E. S. Matyugina, V. T. Valuev-Elliston, A. O. Chizhov, S. N. Kochetkov, A. L. Khandazhinskaya, “HIV-1 non-nucleoside reverse transcriptase inhibitors: incorporation of benzylphosphonate moiety for solubility improvement”, Mendeleev Commun., 2016, Volume 26, Issue 2,Pages <nobr>114

This article is cited in 3 papers

Communications

HIV-1 non-nucleoside reverse transcriptase inhibitors: incorporation of benzylphosphonate moiety for solubility improvement

E. S. Matyugina^a, V. T. Valuev-Elliston^a, A. O. Chizhov^b, S. N. Kochetkov^a, A. L. Khandazhinskaya^a

^a V.A. Engelhardt Institute of Molecular Biology, Russian Academy of Sciences, Moscow, Russian Federation
^b N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation

Abstract: Benzylphosphonates of 5’-norcarbocyclic analogue of 2’,3’-dideoxy-2’,3’-didehydrouridine and its N³-benzyl derivatives with different substituents at the phosphorus atom were designed and synthesized in attempt to improve solubility of potential non-nucleoside reverse transcriptase inhibitor. Solubility of the most hydrophilic representative was 400 mg in 100 ml of 1% DMSO solution in water. The target phosphonates were examined against HIV-1 reverse transcriptase with K_I for all compounds being higher than 100 μM.

Language: English

DOI: 10.1016/j.mencom.2016.03.009