Synthesis and Antiviral Evaluation of Carbocyclic 3′‐Azidothymidine (AZT) Analogues and Their  cyclo Sal‐Phosphate Triesters | Zendy

Ludek Olaf R. | Zendy; Balzarini Jan | Zendy; Meier Chris | Zendy

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Synthesis and Antiviral Evaluation of Carbocyclic 3′‐Azidothymidine (AZT) Analogues and Their cyclo Sal‐Phosphate Triesters

Author(s) -

Ludek Olaf R.,

Balzarini Jan,

Meier Chris

Publication year - 2006

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.200500719

Subject(s) - chemistry , zidovudine , nucleoside , phosphate , in vitro , stereochemistry , nucleoside analogue , human immunodeficiency virus (hiv) , organic chemistry , biochemistry , virology , viral disease , biology

Carbocyclic analogues of the anti ‐HIV dideoxynucleoside 3′‐azido‐3′‐deoxythymidine AZT ( 1 ) were synthesized. Starting from the enantiomerically pure carbocyclic 2′‐deoxythymidine 2 , four different carbocyclic AZT analogues 2 , 4 – 6 were prepared. Moreover, the nucleoside analogues were converted into their membrane‐permeable cyclo Sal‐phosphate triesters. All compounds were tested in vitro for their anti ‐HIV activity in human T‐lymphocytes (CEM/0). (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)

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