Pt(II) complexes with (N,N′) or (C,N,E)− (E=N,S) ligands: Cytotoxic studies, effect on DNA tertiary structure and structure–activity relationships

Neutral and ionic platinum compounds containing a cyclometallated chiral primary amine: synthesis, antitumor activity, DNA interaction and topoisomerase I–cathepsin B inhibition

“…33 The lability of the dimethylsulfoxide ligands allows for the synthesis of neutral compound [PtCl{(R)-NH 2 CH(CH 3 )C 10 H 6 }(PPh 3 )] (2-R) upon reaction with PPh 3 , while ionic compound [Pt{(R)-NH 2 CH(CH 3 )C 10 H 6 }-{Ph 2 PCH 2 CH 2 PPh 2 }]Cl (5-R) containing a chelating diphosphine is obtained upon reaction with 1,2-bis(diphenylphosphine)ethane. In addition, introduction of fluorinated groups would permit the use of 19 F NMR spectroscopy in the characterization of the compounds. Interest in fluorinated derivatives 3-R and 6-R is related to the fact that fluoro substituents have been proposed as an excellent choice to modify the electronic properties and hydrophobicity of related cycloplatinated complexes 34 while keeping stereochemical changes to a minimum.…”

“…2 Early studies carried out for compounds cis-[PtX 2 A 2 ] (A = amine ligand and X = anionic ligand), indicated that the activity decreases in the order A = NH 3 > RNH 2 > R 2 NH, and, therefore, most investigations concerning chiral monodentate ligands were restricted to platinum complexes with primary amines. 1,5 On the other hand, cycloplatinated complexes have raised great interest as anticancer agents, 6,7 and compounds containing either bidentate [C,N] [8][9][10][11][12][13][14][15][16][17][18][19][20][21] or terdentate [C,N,N′] [22][23][24][25][26][27] ligands have been tested against tumor cells with very promising results. The degree of rotational freedom can be reduced using chelate ligands, an outstanding example being oxaliplatin, a third generation anti-cancer drug containing trans-1R,2R-diaminocyclohexane.…”

Anticancer platinum‐based complexes with non‐classical structures

“…The antitumor properties of cyclometallated Pt(II) compounds have been studied by several groups in the last few years . These compounds displayed high stability and increased lability of the leaving groups, which was attributed to the strong trans effect of C‐donor ligands.…”

Experimental and theoretical investigation of cyclometallated platinum(ii) complex containing adamantanemethylcyanamide and 1,4-naphthoquinone derivative as ligands: synthesis, characterization, interacting with guanine and cytotoxic activity

“…Recently, cyclometallated platinum complexes containing Ndonor ligands have been the object of much research attention due to interest in their biological activities. [1][2][3][4][5][6][7][8][9] The antitumor activity of different platinum(II) complexes is associated with the platination of DNA, generally through binding to guanine. Hence, anticancer platinum(II) complexes have been investigated with guanine derivatives in theoretical and experimental studies and they have shown a high selectivity for binding to N7 of guanine.…”