Literature DB >> 16455252

Benzimidazole inhibitors of hepatitis C virus NS5B polymerase: identification of 2-[(4-diarylmethoxy)phenyl]-benzimidazole.

Tomio Ishida1, Takayoshi Suzuki, Shintaro Hirashima, Kenji Mizutani, Atsuhito Yoshida, Izuru Ando, Satoru Ikeda, Tsuyoshi Adachi, Hiromasa Hashimoto.   

Abstract

A series of 1-cycloalkyl-2-phenyl-1H-benzimidazole-5-carboxylic acid derivatives was synthesized and evaluated for inhibitory activity against HCV NS5B RNA-dependent RNA polymerase (RdRp). A SAR study was performed and led to identify the 2-[(4-diarylmethoxy)phenyl]-benzimidazoles as potent inhibitors. They inhibit subgenomic HCV RNA replication in the replicon cells at low micromolar concentrations (EC(50) as low as 1.1microM). They are selective against DNA polymerases (IC(50)>10microM) and exhibit low cytotoxicity.

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Year:  2006        PMID: 16455252     DOI: 10.1016/j.bmcl.2006.01.032

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN: 0960-894X            Impact factor:   2.823


  16 in total

1.  Preclinical characterization of JTK-853, a novel nonnucleoside inhibitor of the hepatitis C virus RNA-dependent RNA polymerase.

Authors:  Izuru Ando; Tsuyoshi Adachi; Naoki Ogura; Yukiyo Toyonaga; Kazuyuki Sugimoto; Hiroyuki Abe; Masafumi Kamada; Toru Noguchi
Journal:  Antimicrob Agents Chemother       Date:  2012-05-21       Impact factor: 5.191

2.  4-Ethyl-amino-3-nitro-benzoic acid.

Authors:  Shivanagere Nagojappa Narendra Babu; Aisyah Saad Abdul Rahim; Shafida Abd Hamid; Ching Kheng Quah; Hoong-Kun Fun
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2009-04-22

3.  4-Butyl-amino-3-nitro-benzoic acid.

Authors:  Shivanagere Nagojappa Narendra Babu; Aisyah Saad Abdul Rahim; Hasnah Osman; Samuel Robinson Jebas; Hoong-Kun Fun
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2009-04-25

4.  Ethyl 3-nitro-4-(propyl-amino)benzoate.

Authors:  Siti Marina Mohd Maidin; Aisyah Saad Abdul Rahim; Shafida Abdul Hamid; Reza Kia; Hoong-Kun Fun
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2008-07-16

5.  Ethyl 4-fluoro-3-nitro-benzoate.

Authors:  Shivanagere Nagojappa Narendra Babu; Aisyah Saad Abdul Rahim; Hasnah Osman; Ibrahim Abdul Razak; Hoong-Kun Fun
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2009-02-21

6.  4-(sec-Butyl-amino)-3-nitro-benzoic acid.

Authors:  Shivanagere Nagojappa Narendra Babu; Aisyah Saad Abdul Rahim; Shafida Abd Hamid; Chin Sing Yeap; Hoong-Kun Fun
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2009-06-13

7.  Annexin A2 silencing induces G2 arrest of non-small cell lung cancer cells through p53-dependent and -independent mechanisms.

Authors:  Chi-Yun Wang; Chia-Ling Chen; Yau-Lin Tseng; Yi-Ting Fang; Yee-Shin Lin; Wu-Chou Su; Chien-Chin Chen; Kung-Chao Chang; Yi-Ching Wang; Chiou-Feng Lin
Journal:  J Biol Chem       Date:  2012-08-02       Impact factor: 5.157

8.  TMC647055, a potent nonnucleoside hepatitis C virus NS5B polymerase inhibitor with cross-genotypic coverage.

Authors:  Benoit Devogelaere; Jan Martin Berke; Leen Vijgen; Pascale Dehertogh; Els Fransen; Erna Cleiren; Liesbet van der Helm; Origène Nyanguile; Abdellah Tahri; Katie Amssoms; Oliver Lenz; Maxwell D Cummings; Reginald F Clayton; Sandrine Vendeville; Pierre Raboisson; Kenneth A Simmen; Gregory C Fanning; Tse-I Lin
Journal:  Antimicrob Agents Chemother       Date:  2012-06-18       Impact factor: 5.191

9.  Genotypic and phenotypic analyses of hepatitis C virus from patients treated with JTK-853 in a three-day monotherapy.

Authors:  Naoki Ogura; Yukiyo Toyonaga; Izuru Ando; Kunihiro Hirahara; Tsutomu Shibata; Gabriela Turcanu; Sudhakar Pai; Kan Yee; Barbara Gerhardt; Maribel Rodriguez-Torres; Toru Noguchi
Journal:  Antimicrob Agents Chemother       Date:  2012-11-05       Impact factor: 5.191

10.  Classification of HCV NS5B polymerase inhibitors using support vector machine.

Authors:  Maolin Wang; Kai Wang; Aixia Yan; Changyuan Yu
Journal:  Int J Mol Sci       Date:  2012-03-27       Impact factor: 6.208

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