Synthesis and Biological Evaluation of Some α-[6-(1′-Carbamoylalkylthio)-1 H-Pyrazolo[3,4-D]Pyrimidin-4-yl]Thioalkylcarboxamide Acyclonucleosides

REFERENCES

• Chu , C.K. and Cutler , S.J. 1986 . Chemistry and antiviral activities of acyclonucleosides . J. Heterocycl. Chem. , 23 : 289 – 319 .
   Web of Science ®Google Scholar
• El Ashry , E.S.H. and El Kilany , Y. 1996 . Acyclonucleosides: Part 1. Seco-nucleosides . Advan. Heterocycl. Chem. , 67 : 391 – 438 . a) b) Acyclonucleosides: Part 2. diseco-nucleosides. Advan. Heterocycl. Chem. 1997, 68, 1–88; c) Acyclonucleosides: Part 3. Tri-, tetra-, and pentaseco-nucleosides. Advan. Heterocycl. Chem. 1998, 69, 129–215.
   Web of Science ®Google Scholar
• De Clercq , E. 1988 . Advances in Drugs Research , Edited by: Testa , B. Vol. 19 , 1 – 59 . LTD Londres : Academic Press .
   Google Scholar
• Minuk , G.Y. , German , G.B. , Bernstein , C. , Benarroch , A. , Gauthiar , T. and Sekla , L. 1992 . A pilot study of steroid withdrawal followed by oral acyclovir in the treatment of chronic type B hepatitis. . Clin. Invest. Med. , 15 : 506 – 512 .
   PubMed Web of Science ®Google Scholar
• Luscombe , C. , Pedersen , J. , Uren , E. and Locarnini , S . 1996 . Long-term ganciclovir chemotherapy for congenital duck hepatitis B virus infection in vivo. Effect on intrahepatitic-viral DNA, RNA and protein expression . Hepatology , 24 : 766 – 773 .
   PubMed Web of Science ®Google Scholar
• Chachoua , A. , Dieterich , D. , Krasinski , K. , Greene , J. , Laubenstein , L. , Wernz , J. , Bahles , W. and Koretz , S. 1987 . 9-(1,3-dihydroxy-2-propoxymethyl)guanine (ganciclovir) in the treatment of cytomegalovirus gastrointestinal disease with the Acquired Immunodefiency Syndrome . Ann. Intern. Med. , 107 : 133 – 137 .
   PubMed Web of Science ®Google Scholar
• Korba , B.E. and Boyd , M.R. 1996 . Penciclovir is a selective inhibitor of hepatitis B virus replication in cultured human hepatoblastoma cells . Antimicrob. Agents Chemother. , 40 : 1282 – 1284 .
   PubMed Web of Science ®Google Scholar
• Boyd , M.R. , Safrin , S. and Kern , E.R. 1993 . Penciclovir: A review of its spectrum of activity, selectivity and cross-resistance pattern . Antiviral Chem. Chemother. , 4 ( Suppl. 1 ) : 3 – 11 .
   Google Scholar
• Moukha-chafiq , O. , Taha , M.L. , Lazrek , H.B. , Vasseur , J.J. and De Clercq , E. 2002 . Synthesis and biological evaluation of some acyclic α-[1H-pyrazolo[3,4-d]pyrimidin-4-yl]thioalkyamide nucleosides . Nucleosides, Nucleotides and Nucleic Acids , 21 : 166 – 176 .
   Web of Science ®Google Scholar
• Robins , R.K. 1956 . Potential purine antagonists. I. Synthesis of some 4,6-substituted pyrazolo[3,4-d]pyrimidines . J. Am. Chem. Soc. , 78 : 784 – 790 .
   Web of Science ®Google Scholar
• Shortnacy-Fowler , A.T. , Tiwari , K.N. , Montgomery , J.A. , Buckheit , R.W. , Secrist , J.A. III and Seela , F. 1999 . Synthesis and biological activity of 2′-fluoro-D-arabinofuranosylpyrazolo[3,4-d]pyrimidine nucleosides . Helv. Chim. Acta. , 82 : 2240 – 2245 .
