TY - JOUR
TI - Synthesis, σ 1, σ 2-receptors binding affinity and antiproliferative action of new C1-substituted adamantanes
AU - Riganas, S.
AU - Papanastasiou, I.
AU - Foscolos, G.B.
AU - Tsotinis, A.
AU - Bourguignon, J.-J.
AU - Serin, G.
AU - Mirjolet, J.-F.
AU - Dimas, K.
AU - Kourafalos, V.N.
AU - Eleutheriades, A.
AU - Moutsos, V.I.
AU - Khan, H.
AU - Georgakopoulou, S.
AU - Zaniou, A.
AU - Prassa, M.
AU - Theodoropoulou, M.
AU - Pondiki, S.
AU - Vamvakides, A.
JO - BIOORGANIC AND MEDICINAL CHEMISTRY
PY - 2012
VL - 20
TODO - 10
SP - 3323-3331
PB - 
SN - 0968-0896
TODO - 10.1016/j.bmc.2012.03.038
TODO - 1 [4 [alpha (1 tricyclo[3.3.1.1 3,7]decyl)phenylmethyl]phenyl]piperazine;  1 cyclohexyl 4 [4 [alpha (1 tricyclo[3.3.1.1 3,7]decyl)phenylmethyl]phenyl]piperazine;  1 ethyl 4 [4 [alpha (1 tricyclo[3.3.1.1 3,7]decyl)phenylmethyl]phenyl]piperazine;  1 methyl 4 [4 [alpha (1 tricyclo[3.3.1.1 3,7]decyl)phenylmethyl]phenyl]piperazine;  1 methyl 4 [alpha,a diphenyl(1 tricyclo[3.3.1.1 3,7]decyl)methyl]piperazine;  1 phenylmethyl 4 [4 [alpha (1 tricyclo[3.3.1.1 3,7]decyl)phenylmethyl]phenyl]piperazine;  1 phenylmethyl 4 [alpha,a diphenyl(1 tricyclo[3.3.1.1 3,7]decyl)methyl]piperazine;  4 [4 [alpha (1 tricyclo[3.3.1.1 3,7]decyl)phenylmethyl]phenyl]morpholine;  4 [a,alpha diphenyl (1 tricyclo[3.3.1.1 3,7]decyl)methyl]morpholine;  amantadine derivative;  caspase 3;  fluorouracil;  gabapentin;  gemcitabine;  paclitaxel;  piperazine derivative;  sigma 1 opiate receptor;  sigma 2 opiate receptor;  sodium channel;  unclassified drug, analgesic activity;  animal experiment;  animal model;  antiproliferative activity;  article;  binding affinity;  cancer cell;  controlled study;  drug cytotoxicity;  drug design;  drug screening;  drug structure;  drug synthesis;  female;  human;  human cell;  in vitro study;  in vivo study;  male;  mouse;  multiple cycle treatment;  neuropathic pain;  nonhuman;  pancreas cancer;  tumor xenograft, Adamantane;  Animals;  Antineoplastic Agents;  Cell Line, Tumor;  Cell Proliferation;  Humans;  Inhibitory Concentration 50;  Mice;  Mice, Nude;  Molecular Structure;  Pancreatic Neoplasms;  Receptors, sigma, Agouti paca
TODO - The synthesis of N-4-[a-(1-adamantyl)benzyl]phenylpiperazines 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. © 2012 Elsevier Ltd. All rights reserved.
ER -