The synthesis of three new cyclometallated platinum(ii) compounds containing a para-tolyl ligand and a tridentate [C,N,N'] (cm1) or a bidentate [C,N] ligand and an additional ligand such as SEt2 (cm2) or PPh3 (cm3) is reported. The... more
The synthesis of three new cyclometallated platinum(ii) compounds containing a para-tolyl ligand and a tridentate [C,N,N'] (cm1) or a bidentate [C,N] ligand and an additional ligand such as SEt2 (cm2) or PPh3 (cm3) is reported. The X-ray molecular structure of platinum(ii) compound cm3 is also presented. Intermolecular oxidative addition of methyl iodide or iodine upon cm1, cm2 and cm3 produced six novel cyclometallated platinum(iv) compounds. The cytotoxic activity against a panel of human adenocarcinoma cell lines (A-549 lung, MDA-MB-231 and MCF-7 breast, and HCT-116 colon), DNA interaction, topoisomerase I, IIα, and cathepsin B inhibition, and cell cycle arrest, apoptosis and ROS generation of the investigated complexes are presented. The best results for antiproliferative activity were obtained for platinum(iv) compounds cm1MeI and cm1I2 arising from oxidative addition of methyl iodide and iodine, respectively, to cm1. Cyclometallated platinum(iv) compounds cm1MeI and cm3MeI...
Research Interests:
Research Interests:
New [C,N,N′]-cyclometallated platinum(ii) and platinum(iv) complexes are prepared and their emission properties are reported.
Research Interests:
Research Interests:
The synthesis of six novel cyclometallated platinum(iv) iodido complexes is accomplished by intermolecular oxidative addition of methyl iodide (compounds 2a-2c) or iodine (compounds 3a-3c) upon cyclometallated platinum(ii) compounds... more
The synthesis of six novel cyclometallated platinum(iv) iodido complexes is accomplished by intermolecular oxidative addition of methyl iodide (compounds 2a-2c) or iodine (compounds 3a-3c) upon cyclometallated platinum(ii) compounds [PtX{(CH)N(CH)NCH(4-ClCH)}] (1a-1c: X = Cl, CHor I). The X-ray molecular structures of platinum(ii) compound 1c and platinum(iv) compounds 3b and 3a' (an isomer of 3a) are reported. The cytotoxic activity against a panel of human adenocarcinoma cell lines (A-549 lung, MDA-MB-231 and MCF-7 breast, and HCT-116 colon), DNA interaction, topoisomerase I, IIα, and cathepsin B inhibition, and cell cycle arrest, apoptosis and ROS generation of the investigated complexes are presented. Remarkable antiproliferative activity was observed for most of the synthesized cycloplatinated compounds (series 1-3) in all the selected carcinoma cell lines. The best inhibition was provided for the octahedral platinum(iv) compounds 2a-2c exhibiting a methyl and an iodido axi...
Research Interests: Chemistry, Inorganic Chemistry, Magnetic Resonance Spectroscopy, Apoptosis, Medicine, and 12 moreDNA, Humans, Reactive Oxygen Species, Platinum, X-ray crystallography, Ascorbic Acid, Cell cycle checkpoints, Molecular Conformation, Cell Proliferation, Antineoplastic Agents, Isomerism, and cathepsin B
Research Interests:
Research Interests:
ABSTRACT
Research Interests:
The selective formation of seven- or five-membered platinacycles is kinetically directed by the nature of a spectator halido (X = Br, Cl) ligand on the PtII centre.
Research Interests:
The reactions of dinuclear [Pt2(4-RC6H4)4(μ-SEt2)2] (R = Me or F), or mononuclear [Pt(4-RC6H4)2(SMe2)2] (R = Me or H), platinum(ii) compounds with imines of the general formula 2-X,6-YC6H3CH[double bond, length as m-dash]NCH2Ph (X = Br, Y... more
The reactions of dinuclear [Pt2(4-RC6H4)4(μ-SEt2)2] (R = Me or F), or mononuclear [Pt(4-RC6H4)2(SMe2)2] (R = Me or H), platinum(ii) compounds with imines of the general formula 2-X,6-YC6H3CH[double bond, length as m-dash]NCH2Ph (X = Br, Y = F; X = Cl, Y = F; X = Br, Y = H) produced seven-membered [C,N]-platinacycles. The reaction consists of the initial formation of cyclometallated platinum(iv) compounds followed by a three step process: reductive elimination, isomerisation of the resulting non-cyclometallated intermediate and a final cycloplatination process. Combined (1)H NMR and UV-Vis kinetico-mechanistic studies indicated that the rate determining step of the process depends on the nature of the aryl-Pt ligand (phenyl, p-tolyl or p-fluorophenyl).