   Web of Science ®Google Scholar
• Saxena , N.K. , Coleman , L.A. , Drach , J.C. and Townsend , L.B. 1990 . Synthesis and antiviral activity of some 7-[(2-hydroxyethoxy)methyl] pyrazolo[3,4-d]pyrimidine analogues of sangivamicin and toyocamycin . J. Med. Chem. , 33 ( 7 ) : 1980 – 1983 .
   PubMed Web of Science ®Google Scholar
• Kazimierczuk , Z. , Cottam , H.B. , Revankar , G.R. and Robins , R.K. 1984 . Synthesis of 2′-deoxytubercidin, 2′-deoxyadenosine, and related 2′-deoxynucleosides via a novel direct stereospecific sodium salt glycosylation procedure . J. Am. Chem. Soc. , 106 : 6379 – 6382 .
   Web of Science ®Google Scholar
• Taha , M.L. , Lazrek , H.B. , Barascut , J.L. and Imbach , J.L. 1996 . Synthesis of some 4-substituted 1-[(2-hydroxyethoxy)methyl]pyrazolo[3,4-d]pyrimidines . Bull. Soc. Chim. Belg. , 105 ( 5 ) : 279 – 285 .
   Google Scholar
• Taha , M.L. and Lazrek , H.B. 1995 . Synthesis of some 4-substituted 1-(4-hydroxybutyl)pyrazolo[3,4-d]pyrimidines analogs of 9-(4-hydroxybutyl)guanine (HBG) . Bull. Soc. Chim. Belg. , 104 ( 11 ) : 647 – 652 .
   Google Scholar
• Shaeffer , H.J. , Beauchamp , L. , De Miranda , P. , Elion , G.B. , Bauer , D.B. and Collins , P. 1978 . 9-(2-hydroxyethoxymethyl)guanine activity against viruses of herpes group. . Nature , 272 : 583 – 585 . London
   PubMed Web of Science ®Google Scholar
• Taha , M.L. and Lazrek , H.B. 1997 . Synthesis of some 4-substituted 1-[(2,3-dihydroxy-1-propoxy)methyl]-1h-pyrazolo[3,4-d]pyrimidines . Bull. Soc. Chim. Belg. , 106 ( 3 ) : 163 – 168 .
   Google Scholar
• Cheng , C.C. and Robins , R.K. 1982 . Potential purine antagonists. XIII. Synthesis of 1-alkyl(aryl)-4,6-disubstituted pyrazolo[3,4-d]pyrimidines . J. Org. Chem , 25 : 32 – 35 .
   Google Scholar
• Pauwels , R. , Balzarini , J. , Baba , H. , Snoeck , R. , Schols , D. , Herdewijn , P. , Desmyter , J. and De Clercq , E. 1988 . Rapid and automated tetrazolium-based colorimetric assay for the detection of anti-HIV compounds . J. Virol. Methods , 20 : 309 – 321 .
   PubMed Web of Science ®Google Scholar
• Witvrouw , M. , Balzarini , J. , Pannecouque , C. , Jhaumar-Laullo , S. , Esté , J. , Schols , D. , Cherepanov , P. , Schmit , J.-C. , Deyser , Z. , Vandamme , A.-M. , Desmyter , J. , Ramadas , R. and De Clercq , E. 1997 . SRR-SB3, a disulfide-containing macrolide that inhibits a late stage of the replicative cycle of Human Immunodeficiency Virus . Antimicrob. Agents Chemother. , 41 : 262 – 268 .
   PubMed Web of Science ®Google Scholar
• Collin , L. and Franzblau , S.G. 1997 . Microplate alamar blue assay versus BACTEC 460 system for high-throughput screening of compounds against Mycobacterium tuberculosis and Mycobacterium avium . Agents Chemother. , 41 : 1004 – 1009 .
   PubMed Web of Science ®Google Scholar