Literature DB >> 20493689

Synthesis and evaluation of novel alpha-amino cyclic boronates as inhibitors of HCV NS3 protease.

Xianfeng Li1, Yong-Kang Zhang, Yang Liu, Charles Z Ding, Qun Li, Yasheen Zhou, Jacob J Plattner, Stephen J Baker, Xuelei Qian, Dazhong Fan, Liang Liao, Zhi-Jie Ni, Gemma V White, Jackie E Mordaunt, Linos X Lazarides, Martin J Slater, Richard L Jarvest, Pia Thommes, Malcolm Ellis, Colin M Edge, Julia A Hubbard, Don Somers, Paul Rowland, Pamela Nassau, Bill McDowell, Tadeusz J Skarzynski, Wieslaw M Kazmierski, Richard M Grimes, Lois L Wright, Gary K Smith, Wuxin Zou, Jon Wright, Lewis E Pennicott.   

Abstract

We have designed and synthesized a novel series of alpha-amino cyclic boronates and incorporated them successfully in several acyclic templates at the P1 position. These compounds are inhibitors of the HCV NS3 serine protease, and structural studies show that they inhibit the NS3 protease by trapping the Ser-139 hydroxyl group in the active site. Synthetic methodologies and SARs of this series of compounds are described. Copyright 2010 Elsevier Ltd. All rights reserved.

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Year:  2010        PMID: 20493689     DOI: 10.1016/j.bmcl.2010.04.129

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


  8 in total

1.  TGF-β receptor II loss promotes mammary carcinoma progression by Th17 dependent mechanisms.

Authors:  Sergey V Novitskiy; Michael W Pickup; Agnieszka E Gorska; Philip Owens; Anna Chytil; Mary Aakre; Huiyun Wu; Yu Shyr; Harold L Moses
Journal:  Cancer Discov       Date:  2011-10       Impact factor: 39.397

2.  A Divalent Protecting Group for Benzoxaboroles.

Authors:  Brett Vanveller; Matthew R Aronoff; Ronald T Raines
Journal:  RSC Adv       Date:  2013-11-28       Impact factor: 3.361

Review 3.  Boron chemicals in diagnosis and therapeutics.

Authors:  Bhaskar C Das; Pritam Thapa; Radha Karki; Caroline Schinke; Sasmita Das; Suman Kambhampati; Sushanta K Banerjee; Peter Van Veldhuizen; Amit Verma; Louis M Weiss; Todd Evans
Journal:  Future Med Chem       Date:  2013-04       Impact factor: 3.808

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

Review 5.  Allosteric modulation of protein oligomerization: an emerging approach to drug design.

Authors:  Ronen Gabizon; Assaf Friedler
Journal:  Front Chem       Date:  2014-03-24       Impact factor: 5.221

6.  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

7.  Cu-catalyzed enantioselective synthesis of tertiary benzylic copper complexes and their in situ addition to carbonyl compounds.

Authors:  Fengchang Cheng; Wenxin Lu; Wei Huang; Lu Wen; Mingfeng Li; Fanke Meng
Journal:  Chem Sci       Date:  2018-04-30       Impact factor: 9.825

Review 8.  The Boron Advantage: The Evolution and Diversification of Boron's Applications in Medicinal Chemistry.

Authors:  Katia Messner; Billy Vuong; Geoffrey K Tranmer
Journal:  Pharmaceuticals (Basel)       Date:  2022-02-22
  8 in total

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