Synthesis and Conformational Study of 3-Hydroxy-4-(Hydroxymethyl)-1-Cyclohexanyl Purines and Pyrimidines.
The cyclohexane nucleosides with a 1,4-relationship between nucleoside base and hydroxymethyl moiety were synthesized using a conjugated addition reaction of the nucleobases to ethyl 1,3-cyclohexadiene-1-carboxylate and hydroboration of the cyclohexenyl precursor. The lack of antiviral activity of the compounds was correlated with the conformation of these nucleosides as deduced from NMR and X-ray analysis.
Maurinsh
Yuris
Y
Rega Institute for Medical Research and Faculty of Pharmacy, Katholieke Universiteit Leuven, B-3000 Leuven, Belgium.
Schraml
Jan
J
De Winter
Hans
H
Blaton
Norbert
N
Peeters
Oswald
O
Lescrinier
Eveline
E
Rozenski
Jef
J
Van Aerschot
Arthur
A
De Clercq
Erik
E
Busson
Roger
R
Herdewijn
Piet
P