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Anticancer Potential of (Pentamethylcyclopentadienyl)chloridoiridium(III) Complexes Bearing κ P and κ P ,κ S ‐Coordinated Ph 2 PCH 2 CH 2 CH 2 S(O) x Ph ( x =0–2) Ligands
Author(s) -
Ludwig Gerd,
Ranđelović Ivan,
MaksimovićIvanić Danijela,
Mijatović Sanja,
Bulatović Mirna Z.,
Miljković Djordje,
Korb Marcus,
Lang Heinrich,
Steinborn Dirk,
Kaluđerović Goran N.
Publication year - 2014
Publication title -
chemmedchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.817
H-Index - 100
eISSN - 1860-7187
pISSN - 1860-7179
DOI - 10.1002/cmdc.201300479
Subject(s) - iridium , chemistry , stereochemistry , medicinal chemistry , cationic polymerization , metal , cisplatin , polymer chemistry , biochemistry , medicine , surgery , organic chemistry , chemotherapy , catalysis
Iridium(III) complexes of the type [Ir(η 5 ‐C 5 Me 5 )Cl 2 {Ph 2 PCH 2 CH 2 CH 2 S(O) x Ph‐κ P }] ( x =0–2; 1 – 3 ) and [Ir(η 5 ‐C 5 Me 5 )Cl{Ph 2 PCH 2 CH 2 CH 2 S(O) x Ph‐κ P ,κ S }][PF 6 ] ( x =0–1; 4 and 5 ) with 3‐(diphenylphosphino)propyl phenyl sulfide, sulfoxide, and sulfone ligands Ph 2 PCH 2 CH 2 CH 2 S(O) x Ph were designed, synthesized, and characterized fully, including X‐ray diffraction analyses for complexes 3 and 4 . In vitro studies against human thyroid carcinoma (8505C), submandibular carcinoma (A253), breast adenocarcinoma (MCF‐7), colon adenocarcinoma (SW480), and melanoma (518A2) cell lines provided evidence for the high biological potential of the neutral and cationic iridium(III) complexes. Neutral iridium(III) complex 5 proved to be the most active, with IC 50 values up to about 0.1 μ M , representing activities of up to one order of magnitude higher than cisplatin. Using 8505C cells, apoptosis was shown to be the main mechanism through which complex 5 exerts its tumoricidal action. The described iridium(III) complexes represent potential leads in the search for novel metal‐based anticancer agents.