Assessment of new triplet forming artificial nucleobases as RNA ligands directed towards HCV IRES
- M. S. Filho, A. R. Martin, R. Benhida
- IIId loop, Bioorganic & Medicinal Chemistry…
We report the synthesis of two new artificial nucleobase scaffolds, 1 and 2, featuring adequate hydrogen bonding donors and acceptors for the molecular recognition of U:A and C:G base pairs, respectively. The tethering of these structures to various amino acids and the assessment of these artificial nucleobase-amino acid conjugates as RNA ligands against a model of HCV IRES IIId domain are also reported. Compound 1e displayed the highest affinity (Kd twice lower than neomycin - control). Moreover, it appears that this interaction is enthalpically and entropically favored.