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| Content Provider | World Health Organization (WHO)-Global Index Medicus |
|---|---|
| Author | Corinti, Davide Re, Nazzareno Crestoni, Maria Elisa Coletti, Cecilia Chiavarino, Barbara Fornarini, Simonetta |
| Description | Author Affiliation: Corinti D ( Dipartimento di Chimica e Tecnologie del Farmaco, Università degli Studi di Roma La Sapienza, P. le A. Moro 5, 00185, Roma, Italy), Fax.); Coletti C ( Dipartimento di Farmacia, Università G. D'Annunzio, Via dei Vestini 31, 66100, Chieti, Italy.); Re N ( Dipartimento di Farmacia, Università G. D'Annunzio, Via dei Vestini 31, 66100, Chieti, Italy.); Chiavarino B ( Dipartimento di Chimica e Tecnologie del Farmaco, Università degli Studi di Roma La Sapienza, P. le A. Moro 5, 00185, Roma, Italy), Fax.); Crestoni ME ( Dipartimento di Chimica e Tecnologie del Farmaco, Università degli Studi di Roma La Sapienza, P. le A. Moro 5, 00185, Roma, Italy), Fax.); Fornarini S ( Dipartimento di Chimica e Tecnologie del Farmaco, Università degli Studi di Roma La Sapienza, P. le A. Moro 5, 00185, Roma, Italy), Fax. simonetta.fornarini@uniroma1.it.) |
| Abstract | Cisplatin [cis-diamminedichloroplatinum(II)] was the first platinum-based antineoplastic agent and is still a cornerstone for the treatment of various solid tumors. Reactive events responsible for cisplatin activity are unveiled here at the molecular level. Simple ligands (L) representing ubiquitous functional groups in the biological environment likely to be encountered by administered cisplatin have been allowed to react with $cis-[PtCl(NH_{3})_{2}(H_{2}O)]^{+},$ the primary intermediate from cisplatin hydrolysis. The substitution reactions have been examined by a combined experimental and computational approach and the structural features of the substitution product, $cis-[PtCl(NH_{3})_{2}(L)]^{+},$ have been probed by IR multiple-photon dissociation (IRMPD) spectroscopy. Furthermore, IRMPD spectroscopy has been exploited to elucidate the structure of $[PtCl(NH_{3})_{2}(L)(H_{2}O)]^{+}$ clusters, also obtained by electrospray ionization (ESI) from the aqueous solution and representing the major focus of this investigation. These ions conform to the encounter complex of $cis-[PtCl(NH_{3})_{2}(H_{2}O)]^{+}$ with the incoming ligand and represent the first direct evidence of a prototypical Eigen–Wilkins encounter complex in solution, lying on the reaction coordinate for ligand substitution and extracted by ESI for mass spectrometric analysis. Activated $[PtCl(NH_{3})_{2}(L)(H_{2}O)]^{+}$ ions dissociate by the loss of either $H_{2}O$ or L, the former process implying a ligand substitution event. IRMPD spectroscopy has thus revealed both structural details and reaction dynamics at the level of the isolated encounter complex. |
| ISSN | 09476539 |
| e-ISSN | 15213765 |
| Journal | Chemistry - A European Journal |
| Issue Number | 11 |
| Volume Number | 22 |
| Language | English |
| Publisher | Wiley-VCH;ChemPubSoc Europe |
| Publisher Date | 2016-03-07 |
| Publisher Place | Germany |
| Access Restriction | Open |
| Subject Keyword | Cisplatin Chemistry Magnetic Resonance Spectroscopy Platinum Spectrometry, Mass, Electrospray Ionization Antineoplastic Agents Ligands Molecular Conformation Research Support, Non-U.S. Gov't |
| Content Type | Text |
| Resource Type | Article |
| Subject | Organic Chemistry Catalysis |
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