Bis- and trisuracil nucleosides with nucleobases anchored to 11-, 12-, and 16-membered macrocyclic scaffolds: synthesis and aggregation study

Bis- and trisuracil nucleosides, in which the nucleobases are anchored to isoxazoline ring-fused 11-, 12-, and 16-membered macrooxacycles, were synthesized by nucleosidation of 1,2-isopropylidenefuranose ring-fused macrocycles. The nucleosides exhibited spherical and fiber-like morphologies in water. In one case, the morphology was significantly altered by complexation with an adenine nucleoside via complementary base pairing.