Original scientific paper

Acyclic Analogues of Purine Nucleosides with Dimethylaminoethyl and Dimethylaminoethoxyalkyl Side Chains: Preparation, One- and Two-dimensional 1H- and 13C-NMR Studies

Mario Pongračić ; Pliva Research Institute, Prilaz Baruna Filipovića 25, 10000 Zagreb, Croatia
Silvana Raić ; Department of Organic Chemistry, Faculty of Chemical Engineering and Technology, University of Zagreb, Maruličev trg 20, 10000 Zagreb, Croatia
Dražen Vìkić-Topić ; Ruđer Bošković Institute, NMR Laboratory, HR-10001 Zagreb, Croatia
Mladen Mintas ; Department of Organic Chemistry, Faculty of Chemical Engineering and Technology, University of Zagreb, Maruličev trg 20, 10000 Zagreb, Croatia

Abstract

The novel acyclic analogues of purine nucleosides containing 6-N- [2-(dimethylamino)ethyl] and 9-(2-hydroxyalkyl) substituents (6, 7), or 9-[2-(2-(dimethylamino)ethoxy)alkyl] substituent and 6-amino group, free (5) or transformed into pyrrolo moiety (11, 12), were prepared by reaction of protected 9-(2-hydroxyalkyl)adenines with 2-(dimethylamino)ethyl chloride hydrochloride. The substitution site in the purine ring was determined by 1H- and 13C-NMR, using chemical and substituent induced shifts, H-H and C-H coupling constants and connectivities in two-dimensional homo- and hetero- nuclear correlation spectra.

Keywords

Hrčak ID:

135659

URI

https://hrcak.srce.hr/135659

Publication date:

3.11.1997.

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