Transglycosylation Reaction: Synthesis and Supramolecular Study of Carbohydrate‐Cased C₂‐Symmetric 20‐ and 22‐Membered Macrocyclic Dinucleosides

Abstract

Bis‐uracil nucleoside, in which the nucleobase is anchored to C2‐symmetric 22‐membered macrocycle (CSM‐3), was synthesized by nucleosidation of 1,2‐isopropylidenefuranose ring‐fused macrocycle. The bis‐uracil nucleoside exhibited petal flake‐like morphology in ethanolic solution. A change from petal‐like to bundle‐like morphology was observed on the addition of N6‐aminobenzoyl purine to the bis‐uracil nucleoside.

Synthesis of Modified C-Nucleosides of Therapeutic Significant: A Succinct Account

“…Since more than 50 years ago, it has been of interest to alter naturally occurring nucleosides chemically. To selectively interfere with DNA and RNA, many nucleoside analogues [24][25][26][27][28][29][30] has been synthesized. These structural alterations, which either affect the sugar moiety or the heterocyclic ring, produce analogs that function as anti-metabolites by inducing one of the following effects:…”

“…Thus, to selectively interfere with DNA and RNA, many nucleoside analogues have been synthesized. [24][25][26][27][28][29][30] These structural alterations, which either affect the sugar moiety or the heterocyclic ring, produce analogues that function as antimetabolites by inducing one of the following effects:…”