Synthesis and antiviral evaluation of 2′,3′-dideoxy-2′,3′-difluoro-D-arabinofuranosyl 2,6-disubstituted purine nucleosides

Heterocyclic communications

article

Raymond F. Schinazi¹  Grigorii G. Sivets³  Mervi A. Detorio¹  Tami R. McBrayer⁴  Tony Whitaker⁴  Steven J. Coats⁴  Franck Amblard¹ 

[1] Center for AIDS Research, Laboratory of Biochemical Pharmacology, Department of Pediatrics, Emory University School of Medicine;Veterans Affairs Medical Center;Institute of Bioorganic Chemistry, National Academy of Sciences;Inc.

关键词: fluorine;    HCV;    HIV;    nucleoside;    purine;   

DOI  :  10.1515/hc-2015-0174

学科分类：内科医学

来源: De Gruyter

【 摘 要 】

The synthesis of new 2,6-disubstituted purine 2′,3′-dideoxy-2′,3′-difluoro-D-arabino nucleosides is reported. Their ability to block HIV and HCV replication along with their cytotoxicity toward Huh-7 cells, human lymphocyte, CEM and Vero cells was also assessed. Among them, β-2,6-diaminopurine nucleoside 25 and guanosine derivative 27 demonstrate potent anti-HIV-1 activity (EC 50 = 0.56 and 0.65 μ m ; EC 90 = 4.2 and 3.1 μ m ) while displaying only moderate cytotoxicity in primary human lymphocytes.

【 授权许可】

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