Literature DB >> 33479662

Synthesis and anti-HBV activity of carbocyclic nucleoside hybrids with salient features of entecavir and aristeromycin.

Ramakrishnamraju Samunuri1,2, Masaaki Toyama3, Renuka Sivasankar Pallaka2, Seshubabu Neeladri2, Ashok Kumar Jha2, Masanori Baba3, Chandralata Bal1.   

Abstract

Modified carbocyclic nucleosides (4a-g) constituting 7-deazapurine, 4'-methyl, exocyclic double bond and 2',3'-hydroxy were synthesized. NOE and X-ray studies of 4c confirmed the α-configuration of 4'-methyl. The anti-HBV assay demonstrated 4e (IC50 = 3.4 μM) without notable cytotoxicity (CC50 = 87.5 μM) as a promising lead for future exploration. This journal is © The Royal Society of Chemistry 2020.

Entities:  

Year:  2020        PMID： 33479662      PMCID： PMC7649829          DOI： 10.1039/d0md00059k

Source DB:  PubMed          Journal:  RSC Med Chem        ISSN： 2632-8682


  17 in total

Review 1.  Entecavir: a review of its use in chronic hepatitis B.

Authors:  Lesley J Scott; Gillian M Keating
Journal:  Drugs       Date:  2009-05-29       Impact factor: 9.546

2.  Coordinated Biosynthesis of the Purine Nucleoside Antibiotics Aristeromycin and Coformycin in Actinomycetes.

Authors:  Gudan Xu; Liyuan Kong; Rong Gong; Liudong Xu; Yaojie Gao; Ming Jiang; You-Sheng Cai; Kui Hong; Youcai Hu; Peng Liu; Zixin Deng; Neil P J Price; Wenqing Chen
Journal:  Appl Environ Microbiol       Date:  2018-10-30       Impact factor: 4.792

Review 3.  Chemistry and Bioactivities of Aristeromycins: An Overview.

Authors:  Ravindra K Rawal; Jitender Bariwal; Virender Singh
Journal:  Curr Top Med Chem       Date:  2016       Impact factor: 3.295

4.  Stereoselective synthesis of carbocyclic L-4'-fluoro-2',3'-dideoxyadenosine

Authors: 
Journal:  Org Lett       Date:  2000-05-04       Impact factor: 6.005

5.  Regioselective Synthesis of Pyrazolo[3,4-D]Pyrimidine Based Carbocyclic Nucleosides as Possible Antiviral Agent.

Authors:  Mohan Kasula; Ramakrishnamraju Samunuri; Harapriya Chakravarty; Chandralata Bal; Masanori Baba; Ashok Kumar Jha; Ashoke Sharon
Journal:  Nucleosides Nucleotides Nucleic Acids       Date:  2016-01-25       Impact factor: 1.381

6.  A conformational mimetic approach for the synthesis of carbocyclic nucleosides as anti-HCV leads.

Authors:  Mohan Kasula; Tuniki Balaraju; Massaki Toyama; Anandarajan Thiyagarajan; Chandralata Bal; Masanori Baba; Ashoke Sharon
Journal:  ChemMedChem       Date:  2013-08-13       Impact factor: 3.466

7.  Synthesis and biological profiling of 6- or 7-(het)aryl-7-deazapurine 4'-C-methylribonucleosides.

Authors:  Petr Nauš; Olga Caletková; Pavla Perlíková; Lenka Poštová Slavětínská; Eva Tloušťová; Jan Hodek; Jan Weber; Petr Džubák; Marián Hajdúch; Michal Hocek
Journal:  Bioorg Med Chem       Date:  2015-10-31       Impact factor: 3.641

8.  Synthesis and anti-HCV activity of a new 2'-deoxy-2'-fluoro-2'-C-methyl nucleoside analogue.

Authors:  Weidong Hu; Ping'an Wang; Chuanjun Song; Zhenliang Pan; Qiang Wang; Xiaohe Guo; Xuejun Yu; Zhenhua Shen; Shuyang Wang; Junbiao Chang
Journal:  Bioorg Med Chem Lett       Date:  2010-11-04       Impact factor: 2.823

Review 9.  Pyrrolo[2,3-d]pyrimidine (7-deazapurine) as a privileged scaffold in design of antitumor and antiviral nucleosides.

Authors:  Pavla Perlíková; Michal Hocek
Journal:  Med Res Rev       Date:  2017-08-23       Impact factor: 12.944

10.  Seven-Year Treatment Outcome of Entecavir in a Real-World Cohort: Effects on Clinical Parameters, HBsAg and HBcrAg Levels.

Authors:  Yuk-Fai Lam; Wai-Kay Seto; Danny Wong; Ka-Shing Cheung; James Fung; Lung-Yi Mak; John Yuen; Chun-Kong Chong; Ching-Lung Lai; Man-Fung Yuen
Journal:  Clin Transl Gastroenterol       Date:  2017-10-26       Impact factor: 4.488
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  1 in total

1.  Antiviral nucleoside analogs.

Authors:  Vladimir E Kataev; Bulat F Garifullin
Journal:  Chem Heterocycl Compd (N Y)       Date:  2021-05-14       Impact factor: 1.277
  1 in total

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