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Titolo:
Control of aminophosphine chelate ring-opening in Pt(II) and Pd(II) complexes: potential dual-mode anticancer agents
Autore:
Habtemariam, A; Watchman, B; Potter, BS; Palmer, R; Parsons, S; Parkin, A; Sadler, PJ;
Indirizzi:
Univ Edinburgh, Dept Chem, Edinburgh EH9 3JJ, Midlothian, Scotland Univ Edinburgh Edinburgh Midlothian Scotland EH9 3JJ Midlothian, Scotland Univ London Birkbeck Coll, Dept Crystallog, London WC1E 7HX, England Univ London Birkbeck Coll London England WC1E 7HX ndon WC1E 7HX, England
Titolo Testata:
JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS
fascicolo: 8, , anno: 2001,
pagine: 1306 - 1318
SICI:
1472-7773(2001):8<1306:COACRI>2.0.ZU;2-V
Fonte:
ISI
Lingua:
ENG
Soggetto:
GROUP METAL-COMPLEXES; PALLADIUM(II) COMPLEXES; CRYSTAL-STRUCTURES; AROMATIC SOLVENTS; AMINO-ACIDS; PLATINUM; LIGANDS; REDUCTION; DERIVATIVES; CHEMISTRY;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Physical, Chemical & Earth Sciences
Citazioni:
48
Recensione:
Indirizzi per estratti:
Indirizzo: Sadler, PJ Univ Edinburgh, Dept Chem, W Mains Rd, Edinburgh EH9 3JJ, Midlothian, Scotland Univ Edinburgh W Mains Rd Edinburgh Midlothian Scotland EH93JJ
Citazione:
A. Habtemariam et al., "Control of aminophosphine chelate ring-opening in Pt(II) and Pd(II) complexes: potential dual-mode anticancer agents", J CHEM S DA, (8), 2001, pp. 1306-1318

Abstract

We show that bis(aminophosphine) complexes of the type [M((RRN)-R-1-N-2(CH2)(n)PPh2)(2)](2+), M = Pt(II) or Pd(II), can exist in chelate ring-closed and ring-opened forms both in the solid state and in aqueous solution. The equilibrium between them in solution can be controlled by the nature of thegroups R-1 and R-2 (H, Me, Bz, cyclohexyl), by the bridge length n, and bythe pH and Cl- concentration. X-Ray crystal structures are reported for the ring-closed complexes cis-[Pt(H2N(CH2)(2)PPh2-P,N)(2)]Cl-2, cis-[Pt(H2N(CH2)(3)PPh2-P,N)(2)]Cl-2, and cis-[Pt(Me(H)N(CH2)(2)PPh2-P,N)(2)]Cl-2, the mono-ring-opened complex cis-Pd[(Me2N(CH2)(2)PPh2-N,P)Cl(Me2NH(CH2)(2)PPh2-P](NO3)(2), the di-ring-opened complex cis-[Pt(Me2N(CH2)(3)PPh2-P)(2)Cl-2], and, for comparison, the monochelate cis-[Pd(Me2N(CH2)(3)PPh2-N,P)]Cl-2. These square-planar complexes exhibit varying degrees of distortion and variable M-N bond lengths dependent not only on the trans influence of P but also on steric effects within the complex. pH-induced chelate ring-opening of cis-[Pt(Me2N(CH2)(2)PPh2-P,N)(2)]Cl-2 had an associated pK value of 6.9. Incontrast, complexes with R-1 and R-2 = H, n = 2 or 3 or R-1 = H and R-2 = Me, n = 2, are more difficult to ring-open. Thus the complexes cis-[Pt(Me(H)N(CH2)(2)PPh2-P,N)(2)]Cl-2 and cis-[Pt(H2N(CH2)(3)PPh2-P,N)(2)]Cl-2, had associated pK values of 2.1 and 2.9, respectively. These aminophosphine complexes may exhibit anticancer activity by two mechanisms: by disrupting mitochondrial membrane potentials as bis-chelated (ring-closed) lipophilic cations, or by direct binding to DNA bases as ring-opened complexes.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 23/09/20 alle ore 13:09:19