Abstract
Modification of 2′-deoxyadenosine at position 8 with para-carborane boron cluster is described. Incorporation of boron cluster into nucleic base has been accomplished using Sonogashira palladium-catalyzed cross-coupling reaction or, alternatively, Huisgen “click” type reaction. These are the first examples of adenosine derivatives with hydrophobic carborane pharmacophore attached to purine base.
This work has been supported in part by the Polish Ministry Education and Sciences grant number 1 T09A 121 30 and by internal grant from the Center of Medical Biology PAS. Authors thank Prof. J. Plešek and Dr. Bohümir Grüner for kind gift of 10-dioxane-7,8-dicarba-nido-undecaborane.