New nucleoside analogs from 2-amino-9-(β-D-ribofuranosyl)purine

A1 Journal article (refereed)


Internal Authors/Editors


Publication Details

List of Authors: Virta P, Holmström T, Roslund MU, Mattjus P, Kronberg L, Sjöholm R
Publication year: 2004
Journal: Organic and Biomolecular Chemistry
Journal acronym: ORG BIOMOL CHEM
Volume number: 2
Issue number: 6
Start page: 821
End page: 827
Number of pages: 7
ISSN: 1477-0520
eISSN: 1477-0539


Abstract

Four novel derivatives of 2-amino-9-(beta-D-ribofuranosyl) purine ( 1) were synthesised and fully characterised. When 1 was reacted with chloroacetaldehyde (a), 2-chloropropanal (b), bromomalonaldehyde (c) and a mixture of chloroacetaldehyde + malonaldehyde (d), 3-(beta-D-ribofuranosyl)- imidazo-[1,2a] purine (2), 3-(beta-D-ribofuranosyl)-5- methylimidazo-[1,2a] purine (3), 3-(beta-D-ribofuranosyl)-5-formylimidazo-[1,2a] purine (4) and 9-(beta-D-ribofuranosyl)-2-( 3,5-diformyl-4-methyl-1,4-dihydro-1-pyridyl) purine (5) were formed, respectively. The products were isolated, purified by chromatography and characterised by MS, complete NMR assignment as well as fluorescence and UV spectroscopy. The yields of these reactions were moderate ( 14 - 20%). The fluorescence properties differed from those of the starting compound and the quantum yields were considerably lower.

Last updated on 2019-25-08 at 05:42