Synthesis and pharmacological evaluation of modified adenosines joined to mono-functional platinum moieties

• Published in: Molecules (Basel, Switzerland) Vol. 19; no. 7; pp. 9339 - 9353
• Main Authors: D'Errico, Stefano, Oliviero, Giorgia, Borbone, Nicola, Piccialli, Vincenzo, Pinto, Brunella, De Falco, Francesca, Maiuri, Maria Chiara, Carnuccio, Rosa, Costantino, Valeria, Nici, Fabrizia, Piccialli, Gennaro
• Format: Journal Article
• Language: English
• Published: Switzerland MDPI AG 03-07-2014; MDPI
• Subjects: Adenosine; Adenosine - analogs & derivatives; Adenosine - pharmacology; Antineoplastic Agents - chemical synthesis; Antineoplastic Agents - pharmacology; Cancer; Cell Proliferation - drug effects; Cell Survival - drug effects; Chemotherapy; cisplatin; Contraindications; Cytotoxicity; Drug Screening Assays, Antitumor; Humans; Ligands; MCF-7 Cells; nucleosides; platinum complexes; Platinum Compounds - chemical synthesis; Platinum Compounds - pharmacology; Tumors; Italy
• ISSN: 1420-3049; 1420-3049
• DOI: 10.3390/molecules19079339

The synthesis of four novel platinum complexes, bearing N6-(6-amino-hexyl)adenosine or a 1,6-di(adenosin-N6-yl)-hexane respectively, as ligands of mono-functional cisplatin or monochloro(ethylendiamine)platinum(II), is reported. The chemistry exploits the high affinity of the charged platinum centres towards the N7 position of the adenosine base system and a primary amine of an alkyl chain installed on the C6 position of the purine. The cytotoxic behaviour of the synthesized complexes has been studied in A549 adenocarcinomic human alveolar basal epithelial and MCF7 human breast adenocarcinomic cancer cell lines, in order to investigate their effects on cell viability and proliferation.