Premium
Metal‐Ion‐Binding Analogs of Ribonucleosides: Preparation and Formation of Ternary Pd 2+ and Hg 2+ Complexes with Natural Pyrimidine Nucleosides
Author(s) -
Golubev Oleg,
Lönnberg Tuomas,
Lönnberg Harri
Publication year - 2013
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.201300042
Subject(s) - chemistry , pyrimidine , ternary operation , metal , purine , pyridine , uridine , ribonucleoside , nuclear magnetic resonance spectroscopy , derivative (finance) , medicinal chemistry , ternary complex , stereochemistry , metal ions in aqueous solution , organic chemistry , enzyme , rna , biochemistry , computer science , financial economics , economics , gene , programming language
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.