aromatic amines [benzylamine (a), (R)-1-(1-naphthyl)ethylamine (b) and 2-phenylaniline (c)] as anionic bidentate (C,N)(-) ligands have been evaluated against a panel of human adenocarcinoma cell lines (A549 lung, MDA-MB231 and MCF7 breast, and the cisplatin resistant HCT116 colon). The results revealed a remarkable antiproliferative activity of the triphenylphosphane mononuclear compounds 3-4 (series a, b, c) and the best inhibition was provided for 3c and 4c with the 2-phenylaniline ligand and a six membered chelate ring. Interestingly, 3c and 4c were 14 and 19 times more potent than cisplatin for the inhibition of the cisplatin resistant HCT116 human adenocarcinoma cell line, respectively. Cyclopalladated complexes 3c and 4c exercise their antiproliferative activity over A549 cells mainly through the induction of apoptosis (38 and 31-fold increase in early apoptotic cells, respectively).
authors: Departament de Química Inorgànica, Facultat de Química, Universitat de Barcelona, Martí i Franquès 1-11, 08028 Barcelona, Spain; Institut de Biomedicina (IBUB), Universitat de Barcelona, Barcelona, Spain. Electronic address: joan.albert@qi.ub.es.
authors: Joan
authors: J
authors: Albert
authors: Departament de Química Inorgànica, Facultat de Química, Universitat de Barcelona, Martí i Franquès 1-11, 08028 Barcelona, Spain; Institut de Biomedicina (IBUB), Universitat de Barcelona, Barcelona, Spain.
authors: Ramon
authors: R
authors: Bosque
authors: Departament de Química Inorgànica, Facultat de Química, Universitat de Barcelona, Martí i Franquès 1-11, 08028 Barcelona, Spain; Institut de Biomedicina (IBUB), Universitat de Barcelona, Barcelona, Spain.
authors: Margarita
authors: M
authors: Crespo
authors: Departament de Química Inorgànica, Facultat de Química, Universitat de Barcelona, Martí i Franquès 1-11, 08028 Barcelona, Spain.
authors: Graciela
authors: G
authors: García
authors: Departament de Química Inorgànica, Facultat de Química, Universitat de Barcelona, Martí i Franquès 1-11, 08028 Barcelona, Spain; Institut de Biomedicina (IBUB), Universitat de Barcelona, Barcelona, Spain.
authors: Jaume
authors: J
authors: Granell
authors: Departament de Química Inorgànica, Facultat de Química, Universitat de Barcelona, Martí i Franquès 1-11, 08028 Barcelona, Spain. Electronic address: conchi.lopez@qi.ub.es.
authors: Concepción
authors: C
authors: López
authors: Departament de Química Inorgànica, Facultat de Química, Universitat de Barcelona, Martí i Franquès 1-11, 08028 Barcelona, Spain.
authors: María Victoria
authors: MV
authors: Lovelle
authors: Departament de Química Inorgànica, Facultat de Química, Universitat de Barcelona, Martí i Franquès 1-11, 08028 Barcelona, Spain.
authors: Romana
authors: R
authors: Qadir
authors: Institut de Biomedicina (IBUB), Universitat de Barcelona, Barcelona, Spain; Laboratori de Química Orgànica, Facultat de Farmàcia, Universitat de Barcelona, Av. Joan XXIII, s/n, 08028 Barcelona, Spain.
authors: Asensio
authors: A
authors: González
authors: Institut de Biomedicina (IBUB), Universitat de Barcelona, Barcelona, Spain; Department of Biochemistry and Molecular Biology, Faculty of Biology, Universitat de Barcelona, Unit Associated with CSIC, Diagonal 643, 08028 Barcelona, Spain.
authors: Anusha
authors: A
authors: Jayaraman
authors: Institut de Biomedicina (IBUB), Universitat de Barcelona, Barcelona, Spain; Department of Biochemistry and Molecular Biology, Faculty of Biology, Universitat de Barcelona, Unit Associated with CSIC, Diagonal 643, 08028 Barcelona, Spain.
authors: Enric
authors: E
authors: Mila
authors: Institut de Biomedicina (IBUB), Universitat de Barcelona, Barcelona, Spain; Department of Biochemistry and Molecular Biology, Faculty of Biology, Universitat de Barcelona, Unit Associated with CSIC, Diagonal 643, 08028 Barcelona, Spain.
authors: Roldán
authors: R
authors: Cortés
authors: Institut de Biomedicina (IBUB), Universitat de Barcelona, Barcelona, Spain; Laboratori de Química Orgànica, Facultat de Farmàcia, Universitat de Barcelona, Av. Joan XXIII, s/n, 08028 Barcelona, Spain.
authors: Josefina
authors: J
authors: Quirante
authors: Biomed Division LEITAT Technological Center, Parc Científic, Edifici Hèlix, C/ Baldiri Reixach, 15-21, 08028 Barcelona, Spain.
authors: Carme
authors: C
authors: Calvis
authors: Biomed Division LEITAT Technological Center, Parc Científic, Edifici Hèlix, C/ Baldiri Reixach, 15-21, 08028 Barcelona, Spain.
authors: Ramon
authors: R
authors: Messeguer
authors: Institut de Biomedicina (IBUB), Universitat de Barcelona, Barcelona, Spain; Departament de Bioquímica i Biologia Molecular, Facultat de Farmàcia, Universitat de Barcelona, Av. Joan XXIII s/n, 08028 Barcelona, Spain.
authors: Josefa
authors: J
authors: Badía
authors: Institut de Biomedicina (IBUB), Universitat de Barcelona, Barcelona, Spain; Departament de Bioquímica i Biologia Molecular, Facultat de Farmàcia, Universitat de Barcelona, Av. Joan XXIII s/n, 08028 Barcelona, Spain.
authors: Laura
authors: L
authors: Baldomà
authors: Institut de Biomedicina (IBUB), Universitat de Barcelona, Barcelona, Spain; Department of Biochemistry and Molecular Biology, Faculty of Biology, Universitat de Barcelona, Unit Associated with CSIC, Diagonal 643, 08028 Barcelona, Spain; Institut d'Investigacions Biomèdiques August Pi i Sunyer (IDIBAPS), Spain.
authors: Marta
authors: M
authors: Cascante
mesh_terms: D000588:Amines / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D017209:Apoptosis / Q000187:drug effects*; D002453:Cell Cycle / Q000187:drug effects; D049109:Cell Proliferation / Q000187:drug effects; D002470:Cell Survival / Q000187:drug effects; D004305:Dose-Response Relationship, Drug; D004354:Drug Screening Assays, Antitumor; D045325:HCT116 Cells; D006801:Humans; D061986:MCF-7 Cells; D015394:Molecular Structure; D013329:Structure-Activity Relationship; D014407:Tumor Cells, Cultured
chemical_list: D000588:Amines; D000970:Antineoplastic Agents
keywords: Anticancer drugs; Cyclopalladated complexes; Cytotoxicity; Palladium(II)