Synthesis of distamycin A polyamides targeting G-quadruplex DNA

Michael J. B. Moore, Francisco Cuenca, Mark Searcey, Stephen Neidle

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41 Citations (Scopus)

Abstract

A number of amide-linked oligopyrroles based on distamycin molecules have been synthesized by solid-state methods, and their interactions with a human intramolecular G-quadruplex have been measured by a melting procedure. Several of these molecules show an enhanced ratio of quadruplex vs. duplex DNA binding compared to distamycin itself, including one with a 2,5-disubstituted pyrrole group. Quadruplex affinity increases with the number of pyrrole groups, and it is suggested that this is consistent with a mixed groove/G-quartet stacking binding mode.
Original languageEnglish
Pages (from-to)3479-3488
Number of pages10
JournalOrganic & Biomolecular Chemistry
Volume4
Issue number18
DOIs
Publication statusPublished - 2006

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