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Titolo:
PHOTOLYSIS OF AN IODOPLATINUM(IV) DIAMINE COMPLEX TO CYTOTOXIC SPECIES BY VISIBLE-LIGHT
Autore:
KRATOCHWIL NA; BEDNARSKI PJ; MROZEK H; VOGLER A; NAGLE JK;
Indirizzi:
UNIV REGENSBURG,INST PHARM D-93040 REGENSBURG GERMANY UNIV REGENSBURG,INST PHARM D-93040 REGENSBURG GERMANY UNIV REGENSBURG,INST ANORGAN CHEM D-93040 REGENSBURG GERMANY BOWDOIN COLL,DEPT CHEM BRUNSWICK ME 04011
Titolo Testata:
Anti-cancer drug design
fascicolo: 2, volume: 11, anno: 1996,
pagine: 155 - 171
SICI:
0266-9536(1996)11:2<155:POAIDC>2.0.ZU;2-T
Fonte:
ISI
Lingua:
ENG
Soggetto:
PLATINUM(IV); PHOTOCHEMISTRY;
Keywords:
CISPLATIN ANALOG; CYTOTOXIC PHOTOLYSIS PRODUCTS; DNA PLATINATION; IODO-PT(IV) DIAMINE; PHOTOACTIVATION; CYTOTOXIC;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Science Citation Index Expanded
Science Citation Index Expanded
Science Citation Index Expanded
Citazioni:
35
Recensione:
Indirizzi per estratti:
Citazione:
N.A. Kratochwil et al., "PHOTOLYSIS OF AN IODOPLATINUM(IV) DIAMINE COMPLEX TO CYTOTOXIC SPECIES BY VISIBLE-LIGHT", Anti-cancer drug design, 11(2), 1996, pp. 155-171

Abstract

The feasibility of photolyzing the Pt(IV) complex trans, cis-[PtCl2I2(en)] to cytotoxic species by visible light was evaluated. The synthesis of trans, cis-[PtCl2I2(en)] was achieved by the oxidation of [PtI2(en)] with PCl5 in tetrahydrofuran at room temperature for 30 min in the dark. The UV-Vis spectrum of trans,cis-[PtCl2I2(en)] in water showeda broad ligand-to-metal charge-transfer (LMCT) band with lambda(max) = 396 nm (epsilon = 1191/M/cm). Although trans,cis-[PtCl2I2(en)] was relatively stable in water in the dark, irradiation at lambda(irr) = 410 nm brought about its rapid decomposition. A detailed analysis of thephotodecomposition products was not carried out, but two lines of evidence suggest that I-2 and [PtCl2(en)], a known antitumor agent, may be formed as a result of a reductive-elimination type reaction: (i) irradiation of trans, cis-[PtCl2I2(en)] in water at lambda(irr) = 410 nm led to the same spectral changes as when [PtCl2(en)] and I-2 together were irradiated at the same wavelength; (ii) the photoinduced loss of trans,cis-[PtCl2I2(en)] was accompanied by the covalent binding of Pt to DNA at a rate comparable to that of [PtCl2(en)] at 37 degrees C, and the presence of 100 mM chloride suppressed this DNA platination. On the other hand, the combined photolysis products, formed when trans, cis-[PtCl2I2(en)] was irradiated in culture medium at lambda(irr) > 375nm for 60 min, were less potent than [PtCl2(en)] at inhibiting the growth of two human cancer cell lines. Two limitations make the use of trans, cis-[PtCl2I2(en)] in the therapy of cancer impractical: (i) trans, cis-[PtCl2I2(en)] was relatively unstable in the presence of serum;however, [PtI2(en)] did not appear to be a product of the reaction; (ii) the LMCT band extends only weakly into the region of the electromagnetic spectrum (i.e. lambda > 600 nm) where maximal tissue penetration would be expected. In conclusion, these investigations demonstrate that iodo-Pt(IV) diamines can be photolyzed to cytotoxic species by visible light, but the aforementioned limitations must be overcome beforethis new class of Pt(IV) complexes can be used as antitumor agents.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 27/09/20 alle ore 00:22:06