L-. beta.-(2S, 4S)-and L-. alpha.-(2S, 4R)-dioxolanyl nucleosides as potential anti-HIV agents: asymmetric synthesis and structure-activity relationships

HO Kim, RF Schinazi, K Shanmuganathan…

Index: Kim; Schinazi; Shanmuganathan; Jeong; Beach; Nampalli; Cannon; Chu Journal of Medicinal Chemistry, 1993 , vol. 36, # 5 p. 519 - 528

Full Text: HTML

Citation Number: 124

Abstract

In order to study the structure-activity relationships of L-(~ S,~ S)- and~-(2S, 4R)-dioxolanyl nucleosides as potential anti-HIV agents, various enantiomerically pure L-(~ S,~ S)- and (2S, 4R)-dioxolanylpyrimidine and-purine nucleosides have been synthesized and evaluated against HIV-1 in human peripheral blood mononuclear (PBM) cells. The enantiomerically pure key intermediate 8 has been synthesized in sixsteps from 1, 6-anhydro-8-~-gulose ( ...

Related Articles:

Potent anti-HIV and anti-HBV activities of (−)-L-β-dioxolane-C and (+)-L-β-dioxolane-T and their asymmetric syntheses.

[Tetrahedron Letters, , vol. 33, # 46 p. 6899 - 6902]

Oxidative degradation of L-ascorbic acid acetals to 2′, 3′-dideoxy-3′-oxaribofuranosides. Synthesis of enantiomerically pure 2′, 3′-dideoxy-3′-oxacytidine …

[Tetrahedron Letters, , vol. 33, # 46 p. 6949 - 6952]

Oxidative degradation of L-ascorbic acid acetals to 2′, 3′-dideoxy-3′-oxaribofuranosides. Synthesis of enantiomerically pure 2′, 3′-dideoxy-3′-oxacytidine …

[Tetrahedron Letters, , vol. 33, # 46 p. 6949 - 6952]

More Articles...