Literature DB >> 16904326

Carbocyclic pyrimidine nucleosides as inhibitors of S-adenosylhomocysteine hydrolase.

Sylvester L Mosley1, Brian A Bakke, Joshua M Sadler, Naresh K Sunkara, Kathleen M Dorgan, Zhaohui Sunny Zhou, Katherine L Seley-Radtke.   

Abstract

The design, synthesis, and unexpected inhibitory activity against S-adenosyl-homocysteine (SAH) hydrolase (SAHase, EC 3.3.1.1) for a series of truncated carbocyclic pyrimidine nucleoside analogues is presented. Of the four nucleosides obtained, 10 was found to be active with a Ki value of 5.0 microM against SAHase.

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Year:  2006        PMID： 16904326      PMCID： PMC1702506          DOI： 10.1016/j.bmc.2006.07.052

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


  18 in total

1.  Adenine deaminase activity of the yicP gene product of Escherichia coli.

Authors:  H Matsui; M Shimaoka; H Kawasaki; Y Takenaka; O Kurahashi
Journal:  Biosci Biotechnol Biochem       Date:  2001-05       Impact factor: 2.043

2.  Structure of Escherichia coli 5'-methylthioadenosine/ S-adenosylhomocysteine nucleosidase inhibitor complexes provide insight into the conformational changes required for substrate binding and catalysis.

Authors:  Jeffrey E Lee; Kenneth A Cornell; Michael K Riscoe; P Lynne Howell
Journal:  J Biol Chem       Date:  2002-12-20       Impact factor: 5.157

3.  Streptomyces citricolor nov. sp. and a new antibiotic, aristeromycin.

Authors:  T Kusaka; H Yamamoto; M Shibata; M Muroi; T Kishi
Journal:  J Antibiot (Tokyo)       Date:  1968-04       Impact factor: 2.649

4.  Studies on neplanocin A, new antitumor antibiotic. II. Structure determination.

Authors:  M Hayashi; S Yaginuma; H Yoshioka; K Nakatsu
Journal:  J Antibiot (Tokyo)       Date:  1981-06       Impact factor: 2.649

Review 5.  Vaccinia virus inhibitors as a paradigm for the chemotherapy of poxvirus infections.

Authors:  E De Clercq
Journal:  Clin Microbiol Rev       Date:  2001-04       Impact factor: 26.132

6.  Studies on neplanocin A, new antitumor antibiotic. I. Producing organism, isolation and characterization.

Authors:  S Yaginuma; N Muto; M Tsujino; Y Sudate; M Hayashi; M Otani
Journal:  J Antibiot (Tokyo)       Date:  1981-04       Impact factor: 2.649

7.  Unexpected inhibition of S-adenosyl-L-homocysteine hydrolase by a guanosine nucleoside.

Authors:  Katherine L Seley; Stephen Quirk; Samer Salim; Liang Zhang; Asmerom Hagos
Journal:  Bioorg Med Chem Lett       Date:  2003-06-16       Impact factor: 2.823

8.  Structural comparison of MTA phosphorylase and MTA/AdoHcy nucleosidase explains substrate preferences and identifies regions exploitable for inhibitor design.

Authors:  Jeffrey E Lee; Ethan C Settembre; Kenneth A Cornell; Michael K Riscoe; Janice R Sufrin; Steven E Ealick; P Lynne Howell
Journal:  Biochemistry       Date:  2004-05-11       Impact factor: 3.162

9.  Preparation of carbocyclic S-adenosylazamethionine accompanied by a practical synthesis of (-)-aristeromycin.

Authors:  Minmin Yang; Wei Ye; Stewart W Schneller
Journal:  J Org Chem       Date:  2004-05-28       Impact factor: 4.354

10.  Contributions of active site residues to the partial and overall catalytic activities of human S-adenosylhomocysteine hydrolase.