Research Interests:
The synthesis and preliminary biological evaluation of neutral and cationic platinum derivatives of chiral 1-(1-naphthyl)ethylamine are reported, namely cycloplatinated neutral complexes [PtCl{(R or S)-NH2CH(CH3)C10H6}(L)] [L = SOMe2 ( or... more
The synthesis and preliminary biological evaluation of neutral and cationic platinum derivatives of chiral 1-(1-naphthyl)ethylamine are reported, namely cycloplatinated neutral complexes [PtCl{(R or S)-NH2CH(CH3)C10H6}(L)] [L = SOMe2 ( or ), L = PPh3 ( or ), L = P(4-FC6H4)3 (), L = P(CH2)3N3(CH2)3 ()], cycloplatinated cationic complexes [Pt{(R)-NH2CH(CH3)C10H6}{L}]Cl [L = Ph2PCH2CH2PPh2 (), L = (C6F5)2PCH2CH2P(C6F5)2 ()] and the Pt(ii) coordination compound trans-[PtCl2{(R)-NH2CH(CH3)C10H6}2] (). The X-ray molecular structure of is reported. The cytotoxic activity against a panel of human adenocarcinoma cell lines (A-549 lung, MDA-MB-231 and MCF-7 breast, and HCT-116 colon), cell cycle arrest and apoptosis, DNA interaction, topoisomerase I and cathepsin B inhibition, and Pt cell uptake of the studied compounds are presented. Remarkable cytotoxicity was observed for most of the synthesized Pt(ii) compounds regardless of (i) the absolute configuration R or S, and (ii) the coordinated/...
Research Interests:
Research Interests:
Research Interests:
Research Interests:
Research Interests:
Research Interests:
Research Interests:
Research Interests:
ABSTRACT
... Binuclear doubly cyclometallated platinum-(II) and -(IV) compounds †. Margarita Crespo, Carlos Grande and Axel Klein. ... 13, SA MacGregor, E. McInnes, RJ Sorbie and LJ Yellowlees, Molecular Electrochemistry of Inorganic, Bioinorganic... more
... Binuclear doubly cyclometallated platinum-(II) and -(IV) compounds †. Margarita Crespo, Carlos Grande and Axel Klein. ... 13, SA MacGregor, E. McInnes, RJ Sorbie and LJ Yellowlees, Molecular Electrochemistry of Inorganic, Bioinorganic and Organometallic Compounds, eds. ...
ABSTRACT The reactions of [Pt(dba)2] with ligands C6RnH5-nCHNCH2CH2NMe2 (1a, R = 2-Br; 1b, R = 2,3,4,5,6-Cl5; 1c, R = 2,3,6-Cl3; and 1d, R = 2,6-Cl2) produce the corresponding [C,N,N‘] cyclometalated platinum(II) compounds... more
ABSTRACT The reactions of [Pt(dba)2] with ligands C6RnH5-nCHNCH2CH2NMe2 (1a, R = 2-Br; 1b, R = 2,3,4,5,6-Cl5; 1c, R = 2,3,6-Cl3; and 1d, R = 2,6-Cl2) produce the corresponding [C,N,N‘] cyclometalated platinum(II) compounds [PtX{C6RnH4-nCHNCH2CH2NMe2}] (2a−d) via intramolecular oxidative addition of C−Br or C−Cl bonds. All the new compounds were characterized by elemental analyses and mass and NMR spectroscopy, and [PtBr(Me2NCH2CH2NCHC6H4)] (2a) and [PtCl(Me2NCH2CH2NCH(3,5-C6H2Cl2)] (2f) were also characterized crystallographically.
Research Interests:
Twelve cyclometallated palladium(II) complexes containing primary aromatic amines [benzylamine (a), (R)-1-(1-naphthyl)ethylamine (b) and 2-phenylaniline (c)] as anionic bidentate (C,N)(-) ligands have been evaluated against a panel of... more
Twelve cyclometallated palladium(II) complexes containing primary aromatic amines [benzylamine (a), (R)-1-(1-naphthyl)ethylamine (b) and 2-phenylaniline (c)] as anionic bidentate (C,N)(-) ligands have been evaluated against a panel of human adenocarcinoma cell lines (A549 lung, MDA-MB231 and MCF7 breast, and the cisplatin resistant HCT116 colon). The results revealed a remarkable antiproliferative activity of the triphenylphosphane mononuclear compounds 3-4 (series a, b, c) and the best inhibition was provided for 3c and 4c with the 2-phenylaniline ligand and a six membered chelate ring. Interestingly, 3c and 4c were 14 and 19 times more potent than cisplatin for the inhibition of the cisplatin resistant HCT116 human adenocarcinoma cell line, respectively. Cyclopalladated complexes 3c and 4c exercise their antiproliferative activity over A549 cells mainly through the induction of apoptosis (38 and 31-fold increase in early apoptotic cells, respectively).
