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Synthesis, crystal structures and, antibacterial and antiproliferative activities in vitro of palladium(II) complexes of triphenylphosphine and thioamides
Authors:Shafqat Nadeem  Saeed Ahmad  Tahira Fazeelat  Muhammad Khawar Rauf  Sadia Siddiq  Abdul Hameed
Affiliation:a Department of Chemistry, Quaid-i-Azam University, Islamabad 45320, Pakistan
b Institut für Anorganische Chemie, J.W. Goethe-Universität Frankfurt Max-von-Laue-Strasse 7, 60438 Frankfurt/Main, Germany
c Department of Chemistry, University of Engineering and Technology, Lahore 54890, Pakistan
d International Center for Chemical Sciences, H.E.J. Research Institute of Chemistry, University of Karachi, Karachi, Pakistan
e Dr. Panjwani Center for Molecular Medicine and Drug Research, University of Karachi, Karachi, Pakistan
f Microbiology Research Laboratory, Department of Biological Sciences, Quaid-i-Azam University, Islamabad, Pakistan
Abstract:Palladium(II) complexes with triphenylphosphine (PPh3) and thioamides of the general formulae, [Pd(L)2(PPh3)2]Cl2 and [Pd(L)2(PPh3)2] have been prepared and characterized by elemental analysis, IR and NMR (1H, 13C and 31P) methods, and two of them (trans-[Pd(PPh3)2(Dmtu)2]Cl2·(H2O)(CH3OH)0.5 (1) and trans-[Pd(PPh3)2(Mpy)2] (2)) by X-ray crystallography; where L = thiourea (Tu), methylthiourea (Metu), N,N′-dimethylthiourea (Dmtu), tetramethylthiourea (Tmtu), 2-mercaptopyridine (Mpy), 2-mercaptopyrimidine (Mpm) and thionicotinamide (Tna). The spectral data of the complexes are consistent with the sulfur coordination of thioamides to palladium(II). The crystal structures of the complexes show that (1) has ionic character consisting of [Pd(PPh3)2(Dmtu)2]+2 cations and uncoordinated Cl ions, while (2) is a neutral complex with Mpy behaving as anionic thiolate ligand. The coordination environment around palladium in (2) is nearly regular square-planar, while in (1) the trans angles show significant distortions from 180°. The complexes were screened for antibacterial effects, brine shrimps lethality bioassay and antitumor activity. These complexes showed significant activities in most of the cases against the tested bacteria as compared to that of a standard drug. Their antitumor activity against prostate cancer cells (PC3) is comparable with doxorubicin, together with no cytotoxic effects in brine shrimps lethality bioassay study.
Keywords:G (+), gram positive   G (&minus  ), gram negative   ATCC, American Type Culture Collection   DSM, Deutsch Sammlung von Mikroorganismen   DMSO, dimethysulfoxide   MTT, 3-(4,5-dimethylthiazole-2-yl) -2,5- diphenyltetrazolium bromide   DMEM, Dulbacco&rsquo  s Modified Eagle Medium   FBS, foetal bovine serum   ELIZA, Enzyme Linked Immuno Sorbent Assay   IC50, inhibitory concentration 50%   LD50, lethal dose 50%   PPh3, triphenylphosphine   L, ligand   Tu, thiourea   MeTu, methylthiourea   DMTu, dimethylthiourea   TMTu, tetramethylthiourea   Imt, imidazolidine-2-thione   MPy, mercaptopyridine   MPm, mercaptopyrimidine   Tna, thionicotinamide   PC3, prostate cancer -3
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