Litcius/Paper detail

Mitochondrial‐DNA‐Targeted Ir<sup>III</sup>‐Containing Metallohelices with Tunable Photodynamic Therapy Efficacy in Cancer Cells

Xuezhao Li, Jinguo Wu, Lei Wang, Cheng He, Liyong Chen, Yang Jiao, Chunying Duan

2020Angewandte Chemie17 citationsDOI

Abstract

Abstract The development of DNA‐targeted photodynamic therapy (PDT) agents for cancer treatment has drawn substantial attention. Herein, the design and synthesis of dinuclear Ir III ‐containing luminescent metallohelices with tunable PDT efficacy that target mitochondrial DNA in cancer cells are reported. The metallohelices are fabricated using dynamic imine‐coupling chemistry between aldehyde end‐capped fac‐Ir(ppy) 3 handles and linear alkanediamine spacers, followed by reduction of the imine linkages. The length and odd–even character of the diamine alkyl linker determined the stereochemistry (helicates vs. mesocates). Compared to the helicates, the mesocates exhibit improved apoptosis‐induction upon white‐light irradiation. Molecular docking studies indicate that the mesocate with a proper length of diamine spacers shows stronger affinity for the minor groove of DNA. This study highlights the potential of DNA‐targeting Ir III ‐containing metallohelices as PDT agents.

Topics & Concepts

Photodynamic therapyChemistryImineDNADiamineCancer cellLinkerCovalent bondStereochemistryCombinatorial chemistryCancerBiochemistryBiologyPolymer chemistryOrganic chemistryOperating systemGeneticsCatalysisComputer scienceAdvanced biosensing and bioanalysis techniquesSupramolecular Chemistry and ComplexesMetal complexes synthesis and properties