title: Synthesis and Conformational Study of 3-Hydroxy-4-(Hydroxymethyl)-1-Cyclohexanyl Purines and Pyrimidines.
abstract: 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.
authors.affiliation: Rega Institute for Medical Research and Faculty of Pharmacy, Katholieke Universiteit Leuven, B-3000 Leuven, Belgium.
authors.forename: Yuris
authors.initials: Y
authors.lastname: Maurinsh
authors.forename: Jan
authors.initials: J
authors.lastname: Schraml
authors.forename: Hans
authors.initials: H
authors.lastname: De Winter
authors.forename: Norbert
authors.initials: N
authors.lastname: Blaton
authors.forename: Oswald
authors.initials: O
authors.lastname: Peeters
authors.forename: Eveline
authors.initials: E
authors.lastname: Lescrinier
authors.forename: Jef
authors.initials: J
authors.lastname: Rozenski
authors.forename: Arthur
authors.initials: A
authors.lastname: Van Aerschot
authors.forename: Erik
authors.initials: E
authors.lastname: De Clercq
authors.forename: Roger
authors.initials: R
authors.lastname: Busson
authors.forename: Piet
authors.initials: P
authors.lastname: Herdewijn