title: Ruthenium-nitrosyl complexes with glycine, L-alanine, L-valine, L-proline, D-proline, L-serine, L-threonine, and L-tyrosine: synthesis, X-ray diffraction structures, spectroscopic and electrochemical properties, and antiproliferative activity.
abstract: The reactions of [Ru(NO)Cl5](2-) with glycine (Gly), L-alanine (L-Ala), L-valine (L-Val), L-proline (L-Pro), D-proline (D-Pro), L-serine (L-Ser), L-threonine (L-Thr), and L-tyrosine (L-Tyr) in n-butanol or n-propanol afforded eight new complexes (1-8) of the general formula [RuCl3(AA-H)(NO)](-), where AA = Gly, L-Ala, L-Val, L-Pro, D-Pro, L-Ser, L-Thr, and L-Tyr, respectively. The compounds were characterized by elemental analysis, electrospray ionization mass spectrometry (ESI-MS), (1)H NMR, UV-visible and ATR IR spectroscopy, cyclic voltammetry, and X-ray crystallography. X-ray crystallography studies have revealed that in all cases the same isomer type (from three theoretically possible) was isolated, namely mer(Cl),trans(NO,O)-[RuCl3(AA-H)(NO)], as was also recently reported for osmium analogues with Gly, L-Pro, and D-Pro (see Z. Anorg. Allg. Chem. 2013, 639, 1590-1597). Compounds 1, 4, 5, and 8 were investigated by ESI-MS with regard to their stability in aqueous solution and reactivity toward sodium ascorbate. In addition, cell culture experiments in three human cancer cell lines, namely, A549 (nonsmall cell lung carcinoma), CH1 (ovarian carcinoma), and SW480 (colon carcinoma), were performed, and the results are discussed in conjunction with the lipophilicity of compounds.
authors.affiliation: University of Vienna, Institute of Inorganic Chemistry , Währinger Strasse 42, A-1090 Vienna, Austria.
authors.forename: Anna
authors.initials: A
authors.lastname: Rathgeb
authors.forename: Andreas
authors.initials: A
authors.lastname: Böhm
authors.forename: Maria S
authors.initials: MS
authors.lastname: Novak
authors.forename: Anatolie
authors.initials: A
authors.lastname: Gavriluta
authors.forename: Orsolya
authors.initials: O
authors.lastname: Dömötör
authors.forename: Jean Bernard
authors.initials: JB
authors.lastname: Tommasino
authors.forename: Eva A
authors.initials: EA
authors.lastname: Enyedy
authors.forename: Sergiu
authors.initials: S
authors.lastname: Shova
authors.forename: Samuel
authors.initials: S
authors.lastname: Meier
authors.forename: Michael A
authors.initials: MA
authors.lastname: Jakupec
authors.forename: Dominique
authors.initials: D
authors.lastname: Luneau
authors.forename: Vladimir B
authors.initials: VB
authors.lastname: Arion
mesh_terms: D000596:Amino Acids / Q000737:chemistry*; D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D045744:Cell Line, Tumor; D002942:Circular Dichroism; D056831:Coordination Complexes / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D018360:Crystallography, X-Ray; D004355:Drug Stability; D004563:Electrochemistry; D006801:Humans; D013058:Mass Spectrometry; D009589:Nitrogen Oxides / Q000737:chemistry*; D014961:X-Ray Diffraction
chemical_list: D000596:Amino Acids; D000970:Antineoplastic Agents; D056831:Coordination Complexes; D009589:Nitrogen Oxides; C087991:nitrosyl chloride