SYNTHESIS OF THE MODIFIED NUCLEOSIDE 8-BROMADENOSINE AND ITS PHOSPHOLIPID DERIVATIVE

Abstract

Modified nucleoside 8-bromoadenosine possessing high reactive capacity may serve as a basic compound for the synthesis of a large number of purine antimetabolites showing potentially therapeutic activities toward several tumor and viral diseases. In this study, 8-bromoadenosine was produced by a simple eco-friendly procedure following the treatment of nucleoside precursor adenosine with aqueous bromine solution. In the course of enzymatic transphosphatidylation reaction, the first synthesis of phospholipid derivative of the above-mentioned nucleoside -5‘-(1,2-dimyristoyl phosphatidyl)-8-bromoadenosine was accomplished. Novel compounds may presumably act as non-toxic progenitors of bioactive antimetabolites to be used in drug formulas.