Jump to main content
Jump to site search

Issue 16, 2008
Previous Article Next Article

Synthesis and photophysical properties of 7-deaza-2′-deoxyadenosines bearing bipyridineligands and their Ru(ii)-complexes in position 7

Author affiliations

Abstract

The synthesis of the title 7-deazaadenine 2′-deoxyribonucleosides bearing bipyridine, phenanthroline or terpyridine ligands linked to position 7 via an acetylene or phenylene spacer is reported based on aqueous cross-coupling reactions of unprotected 7-iodo-7-deaza-2′-deoxyadenosine with ligand-functionalized acetylenes or boronic acids. The aqueous cross-coupling with acetylene or boronate building blocks containing the Ru(bpy)3-type of complex gave the corresponding Ru-containing nucleosides. Photophysical and electrochemical properties were studied and the most efficient type of complex was selected for future luminescent and redox labelling of DNA. The title nucleosides also showed some cytostatic and anti-HCV activities.

Graphical abstract: Synthesis and photophysical properties of 7-deaza-2′-deoxyadenosines bearing bipyridine ligands and their Ru(ii)-complexes in position 7

Back to tab navigation

Supplementary files

Article information


Submitted
03 Apr 2008
Accepted
13 May 2008
First published
16 Jun 2008

Org. Biomol. Chem., 2008,6, 2852-2860
Article type
Paper

Synthesis and photophysical properties of 7-deaza-2′-deoxyadenosines bearing bipyridine ligands and their Ru(II)-complexes in position 7

M. Vrábel, R. Pohl, I. Votruba, M. Sajadi, S. A. Kovalenko, N. P. Ernsting and M. Hocek, Org. Biomol. Chem., 2008, 6, 2852
DOI: 10.1039/B805632C

Social activity

Search articles by author

Spotlight

Advertisements