PMID- 26684582
OWN - NLM
STAT- MEDLINE
DCOM- 20160826
LR  - 20151228
IS  - 1873-3344 (Electronic)
IS  - 0162-0134 (Linking)
VI  - 155
DP  - 2016 Feb
TI  - Synthesis of platinum complexes with 
      2-(5-perfluoroalkyl-1,2,4-oxadiazol-3yl)-pyridine and 
      2-(3-perfluoroalkyl-1-methyl-1,2,4-triazole-5yl)-pyridine ligands and their in 
      vitro antitumor activity.
PG  - 92-100
LID - S0162-0134(15)30122-7 [pii]
LID - 10.1016/j.jinorgbio.2015.11.020 [doi]
AB  - Five new mononuclear Pt(II) complexes with 
      5-perfluoroalkyl-1,2,4-oxadiazolyl-pyridine and 
      3-perfluoroalkyl-1,2,4-triazolyl-pyridine ligands are reported. The ligands 
      2-(5-perfluoroheptyl-1,2,4-oxadiazole-3yl)-pyridine (pfhop), 
      2-(5-perfluoropropyl)-1,2,4-oxadiazole-3yl)-pyridine (pfpop), 
      2-(3-perfluoroheptyl-1-methyl-1,2,4-triazole-5yl)-pyridine (pfhtp), 
      2-(3-perfluoropropyl-1-methyl-1,2,4-triazole-5yl)-pyridine (pfptp) and their 
      complexes [PtCl2(pfhop)2].1.5 DMSO (2a), [PtCl2(pfpop)2].1.5 DMSO (3a), 
      [PtCl2(pfhtp)2].1.5 DMSO (4a), PtCl2(pfhtp) (4b), [PtCl2(pfptp)2].1.5 DMSO (5a) 
      have been synthesized and structurally characterized. The complexes 2a, 3a, 4a 
      and 5a have the same chemical environment of Pt(II) where PtCl2 moieties 
      coordinate two molecules of ligand via N1 atom of pyridine in the case of pfhop 
      and pfpop, and N2 atom of 1,2,4-triazole in the case of pfhtp and pfptp. For 4b, 
      pfhtp behaves as bidentate ligand, coordinating Pt(II) ion via N4 atom of 
      triazole and N1 atom of pyridine. All complexes have been tested in vitro by 
      3-(4,5-dimethyl-2-thiazolyl)bromide-2,5-diphenyl-2H-tetrazolium (MTT) test on 
      four tumor cell lines MCF-7 (human breast cancer), HepG2 (human hepatocellular 
      carcinoma), HCT116 (human colorectal carcinoma). Compounds 2a and 4b showed a 
      dose-dependent anti-proliferative effect against the three tumor cell lines 
      whereas did not affect viability of intestinal normal-like differentiated Caco-2 
      cells. The cell death of HepG2, MCF-7 and HCT116 induced by the compounds, was 
      considered to be apoptotic by measuring the exposure of phosphatidylserine to the 
      outer membrane and observing the typical apoptotic morphological change by 
      acridine orange (AO)/ethidium bromide (EB) staining.
CI  - Copyright (c) 2015 Elsevier Inc. All rights reserved.
FAU - Rubino, Simona
AU  - Rubino S
AD  - Dipartimento di Scienze e Tecnologie Biologiche, Chimiche e Farmaceutiche 
      (STEBICEF), Universita di Palermo, Viale delle Scienze Ed. 17, Parco d'Orleans, 
      90128 Palermo, Italy. Electronic address: simona.rubino@unipa.it.
FAU - Pibiri, Ivana
AU  - Pibiri I
AD  - Dipartimento di Scienze e Tecnologie Biologiche, Chimiche e Farmaceutiche 
      (STEBICEF), Universita di Palermo, Viale delle Scienze Ed. 17, Parco d'Orleans, 
      90128 Palermo, Italy. Electronic address: ivana.pibiri@unipa.it.
FAU - Costantino, Cristina
AU  - Costantino C
AD  - Dipartimento di Scienze e Tecnologie Biologiche, Chimiche e Farmaceutiche 
      (STEBICEF), Universita di Palermo, Viale delle Scienze Ed. 17, Parco d'Orleans, 
      90128 Palermo, Italy.
FAU - Buscemi, Silvestre
AU  - Buscemi S
AD  - Dipartimento di Scienze e Tecnologie Biologiche, Chimiche e Farmaceutiche 
      (STEBICEF), Universita di Palermo, Viale delle Scienze Ed. 17, Parco d'Orleans, 
      90128 Palermo, Italy.
FAU - Girasolo, Maria Assunta
AU  - Girasolo MA
AD  - Dipartimento di Scienze e Tecnologie Biologiche, Chimiche e Farmaceutiche 
      (STEBICEF), Universita di Palermo, Viale delle Scienze Ed. 17, Parco d'Orleans, 
      90128 Palermo, Italy.
FAU - Attanzio, Alessandro
AU  - Attanzio A
AD  - Dipartimento di Scienze e Tecnologie Biologiche, Chimiche e Farmaceutiche 
      (STEBICEF), Universita di Palermo, Viale delle Scienze Ed. 17, Parco d'Orleans, 
      90128 Palermo, Italy.
FAU - Tesoriere, Luisa
AU  - Tesoriere L
AD  - Dipartimento di Scienze e Tecnologie Biologiche, Chimiche e Farmaceutiche 
      (STEBICEF), Universita di Palermo, Viale delle Scienze Ed. 17, Parco d'Orleans, 
      90128 Palermo, Italy.
LA  - eng
PT  - Journal Article
PT  - Research Support, Non-U.S. Gov't
DEP - 20151201
PL  - United States
TA  - J Inorg Biochem
JT  - Journal of inorganic biochemistry
JID - 7905788
RN  - 0 (Antineoplastic Agents)
RN  - 0 (Fluorescent Dyes)
RN  - 0 (Ligands)
RN  - 0 (Platinum Compounds)
RN  - 0 (Pyridines)
RN  - EN464416SI (Ethidium)
RN  - F30N4O6XVV (Acridine Orange)
RN  - NH9L3PP67S (pyridine)
SB  - IM
MH  - Acridine Orange/chemistry
MH  - Antineoplastic Agents/*chemical synthesis/chemistry/*pharmacology
MH  - Apoptosis/drug effects
MH  - Cell Line, Tumor
MH  - Ethidium/chemistry
MH  - Fluorescent Dyes/chemistry
MH  - Humans
MH  - Ligands
MH  - Platinum Compounds/*chemical synthesis/chemistry/pharmacology
MH  - Proton Magnetic Resonance Spectroscopy
MH  - Pyridines/*chemistry
MH  - Spectrophotometry, Infrared
OTO - NOTNLM
OT  - Antitumor activity
OT  - Mononuclear platinum complexes
OT  - Perfluoroalkyl heterocyclic ligands
EDAT- 2015/12/20 06:00
MHDA- 2016/08/27 06:00
CRDT- 2015/12/20 06:00
PHST- 2015/07/20 00:00 [received]
PHST- 2015/11/12 00:00 [revised]
PHST- 2015/11/17 00:00 [accepted]
PHST- 2015/12/20 06:00 [entrez]
PHST- 2015/12/20 06:00 [pubmed]
PHST- 2016/08/27 06:00 [medline]
AID - S0162-0134(15)30122-7 [pii]
AID - 10.1016/j.jinorgbio.2015.11.020 [doi]
PST - ppublish
SO  - J Inorg Biochem. 2016 Feb;155:92-100. doi: 10.1016/j.jinorgbio.2015.11.020. Epub 
      2015 Dec 1.