The Challenge of Deciphering Linkage Isomers in Mixtures of Oligomeric Complexes Derived from 9‐Methyladenine and trans‐(NH₃)₂Pt^II Units

Abstract

Registro de acceso restringido Este recurso no está disponible en acceso abierto por política de la editorial. No obstante, se puede acceder al texto completo desde la Universitat Jaume I o si el usuario cuenta con suscripción. Registre d'accés restringit Aquest recurs no està disponible en accés obert per política de l'editorial. No obstant això, es pot accedir al text complet des de la Universitat Jaume I o si l'usuari compta amb subscripció. Restricted access item This item isn't open access because of publisher's policy. The full--text version is only available from Jaume I University or if the user has a running suscription to the publisher's contents.

Nucleotide Binding Preference of the Monofunctional Platinum Anticancer‐Agent Phenanthriplatin

“…Unlike 9‐methylguanine, for which only the N 7 platinum adduct is commonly reported, both the N 7 and N 1 positions of adenine frequently form adducts with platinum. We therefore inferred that the two species observed by HPLC correspond to N 1 and N 7 linkage isomers of the platinated nucleobase.…”

Beyond Sole Models for the First Steps of Pt-Dna Interactions: Fundamental Properties of Mono(Nucleobase) Adducts of Ptii Coordination Compounds

“…The list of X-ray structurally characterized mono(nucleobase) complexes of trans-a 2 Pt II is relatively limited, restricted to 1MeC and X = Clas well as X = glycine [175], 9MeGH [176], 1,3dimethyluracil-5-yl [177], 9MeA [178,179], and guanosine [180]. The metal coordination sites are as expected, namely N3 with 1MeC, N7 with 9MeGH, 9MeA, and guanosine, as well as C5 with 1,3DimeU.…”

“…Second, trans-[Pt(a) 2 (nb)Cl] + (with nb = 9EtGH [182] and 9MeA [178]) following hydrolysis of the chlorido ligand, undergoes rapid self-condensation, leading to N7,N1-bridged species (as well as possibly other products in case of 9MeA). While in the case of guanine this process involves deprotonation of the N1 position according to…”

“…Moreover, these condensation reactions do not stop at the dimer level but rather progress further, depending on concentration. The extreme complexity of the self-condensation behavior of trans-[Pt(NH 3 ) 2 (9MeA-N7)(H 2 O)] 2+ has been studied by us in some detail [178]. With the 9MeA linkage isomer trans-[Pt (NH 3 ) 2 (9MeA-N1)(H 2 O)] 2+ (no X-ray structure available), analogous condensation reactions are feasible as well, leading to similar or identical open or cyclic oligomers.…”

(N7)-Platination and its effect on (N1)H-acidification in nucleoside phosphate derivatives

“…Considering the highly successful anticancer drug Cisplatin, cis-(NH 3 ) 2 PtCl 2 [8,9], it is no surprise that still new Pt(II) complexes are sought that exhibit anticancer properties [10,11], but there are also studies with Pt(II) complexes that focus on other goals, like deciphering linkage isomers [12], the construction of pincer ligands [13], or the binding of Cisplatin to proteins [14,15].…”