Imino-phosphine palladium(II) and platinum(II) complexes: Synthesis, molecular structures and evaluation as antitumor agents

被引:25
作者
Motswainyana, William M. [1 ]
Onani, Martin O. [1 ]
Madiehe, Abram M. [2 ]
Saibu, Morounke [2 ]
Thovhogi, Ntevheleni [2 ]
Lalancette, Roger A. [3 ]
机构
[1] Univ Western Cape, Dept Chem, ZA-7535 Bellville, South Africa
[2] Univ Western Cape, Dept Biotechnol, ZA-7535 Bellville, South Africa
[3] Rutgers State Univ, Carl A Olson Mem Labs, Dept Chem, Newark, NJ 07102 USA
基金
新加坡国家研究基金会;
关键词
Imino-phosphine; Palladium; Platinum; Synthesis; Molecular structures; Antitumor; COORDINATION CHEMISTRY; THIOREDOXIN REDUCTASE; CRYSTAL-STRUCTURES; CANCER CELLS; IN-VITRO; LIGANDS; IMINOPHOSPHINE; REACTIVITY; CATALYSTS; OLIGOMERIZATION;
D O I
10.1016/j.jinorgbio.2013.09.010
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The imino-phosphine ligands L1 and L2 were prepared via condensation reaction of 2-(diphenylphosphino) benzaldehyde with substituted anilines and obtained in very good yields. An equimolar reaction of L1 and L2 with either PdCl2(cod) or PtCl2(cod) gave new palladium(II) and platinum(II) complexes 1-4. The compounds were characterized by elemental analysis, IR, H-1 and P-31 NMR spectroscopy. The molecular structures of 2, 3 and 4 were confirmed by X-ray crystallography. All the three molecular structures crystallized in monoclinic C2/c space system. The coordination geometry around the palladium and platinum atoms in respective structures exhibited distorted square planar geometry at the metal centers. The complexes were evaluated in vitro for their cytotoxic activity against human breast (MCF-7) and human colon (HT-29) cancer cells, and they exhibited growth inhibitory activities and selectivity that were superior to the standard compound cisplatin. (C) 2013 Elsevier Inc. All rights reserved.
引用
收藏
页码:112 / 118
页数:7
相关论文
共 50 条
[1]   The Cambridge Structural Database: a quarter of a million crystal structures and rising [J].
Allen, FH .
ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE, 2002, 58 (3 PART 1) :380-388
[2]   Methyl-, acetyl- and allyl-palladium and -platinum complexes containing the novel chiral phosphorus-imine 2-(diphenylphosphino)benzylidene-S(-)-alpha-methyl-benzylamine ligand [J].
Ankersmit, HA ;
Loken, BH ;
Kooijman, H ;
Spek, AL ;
Vrieze, K ;
vanKoten, G .
INORGANICA CHIMICA ACTA, 1996, 252 (1-2) :141-155
[3]   Preparation and reactions of palladium(0)-olefin complexes with iminophosphine ligands [J].
Antonaroli, S ;
Crociani, B .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1998, 560 (1-2) :137-146
[4]   Rhodium(I) iminophosphine poly(propyleneimine) dendrimers: Synthesis, characterization and molecular structure of a mononuclear analogue [J].
Antonels, Nathan C. ;
Therrien, Bruno ;
Moss, John R. ;
Smith, Gregory S. .
INORGANIC CHEMISTRY COMMUNICATIONS, 2009, 12 (08) :716-719
[5]   Stable alkynyl palladium(II) and nickel(II) complexes with terdentate PNO and PNN hydrazone ligands [J].
Bacchi, A ;
Carcelli, M ;
Costa, M ;
Fochi, A ;
Monici, C ;
Pelagatti, P ;
Pelizzi, C ;
Pelizzi, G ;
Roca, LMS .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2000, 593 :180-191
[6]   ORGANOMETALLIC AZIDES .I. PREPARATION AND REACTIONS OF DIARYLPHOSPHINIC AZIDES [J].
BALDWIN, RA ;
WASHBURN, RM .
JOURNAL OF ORGANIC CHEMISTRY, 1965, 30 (11) :3860-&
[7]   Recollections of early studies on platinum(II) complexes related to Chatt's contributions to coordination chemistry [J].
Basolo, F .
COORDINATION CHEMISTRY REVIEWS, 1996, 154 :151-161
[8]   Reactivity of rhodium(I) iminophosphine carbonyl complexes with methyl iodide [J].
Best, Jonathan ;
Wilson, John M. ;
Adams, Harry ;
Gonsalvi, Luca ;
Peruzzini, Maurizio ;
Haynes, Anthony .
ORGANOMETALLICS, 2007, 26 (08) :1960-1965
[9]   Dichlorido{N-[2-(diphenylphosphanyl)benzylidene]-2-(thiophen-2-yl)ethanamine-κ2P,N}platinum(II) dichloromethane hemisolvate [J].
Chiririwa, Haleden ;
Muller, Alfred .
ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2012, 68 :M116-U380
[10]   Interaction of [Pt(en)(phen)]2+ and [Pt(en)(phi)]2+ with the hexanucleotide d(GTCGAC)2:: Evidence for minor groove binding [J].
Collins, JG ;
Rixon, RM ;
Aldrich-Wright, JR .
INORGANIC CHEMISTRY, 2000, 39 (19) :4377-4379