Literature DB >> 20570149

Click chemistry to probe Hsp90: Synthesis and evaluation of a series of triazole-containing novobiocin analogues.

Laura B Peterson1, Brian S J Blagg.   

Abstract

A series of triazole-containing novobiocin analogues has been designed, synthesized and their inhibitory activity determined. These compounds contain a triazole ring in lieu of the amide moiety present in the natural product. The anti-proliferative effects of these compounds were evaluated against two breast cancer cell lines (SKBr-3 and MCF-7), and manifested activities similar to their amide-containing counterparts. In addition, Hsp90-dependent client protein degradation was observed via Western blot analyses, supporting a common mode of Hsp90 inhibition for both structural classes. 2010 Elsevier Ltd. All rights reserved.

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Year:  2010        PMID： 20570149      PMCID： PMC2924929          DOI： 10.1016/j.bmcl.2010.04.140

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


  21 in total

Review 1.  The hallmarks of cancer.

Authors:  D Hanahan; R A Weinberg
Journal:  Cell       Date:  2000-01-07       Impact factor: 41.582

2.  Novobiocin and related coumarins and depletion of heat shock protein 90-dependent signaling proteins.

Authors:  M G Marcu; T W Schulte; L Neckers
Journal:  J Natl Cancer Inst       Date:  2000-02-02       Impact factor: 13.506

Review 3.  Hsp90: the vulnerable chaperone.

Authors:  Gabriela Chiosis; Maria Vilenchik; Joungnam Kim; David Solit
Journal:  Drug Discov Today       Date:  2004-10-15       Impact factor: 7.851

4.  Development of novobiocin analogues that manifest anti-proliferative activity against several cancer cell lines.

Authors:  Joseph A Burlison; Christopher Avila; George Vielhauer; Donna J Lubbers; Jeffrey Holzbeierlein; Brian S J Blagg
Journal:  J Org Chem       Date:  2008-02-23       Impact factor: 4.354

5.  Heat shock protein 90: inhibitors in clinical trials.

Authors:  Marco A Biamonte; Ryan Van de Water; Joseph W Arndt; Robert H Scannevin; Daniel Perret; Wen-Cherng Lee
Journal:  J Med Chem       Date:  2010-01-14       Impact factor: 7.446

6.  The ATPase cycle of Hsp90 drives a molecular 'clamp' via transient dimerization of the N-terminal domains.

Authors:  C Prodromou; B Panaretou; S Chohan; G Siligardi; R O'Brien; J E Ladbury; S M Roe; P W Piper; L H Pearl
Journal:  EMBO J       Date:  2000-08-15       Impact factor: 11.598

7.  The heat shock protein 90 antagonist novobiocin interacts with a previously unrecognized ATP-binding domain in the carboxyl terminus of the chaperone.

Authors:  M G Marcu; A Chadli; I Bouhouche; M Catelli; L M Neckers
Journal:  J Biol Chem       Date:  2000-11-24       Impact factor: 5.157

Review 8.  Hsp90: a novel target for the disruption of multiple signaling cascades.

Authors:  Stephanie C Bishop; Joseph A Burlison; Brian S J Blagg
Journal:  Curr Cancer Drug Targets       Date:  2007-06       Impact factor: 3.428

9.  A fluorogenic 1,3-dipolar cycloaddition reaction of 3-azidocoumarins and acetylenes.

Authors:  Krishnamoorthy Sivakumar; Fang Xie; Brandon M Cash; Su Long; Hannah N Barnhill; Qian Wang
Journal:  Org Lett       Date:  2004-11-25       Impact factor: 6.005

10.  Novobiocin: redesigning a DNA gyrase inhibitor for selective inhibition of hsp90.

Authors:  Joseph A Burlison; Len Neckers; Andrew B Smith; Anthony Maxwell; Brian S J Blagg
Journal:  J Am Chem Soc       Date:  2006-12-06       Impact factor: 15.419
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  8 in total

1.  Alternative approaches to Hsp90 modulation for the treatment of cancer.

Authors:  Jessica A Hall; Leah K Forsberg; Brian S J Blagg
Journal:  Future Med Chem       Date:  2014-09       Impact factor: 3.808

2.  Novologues containing a benzamide side chain manifest anti-proliferative activity against two breast cancer cell lines.

Authors:  Huiping Zhao; Mercy Anyika; Antwan Girgis; Brian S J Blagg
Journal:  Bioorg Med Chem Lett       Date:  2014-05-16       Impact factor: 2.823

3.  Triazole Containing Novobiocin and Biphenyl Amides as Hsp90 C-Terminal Inhibitors.

Authors:  Jinbo Zhao; Huiping Zhao; Jessica A Hall; Douglas Brown; Eileen Brandes; Joseph Bazzill; Patrick T Grogan; Chitra Subramanian; George Vielhauer; Mark S Cohen; Brian S J Blagg
Journal:  Medchemcomm       Date:  2014-09-01       Impact factor: 3.597

4.  Synthesis and biological evaluation of coumarin replacements of novobiocin as Hsp90 inhibitors.

Authors:  Bhaskar Reddy Kusuma; Anuj Khandelwal; Wen Gu; Douglas Brown; Weiya Liu; George Vielhauer; Jeffrey Holzbeierlein; Brian S J Blagg
Journal:  Bioorg Med Chem       Date:  2014-01-03       Impact factor: 3.641

5.  3-Arylcoumarin derivatives manifest anti-proliferative activity through Hsp90 inhibition.

Authors:  Huiping Zhao; Bin Yan; Laura B Peterson; Brian S J Blagg
Journal:  ACS Med Chem Lett       Date:  2012-02-26       Impact factor: 4.345

6.  Amidine- and Amidoxime-Substituted Heterocycles: Synthesis, Antiproliferative Evaluations and DNA Binding.

Authors:  Silvija Maračić; Petra Grbčić; Suresh Shammugam; Marijana Radić Stojković; Krešimir Pavelić; Mirela Sedić; Sandra Kraljević Pavelić; Silvana Raić-Malić
Journal:  Molecules       Date:  2021-11-22       Impact factor: 4.411

7.  Design of new bis-triazolyl structure for identification of inhibitory activity on COVID-19 main protease by molecular docking approach.

Authors:  Gurjaspreet Singh; Anamika Saini; Amarjit Kaur
Journal:  J Mol Struct       Date:  2021-11-03       Impact factor: 3.196

Review 8.  Fluorinated triazoles as privileged potential candidates in drug development-focusing on their biological and pharmaceutical properties.

Authors:  Ihsan Ullah; Muhammad Ilyas; Muhammad Omer; Muhammad Alamzeb; Muhammad Sohail
Journal:  Front Chem       Date:  2022-08-09       Impact factor: 5.545
  8 in total

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