Litcius/Paper detail

Intercalation Ability of Novel Monofunctional Platinum Anticancer Drugs: A Key Step in Their Biological Action

Daniele Veclani, Marilena Tolazzi, José P. Cerón‐Carrasco, Andrea Melchior

2021Journal of Chemical Information and Modeling20 citationsDOIOpen Access PDF

Abstract

quantum mechanical (QM) methods, hybrid QM/QM' schemes, and independent gradient model approaches are implemented in an unbiased protocol. The performed simulations show that the cascade of reactions is articulated in three well-defined stages: (i) an early and fast intercalation of the complex between the DNA bases, (ii) a subsequent hydrolysis reaction that leads to the aqua-activated form, and (iii) a final formation of the covalent bond between PtPPH and DNA at a guanine site. The permanent damage to DNA is consequently driven by that latter bond to DNA but with a simultaneous π-π intercalation of the phenanthridine into nucleobases. The impact of the DNA sequence and the lateral backbone was also discussed to provide a more complete picture of the forces that anchor the drug into the double helix.

Topics & Concepts

ChemistryNucleobaseGuanineDNAIntercalation (chemistry)Combinatorial chemistryStereochemistryBase pairDNA damageCovalent bondOrganic chemistryNucleotideBiochemistryGeneMetal complexes synthesis and propertiesFerrocene Chemistry and ApplicationsDNA and Nucleic Acid Chemistry