Acyclic Analogues of Purine Nucleosedes: One- and Two-Dimensional 1H and 13C NMR Evidences for N-9 and N-7 Regioisomers |
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Authors: | S Rai? M Pongra?i? J Vorkapi?-Fura? D Viki?-Topi? M Mintas |
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Institution: | 1. Department of Organic Chemistry, Faculty of Chemical Engineering and Technology , University of Zagreb , Croatia;2. Pliva Research Institute , Prilaz Baruna Filipovi?a 25, 10000, Zagreb, Croatia;3. Faculty of Food Technology and Biotechnology , University of Zagreb , Croatia;4. Rudjer Bo?kovi? Institute, Laboratory of Molecular Spectroscopy , 10000, Zagreb, Croatia |
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Abstract: | It has been established by means of one-and two-dimensional 1H and 13C NMR Spectroscopy that adenine acyclonucleosides are substituted at either N-9 or N-7 with 2',3'-dihydroxyprop-1-yl (2 and 3) or 2'-hydroxyprop-1-yl (4 and 5) aliphatic chains. The N-3 isomer has not been formed, as claimed previously. This was deduced on the basis of chemical shifts, substituent induced chemical shifts, magnitude and multiplicity of C-H couplings as well as connectivities in 2D homo-and heteronuclear correlation spectra. |
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Keywords: | Acyclonucleosides Purine Adenine N-9 and N-7 Regioisomers 1HNMR 13C NMR 2D Homo-and Heteronudear Correlation Spectroscopy |
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