The prenylated dioxopiperazine alkaloid Cristatin A has selective telomeric DNA G-quadruplex stabilising properties

Khondaker M. Rahman; Mohammad D. Hossain; Mohammad H. Sohrab; Alex F. Drake; Tam T. Bui; Jarmila Husby; Mekala Gunaratnam; Stephen Neidle; Choudhury M. Hasan; David E. Thurston

doi:10.1039/C2CC31277H

The prenylated dioxopiperazine alkaloid Cristatin A has selective telomeric DNA G-quadruplex stabilising properties†

Khondaker M. Rahman,^a Mohammad D. Hossain,^b Mohammad H. Sohrab,^c Alex F. Drake,^a Tam T. Bui,^a Jarmila Husby,^d Mekala Gunaratnam,^d Stephen Neidle,^d Choudhury M. Hasan*^e and David E. Thurston*^a

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* Corresponding authors

^a Department of Pharmacy, King's College London, Stamford Street, London, UK
E-mail: david.thurston@kcl.ac.uk
Tel: +44 (0)20 7848 4279

^b Department of Applied Chemistry and Chemical Technology, University of Dhaka, Dhaka-1000, Bangladesh

^c Pharmaceutical Sciences Research Division, BCSIR Laboratories Dhaka, Dr Qudrat-I-Khuda Road, Dhaka-1205, Bangladesh

^d UCL School of Pharmacy, London, UK

^e Department of Pharmaceutical Chemistry, Faculty of Pharmacy, University of Dhaka, Dhaka-1000, Bangladesh
E-mail: cmhasan@gmail.com

Abstract

Cristatin A (1a/b), a prenylated dioxopiperazine alkaloid, has been shown to bind selectively to telomeric quadruplex DNA using a FRET-based DNA melting assay. Crucially, the molecule is more drug-like than most previously identified quadruplex-binding agents, and provides a unique chemical scaffold for future chemical biology and drug discovery studies.

Chemical Communications

The prenylated dioxopiperazine alkaloid Cristatin A has selective telomeric DNA G-quadruplex stabilising properties†

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The prenylated dioxopiperazine alkaloid Cristatin A has selective telomeric DNA G-quadruplex stabilising properties

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