Non-symmetric CNS-Pt(II) pincer complexes including thioether functionalized iminophosphoranes. Evaluation of their in vitro anticancer activity
Por:
Ramirez-Rave, Sandra, Teresa Ramirez-Apan, Maria, Tlahuext, Hugo, Morales-Morales, David, Toscano, Ruben A., Grevy, Jean-Michel
Publicada:
15 jul 2016
Resumen:
Iminophosphoranes of general formula Ph3P = NC6H4SR [R = 4-C6H4NO2 (3)
and CH2C6H5 (4)], combining the iminophosphorane group with a thioether
moiety were synthesized and fully characterized, including the
unequivocal determination of the solid state structure of ligand (3) by
single crystal X-ray diffraction techniques. These ligands and other
related [R = CH3 (1), C6H5 (2)] were further reacted with
[Pt(S(CH3)(2))(2)Cl-2] to produce, in all cases, the non-symmetric
CNS-Pt(II) pincer complexes [PtCl {C6H4(Ph2P =
NC6H4SR-kappa(3)-C,N,S)] [R = CH3 (5), C6H5 (6), 4-C6H4NO2 (7),
CH2C6H5 (8)]. All compounds were fully characterized using common
analytical techniques and the solid state structures of (5), (6) and (7)
were unequivocally determined by single crystal X-ray diffraction
experiments. The in vitro antiproliferative activity of these new
species was explored against a series of tumoral cell lines [U251
(human glioblastoma), PC-3 (human prostate cancer cell line), K562
(human leukemia), HCT-15 (human colorectal adenocarcinoma), MCF-7 (human
breast adenocarcinoma), SKLU (human lung adenocarcinoma) and HeLa
(epitheloid cervix carcinoma)] showing compounds 5 (R = CH3) and 8 (R =
CH2C6H5) to have better cytotoxic activity than cisplatin against HeLa
and K562 tumoral cell lines. (C) 2016 Elsevier B.V. All rights reserved.
Filiaciones:
Ramirez-Rave, Sandra:
Univ Autonoma Metropolitana Iztapalapa, Grp ECOCATAL, Area Catalisis, Dept Quim, Ave San Rafael Atlixco 189, Mexico City 09340, DF, Mexico
Teresa Ramirez-Apan, Maria:
Univ Nacl Autonoma Mexico, Inst Quim, Cd Univ, Mexico City 04510, DF, Mexico
Tlahuext, Hugo:
Univ Autonoma Estado Morelos, Inst Invest Ciencias Basicas & Aplicadas, Ctr Invest Quim, Ave Univ 1001, Cuernavaca 62209, Morelos, Mexico
Morales-Morales, David:
Univ Nacl Autonoma Mexico, Inst Quim, Cd Univ, Mexico City 04510, DF, Mexico
Toscano, Ruben A.:
Univ Nacl Autonoma Mexico, Inst Quim, Cd Univ, Mexico City 04510, DF, Mexico
Grevy, Jean-Michel:
Univ Autonoma Estado Morelos, Inst Invest Ciencias Basicas & Aplicadas, Ctr Invest Quim, Ave Univ 1001, Cuernavaca 62209, Morelos, Mexico
|