title: Synthesis, σ₁, σ₂-receptors binding affinity and antiproliferative action of new C1-substituted adamantanes.
abstract: The synthesis of N-{4-[a-(1-adamantyl)benzyl]phenyl}piperazines 2a-e is described. The in vitro antiproliferative activity of most compounds against main cancer cell lines is significant. The σ(1), σ(2)-receptors and sodium channels binding affinity of compounds 2 were investigated. One of the most active analogs, 2a, had an interesting in vivo anticancer profile against the BxPC-3 and Mia-Paca-2 pancreas cancer cell lines with caspase-3 activation, which was associated with an anagelsic activity against the neuropathic pain.
authors.affiliation: Faculty of Pharmacy, Department of Pharmaceutical Chemistry, National and Kapodistrian University of Athens, Panepistimioupoli-Zografou, 157 71 Athens, Greece.
authors.forename: Stefanos
authors.initials: S
authors.lastname: Riganas
authors.forename: Ioannis
authors.initials: I
authors.lastname: Papanastasiou
authors.forename: George B
authors.initials: GB
authors.lastname: Foscolos
authors.forename: Andrew
authors.initials: A
authors.lastname: Tsotinis
authors.forename: Jean-Jacques
authors.initials: JJ
authors.lastname: Bourguignon
authors.forename: Guillaume
authors.initials: G
authors.lastname: Serin
authors.forename: Jean-François
authors.initials: JF
authors.lastname: Mirjolet
authors.forename: Kostas
authors.initials: K
authors.lastname: Dimas
authors.forename: Vassilios N
authors.initials: VN
authors.lastname: Kourafalos
authors.forename: Andreas
authors.initials: A
authors.lastname: Eleutheriades
authors.forename: Vassilios I
authors.initials: VI
authors.lastname: Moutsos
authors.forename: Humaira
authors.initials: H
authors.lastname: Khan
authors.forename: Stavroula
authors.initials: S
authors.lastname: Georgakopoulou
authors.forename: Angeliki
authors.initials: A
authors.lastname: Zaniou
authors.forename: Margarita
authors.initials: M
authors.lastname: Prassa
authors.forename: Maria
authors.initials: M
authors.lastname: Theodoropoulou
authors.forename: Stavroula
authors.initials: S
authors.lastname: Pondiki
authors.forename: Alexandre
authors.initials: A
authors.lastname: Vamvakides
mesh_terms: D000218:Adamantane / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D000818:Animals; D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D006801:Humans; D020128:Inhibitory Concentration 50; D051379:Mice; D008819:Mice, Nude; D015394:Molecular Structure; D010190:Pancreatic Neoplasms / Q000378:metabolism; D017480:Receptors, sigma / Q000378:metabolism*
chemical_list: D000970:Antineoplastic Agents; D017480:Receptors, sigma; D000218:Adamantane