Synthesis of PtIV-Biomolecule Conjugates through Click Chemistry

Elisabetta Gabano, Mauro Ravera, Stefano Tinello, Domenico Osella

Risultato della ricerca: Contributo su rivistaArticolo in rivistapeer review

Abstract

The azide-functionalized PtIV complex {(OC-6-34)-chlorido(cyclobutane-1,1′-dicarboxylato)(cyclohexane-1R,2R-diamine)[2-hydroxyethyl(2-{2-[2-(2-azidoethoxy)ethoxy]ethoxy}ethyl)carbamate]platinum(IV)} was synthesized and characterized to obtain a starting complex that was suitable for coupling with appropriate biological carriers in a drug targeting and delivery strategy. The following click reaction (CuI-catalyzed Huisgen cycloaddition, CuAAC) was successfully applied for coupling with three different model biomolecules that can be exploited for selective targeting of the platinum conjugate toward tumor cells; i.e., the amino acid alanine and the dipeptide lysine-alanine, both previously alkyne-functionalized with pent-4-ynoic acid, and the hormone 17α-ethynylestradiol. The title complex demonstrated very good compatibility with both CuAAC reaction and solid-phase peptide synthesis conditions, making it a suitable antiproliferative fragment for the design of nanovectors.

Lingua originaleInglese
pagine (da-a)5335-5341
Numero di pagine7
RivistaEuropean Journal of Inorganic Chemistry
Volume2015
Numero di pubblicazione32
DOI
Stato di pubblicazionePubblicato - 1 nov 2015

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