title: Synthesis and antiproliferative activity of novel selenoester derivatives.
abstract: A series of 31 new selenoesters were synthesized and their cytotoxic activity was evaluated against a prostate cancer cell line (PC-3). The most active compounds were also tested against three tumoural cell lines (MCF-7, A-549 and HT-29) and one non-tumour prostate cell line (RWPE-1). Thirteen compounds showed significant activity towards all tumour cells investigated, and some of them were even more potent than etoposide and cisplatin, which were used as reference drugs. Because of their pronounced potency and/or selectivity, four analogues (5, 21, 28 and 30), were selected in order to assess their redox properties related to a possible redox modulating activity. The glutathione peroxidase (GPx) assay showed slight activity for compound 30 and the 2,2-diphenyl-1-picrylhydrazyl-(DPPH) assay showed a weak activity for compounds 5 and 28. The present results revealed that analogues 5, 21, 28 and 30 might serve as a useful starting point for the design of improved anti-tumour agents.
authors.affiliation: Synthesis Section, Department of Organic and Pharmaceutical Chemistry, University of Navarra, Irunlarrea 1, E-31008 Pamplona, Spain; Division of Bioorganic Chemistry, School of Pharmacy, Saarland University, Campus, 66123 Saarbruecken, Germany.
authors.forename: Enrique
authors.initials: E
authors.lastname: Domínguez-Álvarez
authors.affiliation: Synthesis Section, Department of Organic and Pharmaceutical Chemistry, University of Navarra, Irunlarrea 1, E-31008 Pamplona, Spain.
authors.forename: Daniel
authors.initials: D
authors.lastname: Plano
authors.affiliation: Molecular Modeling Section, Department of Organic and Pharmaceutical Chemistry, University of Navarra, Irunlarrea 1, E-31008 Pamplona, Spain.
authors.forename: María
authors.initials: M
authors.lastname: Font
authors.affiliation: Oncology Division, Center for Applied Medical Research, CIMA, University of Navarra, Pío XII 53, E-31008 Pamplona, Spain.
authors.forename: Alfonso
authors.initials: A
authors.lastname: Calvo
authors.affiliation: Oncology Division, Center for Applied Medical Research, CIMA, University of Navarra, Pío XII 53, E-31008 Pamplona, Spain.
authors.forename: Celia
authors.initials: C
authors.lastname: Prior
authors.affiliation: Division of Bioorganic Chemistry, School of Pharmacy, Saarland University, Campus, 66123 Saarbruecken, Germany.
authors.forename: Claus
authors.initials: C
authors.lastname: Jacob
authors.affiliation: Synthesis Section, Department of Organic and Pharmaceutical Chemistry, University of Navarra, Irunlarrea 1, E-31008 Pamplona, Spain. Electronic address: jpalop@unav.es.
authors.forename: Juan Antonio
authors.initials: JA
authors.lastname: Palop
authors.affiliation: Synthesis Section, Department of Organic and Pharmaceutical Chemistry, University of Navarra, Irunlarrea 1, E-31008 Pamplona, Spain.
authors.forename: Carmen
authors.initials: C
authors.lastname: Sanmartín
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology / Q000633:toxicity; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects*; D002470:Cell Survival / Q000187:drug effects; D015195:Drug Design; D004952:Esters; D006801:Humans; D015394:Molecular Structure; D016566:Organoselenium Compounds / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology / Q000633:toxicity; D010084:Oxidation-Reduction
chemical_list: D000970:Antineoplastic Agents; D004952:Esters; D016566:Organoselenium Compounds
keywords: Antiproliferatives; Cancer; Cytotoxicity; Selenium