Authors:  Philip Elrod; Jinsong Zhang; Xiaoda Yang; Dan Yin; Yongbo Hu; Ronald T Borchardt; Richard L Schowen
Journal:  Biochemistry       Date:  2002-06-25       Impact factor: 3.162
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  10 in total

1.  Carbocyclic thymidine analogues for use as potential therapeutic agents.

Authors:  Katherine L Seley-Radtke; Naresh K Sunkara
Journal:  Nucleosides Nucleotides Nucleic Acids       Date:  2009-05       Impact factor: 1.381

2.  Synthesis and characterization of Se-adenosyl-L-selenohomocysteine selenoxide.

Authors:  Richard I Duclos; Dillon C Cleary; Kalli C Catcott; Zhaohui Sunny Zhou
Journal:  J Sulphur Chem       Date:  2015-04-01       Impact factor: 2.680

3.  Synthesis and biological evaluation of a series of thieno-expanded tricyclic purine 2'-deoxy nucleoside analogues.

Authors:  Orrette R Wauchope; Cameron Johnson; Pasupathy Krishnamoorthy; Graciela Andrei; Robert Snoeck; Jan Balzarini; Katherine L Seley-Radtke
Journal:  Bioorg Med Chem       Date:  2012-03-12       Impact factor: 3.641

4.  Synthetic strategies toward carbocyclic purine-pyrimidine hybrid nucleosides.

Authors:  Joshua M Sadler; Sylvester L Mosley; Kathleen M Dorgan; Zhaohui Sunny Zhou; Katherine L Seley-Radtke
Journal:  Bioorg Med Chem       Date:  2009-06-23       Impact factor: 3.641

5.  Synthesis of 5'-functionalized nucleosides: S-Adenosylhomocysteine analogues with the carbon-5' and sulfur atoms replaced by a vinyl or halovinyl unit.

Authors:  Stanislaw F Wnuk; Pablo R Sacasa; Elzbieta Lewandowska; Daniela Andrei; Sumin Cai; Ronald T Borchardt
Journal:  Bioorg Med Chem       Date:  2008-04-12       Impact factor: 3.641

6.  Crystal structures of Mycobacterium tuberculosis S-adenosyl-L-homocysteine hydrolase in ternary complex with substrate and inhibitors.

Authors:  Manchi C M Reddy; Gokulan Kuppan; Nishant D Shetty; Joshua L Owen; Thomas R Ioerger; James C Sacchettini
Journal:  Protein Sci       Date:  2008-09-24       Impact factor: 6.725

7.  "Reverse" carbocyclic fleximers: synthesis of a new class of adenosine deaminase inhibitors.

Authors:  Sarah C Zimmermann; Joshua M Sadler; Peter I O'Daniel; Nathaniel T Kim; Katherine L Seley-Radtke
Journal:  Nucleosides Nucleotides Nucleic Acids       Date:  2013       Impact factor: 1.381

8.  Mildly acidic conditions eliminate deamidation artifact during proteolysis: digestion with endoprotease Glu-C at pH 4.5.

Authors:  Shanshan Liu; Kevin Ryan Moulton; Jared Robert Auclair; Zhaohui Sunny Zhou
Journal:  Amino Acids       Date:  2016-01-09       Impact factor: 3.520

Review 9.  Significance and biological importance of pyrimidine in the microbial world.

Authors:  Vinita Sharma; Nitin Chitranshi; Ajay Kumar Agarwal
Journal:  Int J Med Chem       Date:  2014-03-23

10.  Comparison of Protein N-Homocysteinylation in Rat Plasma under Elevated Homocysteine Using a Specific Chemical Labeling Method.

Authors:  Tianzhu Zang; Ligi Paul Pottenplackel; Diane E Handy; Joseph Loscalzo; Shujia Dai; Richard C Deth; Zhaohui Sunny Zhou; Jisheng Ma
Journal:  Molecules       Date:  2016-09-08       Impact factor: 4.411
  10 in total

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