Date of Original Version
Biomedical and Pharmaceutical Sciences
A polymer-bound α,β-methylene-β-triphosphitylating reagent was synthesized and subjected to reactions with unprotected nucleosides, followed by oxidation, deprotection of cyanoethoxy groups, and acidic cleavage to afford nucleoside 5′-O-α,β-methylene-β-triphosphates. Among all the compounds, cytidine 5′-O-α,β-methylene-β-triphosphate inhibited RNase H activity of HIV-1 reverse transcriptase with a Ki value of 225 μM.
Ahmadibeni, Y., Dash, C., Hanley, M. J., Le Grice, S. F. J., Agarwal, H. K., & Parang, K. (2010). Synthesis of nucleoside 5′-O-α,β-methylene-β-triphosphates and evaluation of their potency towards inhibition of HIV-1 reverse transcriptase. Organic & Biomolecular Chemistry, 8(6), 1271-1274. doi:
Available at: http://dx.doi.org/10.1039/B922846B