Literature DB >> 22690021

An efficient synthesis of the 4'-epimer of 2-fluoronoraristeromycin.

Quachel Bazile1, Tesfaye Serbessa, Junyan Zhong.   

Abstract

The 4'-epimer of 2-fluoronoraristeromycin was synthesized by employing bis-t-butoxycarbonyl (Boc) protected 2-fluoroadenine as a superior substrate for the Mitsunobu reaction with the appropriate cyclopentenol. Unlike the unsubstituted counterpart 2-fluoroadenine, this substrate is completely soluble in THF and resulted in a very good yield in the Mitsunobu coupling reaction as well as subsequent steps.

Entities:  

Year:  2012        PMID： 22690021      PMCID： PMC3370682          DOI： 10.1016/j.tetlet.2012.01.047

Source DB:  PubMed          Journal:  Tetrahedron Lett        ISSN： 0040-4039            Impact factor:   2.415


  9 in total

1.  Highly efficient stereoconservative amidation and deamidation of alpha-amino acids.

Authors:  Deepak M Shendage; Roland Fröhlich; Günter Haufe
Journal:  Org Lett       Date:  2004-10-14       Impact factor: 6.005

2.  John Montgomery's legacy: carbocyclic adenosine analogues as SAH hydrolase inhibitors with broad-spectrum antiviral activity.

Authors:  Erik De Clercq
Journal:  Nucleosides Nucleotides Nucleic Acids       Date:  2005       Impact factor: 1.381

3.  Mutational analyses of Plasmodium falciparum and human S-adenosylhomocysteine hydrolases.

Authors:  Masayuki Nakanishi; Saori Yabe; Nobutada Tanaka; Yasutomo Ito; Kazuo T Nakamura; Yukio Kitade
Journal:  Mol Biochem Parasitol       Date:  2005-10       Impact factor: 1.759

4.  Synthesis of tert-butoxycarbonyl (Boc)-protected purines.

Authors:  S Dey; P Garner
Journal:  J Org Chem       Date:  2000-11-03       Impact factor: 4.354

5.  Synthesis of 2-fluoronoraristeromycin and its inhibitory activity against Plasmodium falciparum S-adenosyl-L-homocysteine hydrolase.

Authors:  Yukio Kitade; Hiroharu Kojima; Fazila Zulfiqur; Hye-Sook Kim; Yusuke Wataya
Journal:  Bioorg Med Chem Lett       Date:  2003-11-17       Impact factor: 2.823

6.  Plasmodium falciparum S-adenosylhomocysteine hydrolase. cDNA identification, predicted protein sequence, and expression in Escherichia coli.

Authors:  K A Creedon; P K Rathod; T E Wellems
Journal:  J Biol Chem       Date:  1994-06-10       Impact factor: 5.157

7.  Crystal structure of S-adenosyl-L-homocysteine hydrolase from the human malaria parasite Plasmodium falciparum.

Authors:  Nobutada Tanaka; Masayuki Nakanishi; Yoshio Kusakabe; Katsura Shiraiwa; Saori Yabe; Yasutomo Ito; Yukio Kitade; Kazuo T Nakamura
Journal:  J Mol Biol       Date:  2004-10-29       Impact factor: 5.469

8.  Synthesis of 4'-modified noraristeromycins to clarify the effect of the 4'-hydroxyl groups for inhibitory activity against S-adenosyl-L-homocysteine hydrolase.

Authors:  Takayuki Ando; Kenji Kojima; Praveen Chahota; Atsushi Kozaki; Nikalje D Milind; Yukio Kitade
Journal:  Bioorg Med Chem Lett       Date:  2008-03-14       Impact factor: 2.823

9.  Inhibition of human immunodeficiency virus type 1 replication by blocking IkappaB kinase with noraristeromycin.

Authors:  Kaori Asamitsu; Tsuyoshi Yamaguchi; Kenji Nakata; Yurina Hibi; Ann-Florence B Victoriano; Kenichi Imai; Kikuo Onozaki; Yukio Kitade; Takashi Okamoto
Journal:  J Biochem       Date:  2008-08-19       Impact factor: 3.387
  9 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.