Kyushu Institute of Technology Academic Repository
Kyutacarは九州工業大学で生産された研究成果を オープンアクセスで提供する機関リポジトリシステムです。 Kyutacar is open-access repository of research by members of the Kyushu Institute of Technology.
Kyushu Institute of Technology
Kyushu Institute of Technology
Kyushu Institute of Technology
Kyushu Institute of Technology
Kyushu Institute of Technology
Kyushu Institute of Technology
Kyushu Sangyo University
Kyushu Institute of Technology
Kyushu Institute of Technology
Kyushu Institute of Technology
Kyushu Institute of Technology
Kyushu Institute of Technology
抄録
Cyclic naphthalene diimides (cNDIs), with a ferrocene moiety (cFNDs) and different linker lengths between the ferrocene and cNDI moieties, were designed and synthesized as redox‐active, tetraplex‐DNA ligands. Intramolecular stacking was observed between ferrocene and the NDI planes, which could affect the binding properties for G‐quadruplexes. Interestingly, the circular dichroism spectrum of one of these compounds clearly shows new Cotton effects around 320–380 and 240 nm, which can be considered a direct evidence of intramolecular stacking of ferrocene and the NDI. Regarding recognition of hybrid G‐quadruplexes, the less rigid structures (longer linkers) show higher binding affinity (106 M−1 order of magnitude). All new compounds show higher selectivity for G4 during electrochemical detection than noncyclic FND derivatives, which further identifies the redox‐active potentiality of the cFNDs. Two of the three compounds tested even show preferential inhibition of cell growth in cancer cells over normal cells in a low concentration range, highlighting the potential for bioapplications of these cFNDs.
Cyclic Naphthalene Diimide with a Ferrocene Moiety as a Redox-Active Tetraplex-DNA Ligand
10358793.pdf
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