Literature DB >> 21067923

Synthesis and biological evaluations of P4-benzoxaborole-substituted macrocyclic inhibitors of HCV NS3 protease.

Charles Z Ding1, Yong-Kang Zhang, Xianfeng Li, Yang Liu, Suoming Zhang, Yasheen Zhou, Jacob J Plattner, Stephen J Baker, Liang Liu, Maosheng Duan, Richard L Jarvest, Jingjing Ji, Wieslaw M Kazmierski, Matthew D Tallant, Lois L Wright, Gary K Smith, Renae M Crosby, Amy A Wang, Zhi-Jie Ni, Wuxin Zou, Jon Wright.   

Abstract

We disclose here a series of P4-benzoxaborole-substituted macrocyclic HCV protease inhibitors. These inhibitors are potent against HCV NS3 protease, their anti-HCV replicon potencies are largely impacted by substitutions on benzoxaborole ring system and P2∗ groups. P2∗ 2-thiazole-isoquinoline provides best replicon potency. The in vitro SAR studies and in vivo PK evaluations of selected compounds are described herein.
Copyright © 2010 Elsevier Ltd. All rights reserved.

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Year:  2010        PMID: 21067923     DOI: 10.1016/j.bmcl.2010.10.071

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


  11 in total

1.  Synthesis and biological evaluation of arylated novobiocin analogs as Hsp90 inhibitors.

Authors:  Bhaskar Reddy Kusuma; Adam S Duerfeldt; Brian S J Blagg
Journal:  Bioorg Med Chem Lett       Date:  2011-10-01       Impact factor: 2.823

2.  Synthesis and evaluation of functionalized benzoboroxoles as potential anti-tuberculosis agents.

Authors:  Mohammad A Alam; Kriti Arora; Shirisha Gurrapu; Sravan K Jonnalagadda; Grady L Nelson; Paul Kiprof; Subash C Jonnalagadda; Venkatram R Mereddy
Journal:  Tetrahedron       Date:  2016-03-17       Impact factor: 2.457

3.  Molecular docking study of P4-Benzoxaborolesubstituted ligands as inhibitors of HCV NS3/4A protease.

Authors:  Abdul Wadood; Muhammad Riaz; Syed Babar Jamal; Masaud Shah; Muhammad Arif Lodhi
Journal:  Bioinformation       Date:  2013-03-19

Review 4.  Synthesis of biologically active boron-containing compounds.

Authors:  Fei Yang; Mingyan Zhu; Jinyi Zhang; Huchen Zhou
Journal:  Medchemcomm       Date:  2017-11-28       Impact factor: 3.597

5.  Benzoxaborole antimalarial agents. Part 4. Discovery of potent 6-(2-(alkoxycarbonyl)pyrazinyl-5-oxy)-1,3-dihydro-1-hydroxy-2,1-benzoxaboroles.

Authors:  Yong-Kang Zhang; Jacob J Plattner; Eric E Easom; Robert T Jacobs; Denghui Guo; Virginia Sanders; Yvonne R Freund; Brice Campo; Philip J Rosenthal; Wei Bu; Francisco-Javier Gamo; Laura M Sanz; Min Ge; Liang Li; Jie Ding; Yin Yang
Journal:  J Med Chem       Date:  2015-06-23       Impact factor: 7.446

6.  Host-parasite co-metabolic activation of antitrypanosomal aminomethyl-benzoxaboroles.

Authors:  Ning Zhang; Martin Zoltner; Ka-Fai Leung; Paul Scullion; Sebastian Hutchinson; Ricardo C Del Pino; Isabel M Vincent; Yong-Kang Zhang; Yvonne R Freund; Michael R K Alley; Robert T Jacobs; Kevin D Read; Michael P Barrett; David Horn; Mark C Field
Journal:  PLoS Pathog       Date:  2018-02-09       Impact factor: 6.823

7.  Cinnamoyl-Oxaborole Amides: Synthesis and Their in Vitro Biological Activity.

Authors:  Maureen Gumbo; Richard M Beteck; Tawanda Mandizvo; Ronnett Seldon; Digby F Warner; Heinrich C Hoppe; Michelle Isaacs; Dustin Laming; Christina C Tam; Luisa W Cheng; Nicole Liu; Kirkwood M Land; Setshaba D Khanye
Journal:  Molecules       Date:  2018-08-15       Impact factor: 4.411

8.  Macrofilaricidal Benzimidazole-Benzoxaborole Hybrids as an Approach to the Treatment of River Blindness: Part 1. Amide Linked Analogs.

Authors:  Tsutomu Akama; Yvonne R Freund; Pamela W Berry; David S Carter; Eric E Easom; Kurt Jarnagin; Christopher S Lunde; Jacob J Plattner; Fernando Rock; Rianna Stefanakis; Chelsea Fischer; Christina A Bulman; Kee Chong Lim; Brian M Suzuki; Nancy Tricoche; Abdelmoneim Mansour; Utami DiCosty; Scott McCall; Ben Carson; John W McCall; James McKerrow; Marc P Hübner; Sabine Specht; Achim Hoerauf; Sara Lustigman; Judy A Sakanari; Robert T Jacobs
Journal:  ACS Infect Dis       Date:  2020-01-14       Impact factor: 5.084

9.  Discovery of potent benzoxaborole inhibitors against SARS-CoV-2 main and dengue virus proteases.

Authors:  Nikos Kühl; Johannes Lang; Mila M Leuthold; Christian D Klein
Journal:  Eur J Med Chem       Date:  2022-07-11       Impact factor: 7.088

10.  Identification of a 4-fluorobenzyl l-valinate amide benzoxaborole (AN11736) as a potential development candidate for the treatment of Animal African Trypanosomiasis (AAT).

Authors:  Tsutomu Akama; Yong-Kang Zhang; Yvonne R Freund; Pamela Berry; Joanne Lee; Eric E Easom; Robert T Jacobs; Jacob J Plattner; Michael J Witty; Rosemary Peter; Tim G Rowan; Kirsten Gillingwater; Reto Brun; Bakela Nare; Luke Mercer; Musheng Xu; Jiangong Wang; Hao Liang
Journal:  Bioorg Med Chem Lett       Date:  2017-11-20       Impact factor: 2.823

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