Research Interests:
Compound [PtMe2{1-(Me2NCH2CH2NCH)C10 H7}] (2a) gave upon reaction with methyl iodide platinum (IV) compound [PtMe3I{1-(Me2NCH2CH2NCH)C10H7}] (3a) as a single isomer which was characterised structurally. Upon standing in solution, two... more
Compound [PtMe2{1-(Me2NCH2CH2NCH)C10 H7}] (2a) gave upon reaction with methyl iodide platinum (IV) compound [PtMe3I{1-(Me2NCH2CH2NCH)C10H7}] (3a) as a single isomer which was characterised structurally. Upon standing in solution, two isomers of 3a were detected by 1H NMR. New chiral compounds [PtMe2(N,N′-chelate)] (N,N′=2-((S)-CHNCH(Me)C6H5)C9H6N (2b), 2-((R)-CHNCH(Me)C10H7)C5H4N (2c) and 2-((R)-CHNCH(Me)C10H7)C9H6N (2d)) were obtained from [Pt2Me4(μ-SMe2)2] and the corresponding diimines. The oxidative addition of methyl
Research Interests:
Research Interests:
Research Interests:
ABSTRACT
Research Interests:
Research Interests:
Coordination compounds with a trans-stereochemistry were prepared for ligands (4-ClC6H4) CHNCH2 (4′-ClC6H4)(La),(2, 4, 6-Me3C6H2) CHNCH2 (4′-ClC6H4)(Lb) and (2, 6-Cl2C6H3) CHNCH2 (4′-ClC6H4)(Lc) and were shown to be precursors of the ...
Research Interests:
Research Interests:
Research Interests:
Research Interests:
Research Interests:
Research Interests:
Research Interests:
Research Interests:
ABSTRACT
Research Interests:
Research Interests:
... Mart n and Margarita Crespo*. Departament de Qu mica Inorg nica, Universitat de Barcelona, Diagonal 647, 08028 Barcelona, Spain. Merc Font-Bardia and Teresa Calvet. ... Phone: +34934039132. Fax: +34934907725. E-mail:... more
... Mart n and Margarita Crespo*. Departament de Qu mica Inorg nica, Universitat de Barcelona, Diagonal 647, 08028 Barcelona, Spain. Merc Font-Bardia and Teresa Calvet. ... Phone: +34934039132. Fax: +34934907725. E-mail: margarita.crespo@qi.ub.es. Abstract. Abstract Image. ...
Research Interests:
Research Interests:
... 32-9. Reactivity and Mechanism in the Formation of ... Models show that 14 can undergo intramolecular oxidative addition by the SN2 mechanism to give 15 (Scheme 111), and this reaction is clearly much faster than the rate of formation... more
... 32-9. Reactivity and Mechanism in the Formation of ... Models show that 14 can undergo intramolecular oxidative addition by the SN2 mechanism to give 15 (Scheme 111), and this reaction is clearly much faster than the rate of formation of 14. ...
Research Interests:
Research Interests:
Research Interests:
The new compound [Pt2(4-FC6H4)4(μ-SEt2)2] (A) was prepared and fully characterized. The reactions of compound A with ligands ArCH═NCH2CH2NMe2 (Ar = 2-BrC6H4, 1a; 2,6-Cl2C6H3, 1b; 4-ClC6H4, 1c; 2-Cl,6-FC6H3, 1d) were studied under... more
The new compound [Pt2(4-FC6H4)4(μ-SEt2)2] (A) was prepared and fully characterized. The reactions of compound A with ligands ArCH═NCH2CH2NMe2 (Ar = 2-BrC6H4, 1a; 2,6-Cl2C6H3, 1b; 4-ClC6H4, 1c; 2-Cl,6-FC6H3, 1d) were studied under different conditions and produced platinum(II) compounds [Pt(4-FC6H4)2(ArCH═NCH2CH2NMe2)] (2b–2d), containing a bidentate [N,N′] ligand, as well as cyclometalated platinum(IV) or platinum(II) compounds such as [PtBr(4-FC6H4)2(C6H4CH═NCH2CH2NMe2)] (4a) or [PtCl{(3-FC6H3)(2-XC6H3)CH═NCH2CH2NMe2}] (5b: X = Cl; 5d: X = F), containing a tridentate [C,N,N′] ligand and either a five (4a) or a seven (5b, 5d) membered metallacycle. These compounds exhibit a great antiproliferative activity against non-small lung cancer cells (A549), and the best result was obtained for compound 2c (IC50 = 0.3 ± 0.1 μM). While compounds 5 alter the mobility of plasmid DNA in a similar way to cisplatin, compound 4 was less efficient in removing the supercoils from DNA. In spite of the very low IC50 value ob...
Research Interests:
Research Interests:
Research Interests:
ABSTRACT This article is focused on the chemistry of cyclometalated platinum compounds containing fluorine. Several types of platinum(II) or platinum(IV) compounds with [C,N], [C,N,N′], [N,C,N], [C,N,N,C], [C,P], or [P,C,P]... more
ABSTRACT This article is focused on the chemistry of cyclometalated platinum compounds containing fluorine. Several types of platinum(II) or platinum(IV) compounds with [C,N], [C,N,N′], [N,C,N], [C,N,N,C], [C,P], or [P,C,P] cyclometalating ligands and fluorine as fluoro ligands or as fluoro substituents in either the cyclometalated or the ancillary ligands are included. The effects of the fluorine substituents upon the reactivity and properties of the cyclometalated platinum compounds are also presented.