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L-Ascorbic and D-Isoascorbic Acids: Chiron Sources for 1′,2′ -SECO-Nucleosides/Tides, Phosphonates, and Other Molecules of Biological Interest

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Nucleosides and Nucleotides as Antitumor and Antiviral Agents

Abstract

The introduction of acyclovir (ACV, 1a) as a clinically useful anti-herpetic drug has spurred interest in other acyclic nucleosides as potential chemotherapeutic agents. Ganciclovir (DHPG, 1b), a closely related analog, has found clinical utility in the treatment of infections caused by human cytomegalovirus (HCMV). Among several acyclic nucleosides, a few have shown promising anti-HIV activity. Adenallene (2a) and cytallene (2b) are two such compounds that inhibit the expression of HIV-1 gag-encoded protein and suppress DNA synthesis at concentrations that do not affect normal T-cells in vitro.1 9-[(2-Phosphonylmethoxy)ethyl]adenine (PMEA, 3a) and S-9-[(3-hydroxy-2-phosphonyl-methoxy)propyl]adenine (HPMPA, 3b) and -cytosine (HPMPC, 3c) are phosphonic acid derivatives that have been found to be active against a series of DNA2 as well as HIV viruses.3

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Authors and Affiliations

  1. Departments of Medicinal Chemistry and Chemistry, University of Rhode Island, Kingston, RI, USA, 02881

    Elie Abushanab

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Editors and Affiliations

  1. The University of Georgia, Athens, Georgia

    Chung K. Chu

  2. The University of Tennessee, Knoxville, Tennessee, USA

    David C. Baker

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Abushanab, E. (1993). L-Ascorbic and D-Isoascorbic Acids: Chiron Sources for 1′,2′ -SECO-Nucleosides/Tides, Phosphonates, and Other Molecules of Biological Interest. In: Chu, C.K., Baker, D.C. (eds) Nucleosides and Nucleotides as Antitumor and Antiviral Agents. Springer, Boston, MA. https://doi.org/10.1007/978-1-4615-2824-1_9

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