Literature DB >> 12467606

Antiviral activity of cyclopentenyl nucleosides against orthopox viruses (Smallpox, monkeypox and cowpox).

C K Chu1, Y H Jin, R O Baker, J Huggins.   

Abstract

An improved method for the synthesis of enantiomerically pure D-cyclopentenyl nucleosides has been accomplished and their antiviral activity against orthopox viruses have been evaluated. The key intermediate, L-cyclopent-2-enone 13 was prepared from D-ribose using a ring closing metathesis reaction in eight steps. Among the synthesized nucleosides, the adenine 2 (Neplanocin A), cytosine 14, and 5-F-cytosine 15 analogues exhibited potent anti-orthopox virus activity, including smallpox virus.

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Year:  2003        PMID: 12467606     DOI: 10.1016/s0960-894x(02)00841-7

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN: 0960-894X            Impact factor:   2.823


  7 in total

1.  Synthesis and anti-hepatitis B virus and anti-hepatitis C virus activities of 7-deazaneplanocin A analogues in vitro.

Authors:  Hyo-Joong Kim; Ashoke Sharon; Chandralata Bal; Jianing Wang; Madhan Allu; Zhuhui Huang; Michael G Murray; Leda Bassit; Raymond F Schinazi; Brent Korba; Chung K Chu
Journal:  J Med Chem       Date:  2009-01-08       Impact factor: 7.446

2.  The pyrimidin analogue cyclopentenyl cytosine induces alloantigen-specific non-responsiveness of human T lymphocytes.

Authors:  N Nikolaeva; F J Bemelman; S-L Yong; A Verschuur; R A W van Lier; I J M ten Berge
Journal:  Clin Exp Immunol       Date:  2007-12-06       Impact factor: 4.330

3.  Synthesis of antiproliferative Cephalotaxus esters and their evaluation against several human hematopoietic and solid tumor cell lines: uncovering differential susceptibilities to multidrug resistance.

Authors:  Joseph D Eckelbarger; Jeremy T Wilmot; Matthew T Epperson; Chandar S Thakur; David Shum; Christophe Antczak; Leonid Tarassishin; Hakim Djaballah; David Y Gin
Journal:  Chemistry       Date:  2008       Impact factor: 5.236

4.  Carbocyclic 4'-Epiformycin.

Authors:  Jian Zhou; Minmin Yang; Akin Akdag; Haisheng Wang; Stewart W Schneller
Journal:  Tetrahedron       Date:  2008-01-07       Impact factor: 2.457

5.  "Reverse fleximers": introduction of a series of 5-substituted carbocyclic uridine analogues.

Authors:  Joshua M Sadler; Olubukola Ojewoye; Katherine L Seley-Radtke
Journal:  Nucleic Acids Symp Ser (Oxf)       Date:  2008

Review 6.  Drug Development against Smallpox: Present and Future.

Authors:  Déborah Delaune; Frédéric Iseni
Journal:  Antimicrob Agents Chemother       Date:  2020-03-24       Impact factor: 5.938

7.  Synthesis and antiviral activity of 7-deazaneplanocin A against orthopoxviruses (vaccinia and cowpox virus).

Authors:  Balakumar Arumugham; Hyo-Joong Kim; Mark N Prichard; Earl R Kern; Chung K Chu
Journal:  Bioorg Med Chem Lett       Date:  2005-11-03       Impact factor: 2.940

  7 in total

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