Cyclic Naphthalene Diimide Dimer with a Strengthened Ability to Stabilize Dimeric G-Quadruplex

Ryusuke Takeuchi; Tingting Zou; Daiki Wakahara; Yoshifumi Nakano; Shinobu Sato; Shigeori Takenaka

doi:10.1002/chem.201901468

Cyclic Naphthalene Diimide Dimer with a Strengthened Ability to Stabilize Dimeric G-Quadruplex

Chemistry. 2019 Jul 2;25(37):8691-8695. doi: 10.1002/chem.201901468. Epub 2019 May 27.

Authors

Ryusuke Takeuchi¹, Tingting Zou^{1

2}, Daiki Wakahara¹, Yoshifumi Nakano¹, Shinobu Sato^{1

2}, Shigeori Takenaka^{1

2}

Affiliations

¹ Department of Applied Chemistry, Kyushu Institute of Technology, Fukuoka, 804-8550, Japan.
² Research Center for Bio-microsensing Technology, Kyushu Institute of Technology, Fukuoka, 804-8550, Japan.

PMID: 31069868
DOI: 10.1002/chem.201901468

Abstract

A new type of dimeric cyclic naphthalene diimide derivatives (cNDI-dimers) carrying varied linker length were designed and synthesized to recognize dimeric G-quadruplex structures. All of the cNDI-dimers exhibited a high preference for recognizing G-quadruplex structures, and significantly enhanced the thermal stability of the dimeric G-quadruplex structure over the cNDI monomer by increasing the melting temperature by more than 23 °C, which indicated the strengthened ability of cNDI dimers for stabilizing dimeric G-quadruplex. cNDI dimers also showed a stronger ability to inhibit telomerase activity and stop telomere DNA elongation than cNDI monomer, which showed an improved anticancer potentiality for further therapeutic application.

Keywords: DNA; G-quadruplex; cyclic naphthalene diimide; dimers; stability.

Grants and funding

15K13748/JSPS KAKENHI