Lak S. Jeong

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

Abstract The asymmetric synthesis of (+)- L -β-dioxolane-T and (−)- L -β-dioxolane-C were accomplished starting from 1,6-anhydro- L -β-gulopyranose, and their anti-HIV and anti-HBV activities were evaluated in human PBM cell, CEM cells and 2.2.15 cells, respectively.

Asymmetric synthesis of enantiomerically pure (-)-(1'R,4'R)-dioxolane-thymine and its anti-HIV activity

Abstract An asymmetric synthesis leading to the enantiomerically pure dioxolane-T has been achieved and its crystal structure has been determined and compared to the previously reported racemate. (−)-(1′R,4′R )-Dioxolane-T was found to have potent and selective anti-HIV activity in primary human lymphocytes.

An efficient synthesis of enantiomerically pure (+)-(2S,5R)-1-[2-(hydroxymethyl)-1,3-oxathiolan-5-yl]cytosine [(+)-BCH-189] from d-galactose

Abstract An efficient and short synthesis of enantiomerically pure (+)-BCH-189 has been accomplished from D-galactose via 1,6-thioanhydro-D-galactose.

Stereoselective Synthesis of 2′,3′-Dideoxy-and 2,3′-Didehydro-2′,3′-dideoxy-nucleosides

Abstract A general highly stereoselective synthetic method for 2′,3′dideoxy-and 2′,3′-didehydro-2′,3′-dideoxynucleosides is described.

Stereocontrolled Routes for the Synthesis of Anti-HIV and Anti-HBV Nucleosides

The discovery of the clinical usefulness of 2′-deoxy- and 2′,3′-dideoxy nucleoside analogues for the treatment of viral infections such as acquired immunodeficiency syndrome, hepatitis B virus, cytomegalovirus and herpes simplex, and for the treatment of cancer has lead to the development of synthetic methodologies for the total synthesis of these types of agents. The advantage of a total synthetic approach is the ability to synthesize nucleoside analogues in which the base or the sugar portion of the molecule is not of a natural type. It also circumvents the use of naturally occurring nucleosides as starting material, which, in some cases are not readily available in large quantities and /or are of high cost.