Bis-guanylhydrazone diimidazo[1,2-a:1,2-c]pyrimidine as a novel and specific G-quadruplex binding motif

Silvia Sparapani; Stefania Bellini; Mekala Gunaratnam; Shozeb M. Haider; Aldo Andreani; Mirella Rambaldi; Alessandra Locatelli; Rita Morigi; Massimiliano Granaiola; Lucilla Varoli; Silvia Burnelli; Alberto Leoni; Stephen Neidle

doi:10.1039/C0CC00020E

Bis-guanylhydrazone diimidazo[1,2-a:1,2-c]pyrimidine as a novel and specific G-quadruplex binding motif

Silvia Sparapani,^a Stefania Bellini,^b Mekala Gunaratnam,^a Shozeb M. Haider,^a Aldo Andreani,^b Mirella Rambaldi,^b Alessandra Locatelli,^b Rita Morigi,^b Massimiliano Granaiola,^b Lucilla Varoli,^b Silvia Burnelli,^b Alberto Leoni^b and Stephen Neidle*^a

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* Corresponding authors

^a Cancer Research UK Biomolecular Structure Group, The School of Pharmacy, University of London, London, UK

^b Dipartimento di Scienze Farmaceutiche, Università di Bologna, Via Belmeloro 6, 40126 Bologna, Italy

Abstract

A bis-guanylhydrazone derivative of diimidazo[1,2-a:1,2-c]pyrimidine has unexpectedly been found to be a potent stabiliser of several quadruplex DNAs, whereas there is no significant interaction with duplex DNA. Molecular modeling suggests that the guanylhydrazone groups play an active role in quadruplex binding.

Chemical Communications

Bis-guanylhydrazone diimidazo[1,2-a:1,2-c]pyrimidine as a novel and specific G-quadruplex binding motif

Abstract

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Bis-guanylhydrazone diimidazo[1,2-a:1,2-c]pyrimidine as a novel and specific G-quadruplex binding motif

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