Metal‐Ion‐Binding Analogs of Ribonucleosides: Preparation and Formation of Ternary Pd 2+ and Hg 2+ Complexes with Natural Pyrimidine Nucleosides

Abstract Four metal‐ion‐binding nucleosides, viz. 2,6‐bis(1‐methylhydrazinyl)‐9‐( β ‐ D ‐ribofuranosyl)‐9 H ‐purine ( 2a ) and its N ‐acetylated derivative, 2b , 2,4‐bis(3,5‐dimethyl ‐ 1 H ‐pyrazol‐1‐yl)‐5‐( β ‐ D ‐ribofuranosyl)pyrimidine ( 3 ), and 2,4‐bis(1‐methylhydrazinyl)‐5‐( β ‐ D ‐ribofurano...

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Published inHelvetica chimica acta Vol. 96; no. 9; pp. 1658 - 1669
Main Authors Golubev, Oleg, Lönnberg, Tuomas, Lönnberg, Harri
Format Journal Article
LanguageEnglish
Published 01.09.2013
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Summary:Abstract Four metal‐ion‐binding nucleosides, viz. 2,6‐bis(1‐methylhydrazinyl)‐9‐( β ‐ D ‐ribofuranosyl)‐9 H ‐purine ( 2a ) and its N ‐acetylated derivative, 2b , 2,4‐bis(3,5‐dimethyl ‐ 1 H ‐pyrazol‐1‐yl)‐5‐( β ‐ D ‐ribofuranosyl)pyrimidine ( 3 ), and 2,4‐bis(1‐methylhydrazinyl)‐5‐( β ‐ D ‐ribofuranosyl)pyrimidine ( 4 ) have been synthesized. The ability of these nucleosides and the previously prepared 2,6‐bis(3,5‐dimethyl ‐ 1 H ‐pyrazol‐1‐yl)‐9‐( β ‐ D ‐ribofuranosyl)‐9 H ‐purine to form Pd 2+ ‐ and Hg 2+ ‐mediated complexes with uridine has been studied by 1 H‐NMR spectroscopy. To obtain additional support for the interpretation of the NMR data, comparative measurements on the ternary‐complex formation between pyridine‐2,6‐dicarboxamide ( 5 ), pyrimidine nucleosides, and K 2 PdCl 4 were carried out.
ISSN:0018-019X
1522-2675
DOI:10.1002/hlca.201300042