Transglycosylation Reactions of 6-Thioguanine Acyclonucleosides |
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| Authors: | Andrzej Manikowski Jerzy Boryski |
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| Institution: | Institute of Bioorganic Chemistry, Polish Academy of Sciences ul , Noskowskiego 12/14, PL-61704 , Poznań , Poland |
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| Abstract: | Abstract 9-(2-Acetoxyethoxy)methyl-N2-acetyl-6-thioguanine (2) undergoes two different transglycosylation reactions: i) the 7 ? 9 isomerization, which gives the respective 7-regioisomer (3) as the major product, ii) the 9 ? S6 glycosyl migration, which leads to a 9,S6-disubstituted product (4). S6-Methylation completely stopped the reversibility of transglycosylation. |
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| Keywords: | Acyclic nucleosides Prodrugs Antiviral |
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