1029116-93-5Relevant articles and documents
Palladium(II) and platinum(II) organometallic complexes with 4,7-dihydro-5-methyl-7-oxo[1,2,4]triazolo[1,5-a]pyrimidine. Antitumor activity of the platinum compounds
Ruiz, Jose,Villa, Maria Dolores,Cutillas, Natalia,Lopez, Gregorio,De Haro, Concepcion,Bautista, Delia,Moreno, Virtudes,Valencia, Laura
, p. 4490 - 4505 (2009/02/02)
Palladium and platinum complexes with HmtpO (where HmtpO = 4,7-dihydro-5-methyl-7-oxo[1,2,4]triazolo[1,5-a]pyrimidine, an analogue of the natural ocurring nucleobase hypoxanthine) of the types [M(dmba)(PPh 3)(HmtpO)]ClO4 [dmba = N,C-chelating 2- (dimethylaminomethyl)phenyl; M = Pd or Pt], [Pd(N-N)(C6F 5)(HmtpO)]ClO4 [N-N = 2,2′-bipyridine (bpy), 4,4′-dimethyl-2,2′-bipyridine (Me2bpy), or N,N,N′,N′-tetramethylethylenediamine (tmeda)] and cis-[M(C 6F5)2(HmtpO)2] (M = Pd or Pt) (head-to-head atropisomer in the solid state) have been obtained. Pd(II) and Pt(II) complexes with the anion of HmtpO of the types [Pd(tmeda)(C 6F5)(mtpO)], [Pd(dmba)(μ-mtpO)]2, and [NBu4]2[M(C6F5)2(μ- mtpO)]2 (M = Pd or Pt) have been prepared starting from the corresponding hydroxometal complexes. Complexes containing simultaneously both the neutral HmtpO ligand and the anionic mtpO of the type [NBu 4][M(C6F5)2(HmtpO)(mtpO)] (M = Pd or Pt) have been also obtained. In these mtpO-HmtpO metal complexes, for the first time, prototropic exchange is observed between the two heterocyclic ligands. The crystal structures of [Pd(dmba)(PPh3)(HmtpO)]+, cis-[Pt(C6F5)2(HmtpO)2]·acetone, [Pd(C6F5)(tmeda)(mtpO)]·2H2O, [Pd(dmba)(μ-mtpO)]2, [NBu4]2[Pd(C 6F5)2(μ-mtpO)]2·CH 2Cl2·toluene, [NBu4] 2[Pt(C6F5)2(μ-mtpO)] 2·0.5(toluene), and [NBu4][Pt(C6F 5)2(mtpO)-(HmtpO)] have been established by X-ray diffraction. Values of IC50 were calculated for the new platinum complexes cis-[Pt(C6F5)2(HmtpO)2] and [Pt(dmba)(PPh3)(HmtpO)]ClO4 against a panel of human tumor cell lines representative of ovarian (A2780 and A2780cisR), lung (NCl-H460), and breast cancers (T47D). At 48 h incubation time, both complexes were about 8-fold more active than cisplatin in T47D and show very low resistance factors against an A2780 cell line, which has acquired resistance to cisplatin. The DNA adduct formation of cis-[Pt(C6F5) 2(HmtpO)2] and [Pt(dmba)(PPh3)(HmtpO)]ClO 4 was followed by circular dichroism and electrophoretic mobility. Atomic force microscopy images of the modifications caused by these platinum complexes on plasmid DNA pBR322 were also obtained.
