Catalogo Articoli (Spogli Riviste)

OPAC HELP

Titolo:
A NOVEL-APPROACH TO PREPARING WATER-SOLUBLE PRODRUG FORMS OF CISPLATIN ANALOGS BEARING CHELATING DIAMINES
Autore:
KOCKERBAUER R; BEDNARSKI PJ;
Indirizzi:
UNIV REGENSBURG,INST PHARM,LEHRSTUHL PHARMAZEUT CHEM 2 D-93040 REGENSBURG GERMANY UNIV REGENSBURG,INST PHARM,LEHRSTUHL PHARMAZEUT CHEM 2 D-93040 REGENSBURG GERMANY
Titolo Testata:
Journal of pharmaceutical sciences
fascicolo: 7, volume: 84, anno: 1995,
pagine: 819 - 823
SICI:
0022-3549(1995)84:7<819:ANTPWP>2.0.ZU;2-W
Fonte:
ISI
Lingua:
ENG
Soggetto:
MIXED-AMINE CISPLATIN; CANCER-CHEMOTHERAPY; PLATINUM COMPLEXES; AQUEOUS CHEMISTRY; ETHYLENEDIAMINE;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Science Citation Index Expanded
Science Citation Index Expanded
Citazioni:
19
Recensione:
Indirizzi per estratti:
Citazione:
R. Kockerbauer e P.J. Bednarski, "A NOVEL-APPROACH TO PREPARING WATER-SOLUBLE PRODRUG FORMS OF CISPLATIN ANALOGS BEARING CHELATING DIAMINES", Journal of pharmaceutical sciences, 84(7), 1995, pp. 819-823

Abstract

A novel method for creating water soluble prodrugs of cisplatin analogues bearing chelating diamines is introduced. When 2-(amino-methyl)aniline is reacted with K2PtCl4 between a pH of 6 and 7, the neutral chelated complex [2-(aminomethyl)aniline]dichloroplatinum(II) (1) is isolated. On the other hand, when the complexation occurs under acidic conditions (i.e. pH 3), the zwitterionic, ''open-ring'' form (ammonio-methyl)aniline-N-1]trichloroplatinate(ll) (2) is obtained, whereby only the aniline nitrogen is coordinated to platinum. Compound 2 has a solubility of 10 mM in acidic aqueous medium; that is ca. 20 times greater than that of 1. However, 2 rapidly converts to compound 1 at physiologic pH; thus 2 functions as a water soluble prodrug of 1. Both 1 and 2 are equally effective at halting the growth of three different human cancer cell lines in vitro, indicating that the prodrug is quantitatively converted to the parent drug in a complex, biologically relevant medium. In animal experiments, the prodrug form, when given at a dose of25 mu mol/kg three times a week for 6 weeks, significantly inhibits the growth of the MXT (M3.2) mammary tumor in BDF mice while the same dose of the parent drug has no antitumor activity.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 20/09/20 alle ore 09:26:23