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Synthesis, Characterization and Erythrocyte Encapsulation of an Azidothymidine Homodinucleotide

  • Marco Giovine
  • Sonia Scarfi
  • Anna Gasparini
  • Enrico Millo
  • Gianluca Damonte
  • Antonio De Flora
  • Mauro Magnani
  • Alessandra Fraternale
  • Luigia Rossi
  • Rosamund Williams
  • Umberto Benatti

Summary

A new nucleoside analogue, di(thymidine-3′-azido-2′,3′-dideoxy-D-riboside)-5′-5′-p1-p2-pyrophosphate (AZTp2AZT), was designed and synthesized to overcome some limitations of conventional antiretroviral chemotherapy based upon nucleoside analogues (AZT, ddC, ddI). Indeed, the triphosphorylated form of these nucleoside analogues is able to inhibit the infectivity and replication of Human Immunodeficiency Virus (HIV-1), but the main problems in the use of these drugs concern their limited phosphorylation in some cells (e.g., macrophages) and their cytotoxic side effects. AZTp2AZT was encapsulated in human erythrocytes according to a conservative procedure of hypotonic shock-isotonic resealing and reannealing and showed a remarkable stability and a slow conversion to 5′-monophosphate (AZT-MP) and to AZT. This azidothymidine homodinucleotide seems to have chemical and biochemical properties enabling its profitable utilization in the erythrocyte-encapsulated form.

Keywords

Human Immunodeficiency Virus Human Immunodeficiency Virus Type Human Erythrocyte Nucleoside Analogue Anhydrous Pyridine 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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Copyright information

© Springer Science+Business Media New York 1997

Authors and Affiliations

  • Marco Giovine
    • 1
  • Sonia Scarfi
    • 1
  • Anna Gasparini
    • 1
  • Enrico Millo
    • 1
  • Gianluca Damonte
    • 1
  • Antonio De Flora
    • 1
  • Mauro Magnani
    • 2
  • Alessandra Fraternale
    • 2
  • Luigia Rossi
    • 2
  • Rosamund Williams
    • 3
  • Umberto Benatti
    • 1
  1. 1.Institute of BiochemistryUniversity of GenoaGenoaItaly
  2. 2.Institute of Biochemistry “Giogio Fornaini”University of UrbinoUrbinoItaly
  3. 3.Lepetit Research CenterGerenzano, VareseItaly

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