Literature DB >> 16682206

4'-Fluorinated carbocyclic nucleosides: synthesis and inhibitory activity against S-adenosyl-L-homocysteine hydrolase.

Yukio Kitade1, Takayuki Ando, Tsuyoshi Yamaguchi, Ayumi Hori, Masayuki Nakanishi, Yoshihito Ueno.   

Abstract

4'-Fluorinated analogue of 9-[(1'R,2'S,3'R)-2',3'-dihydroxy-cyclopentan-1'-yl]adenine (DHCaA) and their related analogues were systematically synthesized under the Mitsunobu and palladium(0) coupling conditions followed by fluorination with inversion of the configuration by using diethylaminosulfur trifluoride, respectively. 4'-beta-Fluoro DHCaA and 2-amino-4'-alpha-fluoro DHCaA demonstrated slight inhibitory activity against human and Plasmodium falciparum S-adenosyl-L-homocysteine hydrolase, respectively.

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Year:  2006        PMID: 16682206     DOI: 10.1016/j.bmc.2006.04.023

Source DB:  PubMed          Journal:  Bioorg Med Chem        ISSN: 0968-0896            Impact factor:   3.641


  2 in total

1.  Diastereoselective synthesis of a spironoraristeromycin using an acylnitroso Diels-Alder reaction.

Authors:  Weimin Lin; Kristopher G Virga; Kyung-Hee Kim; Jaroslav Zajicek; David Mendel; Marvin J Miller
Journal:  J Org Chem       Date:  2009-08-21       Impact factor: 4.354

2.  A new synthesis and an antiviral assessment of the 4'-fluoro derivative of 4'-deoxy-5'-noraristeromycin.

Authors:  Xue-qiang Yin; Wei-kuan Li; Minmin Yang; Stewart W Schneller
Journal:  Bioorg Med Chem       Date:  2009-03-09       Impact factor: 3.641

  2 in total

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