Asymmetric synthesis and biological evaluation of. beta.-L-(2R, 5S)-and. alpha.-L-(2R, 5R)-1, 3-oxathiolane-pyrimidine and-purine nucleosides as potential anti-HIV …

LS Jeong, RF Schinazi, JW Beach…

Index: Jeong, Lak S.; Shinazi, Raymond F.; Beach, J. Warren; Kim, Hea O.; Nampalli, Satyanarayana; et al. Journal of Medicinal Chemistry, 1993 , vol. 36, # 2 p. 181 - 195

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Citation Number: 184

Abstract

In order to study the structure-activity relationships of L-oxathiolanyl nucleosides as potential anti-HIV agents, a series of enantiomerically pure L-oxathiolanyl pyrimidine and purine nucleosides were synthesized and evaluated for anti-HIV-1 activity in human peripheral blood mononuclear (PBM) cells. The key intermediate 8 was synthesized starting from L- gulose via 1, 6-thioanhydro-L-gulopyranose. The acetate 8 was condensed with thymine, ...