Using phosphine ligands with a biological role to modulate reactivity in novel platinum complexes

被引:7
作者
Echeverri, Marcelo [1 ]
Alvarez-Valdes, Amparo [1 ]
Navas, Francisco [1 ]
Perles, Josefina [2 ]
Sanchez-Perez, Isabel [3 ]
Quiroga, A. G. [1 ]
机构
[1] Univ Autonoma Madrid, Inorgan Chem Dept, Madrid, Spain
[2] Univ Autonoma Madrid, Single Crystal XRD Lab, Sldl, Madrid, Spain
[3] Inst Invest Biomed Albert Sols, Madrid, Spain
来源
ROYAL SOCIETY OPEN SCIENCE | 2018年 / 5卷 / 02期
关键词
metallodrug-protein interaction; cytotoxicity; platinum drugs; DNA; MOLECULAR-STRUCTURE; CRYSTAL; DNA; DRUGS;
D O I
10.1098/rsos.171340
中图分类号
O [数理科学和化学]; P [天文学、地球科学]; Q [生物科学]; N [自然科学总论];
学科分类号
07 ; 0710 ; 09 ;
摘要
Three platinum complexes with cis and trans configuration cis-[Pt(TCEP)(2)Cl-2], cis-[Pt(tmTCEP)(2)Cl-2] and trans[ Pt(TCEP)(2)Cl-2], where TCEP is tris(2-carboxyethyl) phosphine, have been synthesized and fully characterized by usual techniques including single- crystal X- ray diffraction for trans-[Pt(TCEP)(2)Cl-2] and cis-[Pt(tmTCEP)(2)Cl-2]. Here, we also report on an esterification process of TCEP, which takes place in the presence of alcohols, leading to a platinum complex coordinated to an ester tmTCEP (2-methoxycarbonylethyl phosphine) ligand. The stability in solution of the three compounds and their interaction with biological models such as DNA (pBR322 and calf thymus DNA) and proteins (lysozyme and RNase) have also been studied.
引用
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页数:12
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共 38 条
  • [1] Underlying nets in three-periodic coordination polymers: topology, taxonomy and prediction from a computer-aided analysis of the Cambridge Structural Database
    Alexandrov, E. V.
    Blatov, V. A.
    Kochetkov, A. V.
    Proserpio, D. M.
    [J]. CRYSTENGCOMM, 2011, 13 (12): : 3947 - 3958
  • [2] Oxidation of anticancer Pt(II) complexes with monodentate phosphane ligands: towards stable but active Pt(IV) prodrugs
    Angeles Medrano, Maria
    Alvarez-Valdes, Amparo
    Perles, Josefina
    Lloret-Fillol, Julio
    Munoz-Galvan, Sandra
    Carnero, Amancio
    Navarro-Ranninger, Carmen
    Quiroga, Adoracion G.
    [J]. CHEMICAL COMMUNICATIONS, 2013, 49 (42) : 4806 - 4808
  • [3] [Anonymous], DRUG DNA INTERACTION
  • [4] Towards Antitumor Active trans-Platinum Compounds
    Aris, Sheena M.
    Farrell, Nicholas P.
    [J]. EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2009, (10) : 1293 - 1302
  • [5] Ligand stereoelectronic effects in complexes of phospholanes, phosphinanes, and phosphepanes and their implications for hydroformylation catalysis
    Baber, R. Angharad
    Haddow, Mairi F.
    Middleton, Ann J.
    Orpen, A. Guy
    Pringle, Paul G.
    Haynes, Anthony
    Williams, Gary L.
    Papp, Rainer
    [J]. ORGANOMETALLICS, 2007, 26 (03) : 713 - 725
  • [6] Photoactivatable Platinum Complexes
    Bednarski, Patrick J.
    Mackay, Fiona S.
    Sadler, Peter J.
    [J]. ANTI-CANCER AGENTS IN MEDICINAL CHEMISTRY, 2007, 7 (01) : 75 - 93
  • [7] Nanocluster analysis of intermetallic structures with the program package TOPOS
    Blatov, V. A.
    [J]. STRUCTURAL CHEMISTRY, 2012, 23 (04) : 955 - 963
  • [8] Vertex-, face-, point-, Schlafli-, and Delaney-symbols in nets, polyhedra and tilings: recommended terminology
    Blatov, V. A.
    O'Keeffe, M.
    Proserpio, D. M.
    [J]. CRYSTENGCOMM, 2010, 12 (01): : 44 - 48
  • [9] Blatov V. A., 2006, IUCr CompComm Newsletter, V7, P4, DOI DOI 10.1039/B807165A
  • [10] Applied Topological Analysis of Crystal Structures with the Program Package ToposPro
    Blatov, Vladislav A.
    Shevchenko, Alexander P.
    Proserpio, Davide M.
    [J]. CRYSTAL GROWTH & DESIGN, 2014, 14 (07) : 3576 - 3586