Literature DB >> 12570843

New progresses in the enantioselective synthesis and biological properties of carbocyclic nucleosides.

Juan B Rodríguez1, María J Comin.   

Abstract

The recent advances in the chemistry of carbocyclic nucleosides focused on different synthetic approaches that lead to optically pure products as well as a comprehensive overview of their biological properties are discussed. In the latter aspect, molecular recognition of enzymes of pharmacological importance such as: reverse transcriptase, adenosine deaminase, thymidine kinase, DNA cytosine-C5 methyl transferase, S-adenosylhomocysteine hydrolase, etc are considered. The role of conformation and puckering of the glycon moiety in modulating the biological activity and also the use of carbanucleosides as building blocks to prepare oligonucleotides are carefully illustrated.

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Year:  2003        PMID: 12570843     DOI: 10.2174/1389557033405331

Source DB:  PubMed          Journal:  Mini Rev Med Chem        ISSN: 1389-5575            Impact factor:   3.862


  9 in total

1.  Syntheses of carbocyclic aminonucleosides and (-)-epi-4'-carbocyclic puromycin: Application of palladium(0)/indium iodide-allylations and tethered aminohydroxylations.

Authors:  Cara Cesario; Lawrence P Tardibono; Marvin J Miller
Journal:  Tetrahedron Lett       Date:  2010-06-09       Impact factor: 2.415

Review 2.  Dynamic kinetic resolution of Vince lactam catalyzed by γ-lactamases: a mini-review.

Authors:  Shaozhou Zhu; Guojun Zheng
Journal:  J Ind Microbiol Biotechnol       Date:  2018-10-23       Impact factor: 3.346

3.  Synthesis of cyclopentanyl carbocyclic 5-fluorocytosine ((-)-5-fluorocarbodine) using a facially selective hydrogenation approach.

Authors:  Jong Hyun Cho; Franck Amblard; Steven J Coats; Raymond F Schinazi
Journal:  J Org Chem       Date:  2012-12-26       Impact factor: 4.354

Review 4.  The nitrosocarbonyl hetero-Diels-Alder reaction as a useful tool for organic syntheses.

Authors:  Brian S Bodnar; Marvin J Miller
Journal:  Angew Chem Int Ed Engl       Date:  2011-04-21       Impact factor: 15.336

5.  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

6.  Syntheses of carbocyclic uracil polyoxin C analogs: application of Pd(0)/InI-allylation of 4-acetoxy-2-azetidinone.

Authors:  Cara Cesario; Marvin J Miller
Journal:  J Org Chem       Date:  2009-08-07       Impact factor: 4.354

7.  Development of a new tacaribe arenavirus infection model and its use to explore antiviral activity of a novel aristeromycin analog.

Authors:  Brian B Gowen; Min-Hui Wong; Deanna Larson; Wei Ye; Kie-Hoon Jung; Eric J Sefing; Ramona Skirpstunas; Donald F Smee; John D Morrey; Stewart W Schneller
Journal:  PLoS One       Date:  2010-09-16       Impact factor: 3.240

Review 8.  The evolution of nucleoside analogue antivirals: A review for chemists and non-chemists. Part 1: Early structural modifications to the nucleoside scaffold.

Authors:  Katherine L Seley-Radtke; Mary K Yates
Journal:  Antiviral Res       Date:  2018-04-10       Impact factor: 10.103

9.  Enantioselective synthesis and antiviral activity of purine and pyrimidine cyclopentenyl C-nucleosides.

Authors:  Jagadeeshwar R Rao; Raymond F Schinazi; Chung K Chu
Journal:  Bioorg Med Chem       Date:  2006-10-25       Impact factor: 3.641

  9 in total

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