title: Synthesis, structure, spectroscopic properties, and antiproliferative activity in vitro of novel osmium(III) complexes with azole heterocycles.
abstract: Reactions of (H 2azole) 2[OsCl 6], where Hazole = pyrazole, Hpz, ( 1), indazole, Hind, ( 2), imidazole, Him, ( 3) and benzimidazole, Hbzim, ( 4) with the corresponding azole heterocycle in 1:4 molar ratio in boiling isoamyl alcohol or hexanol-1 afforded novel water-soluble osmium(III) complexes of the type trans-[OsCl 2(Hazole) 4]Cl, where Hazole = Hpz ( 5a), Hind ( 6a), Him ( 7a), and Hbzim ( 9a) in 50-70% ( 5a, 7a, 9a) and 5% ( 6a) yields. The synthesis of 7a was accompanied by a concurrent reaction which led to minor formation (<4%) of cis-[OsCl 2(Him) 4]Cl ( 8). The complexes were characterized by elemental analysis, IR spectroscopy, UV-vis spectroscopy, ESI mass spectrometry, cyclic voltammetry, and X-ray crystallography. 5a, 7a, and 9a were found to possess remarkable antiproliferative activity in vitro against A549 (non-small cell lung carcinoma), CH1 (ovarian carcinoma), and SW480 (colon carcinoma) cells, which was compared with that of related ruthenium compounds trans-[RuCl 2(Hazole) 4]Cl, where Hazole = Hpz (5b), Hind (6b), Him (7b), and Hbzim (9b).
authors.affiliation: University of Vienna, Institute of Inorganic Chemistry, Währingerstr. 42, A-1090 Vienna, Austria. vladimir.arion@univie.ac.at
authors.forename: Iryna N
authors.initials: IN
authors.lastname: Stepanenko
authors.forename: Artem A
authors.initials: AA
authors.lastname: Krokhin
authors.forename: Roland O
authors.initials: RO
authors.lastname: John
authors.forename: Alexander
authors.initials: A
authors.lastname: Roller
authors.forename: Vladimir B
authors.initials: VB
authors.lastname: Arion
authors.forename: Michael A
authors.initials: MA
authors.lastname: Jakupec
authors.forename: Bernhard K
authors.initials: BK
authors.lastname: Keppler
mesh_terms: D000225:Adenine / Q000031:analogs & derivatives / Q000737:chemistry; D001393:Azoles / Q000737:chemistry*; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D018360:Crystallography, X-Ray; D004563:Electrochemistry; D006801:Humans; D006868:Hydrolysis; D007536:Isomerism; D009942:Organometallic Compounds / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D009992:Osmium / Q000737:chemistry*; D013057:Spectrum Analysis; D014867:Water / Q000737:chemistry
chemical_list: D001393:Azoles; D009942:Organometallic Compounds; D014867:Water; D009992:Osmium; C013115:9-methyladenine; D000225:Adenine