Literature DB >> 20625539

NH-1,2,3-Triazole-based Inhibitors of the VIM-2 Metallo-β-Lactamase: Synthesis and Structure-Activity Studies.

Timo Weide1, S Adrian Saldanha, Dmitriy Minond, Timothy P Spicer, Joseph R Fotsing, Michael Spaargaren, Jean-Marie Frère, Carine Bebrone, K Barry Sharpless, Peter S Hodder, Valery V Fokin.   

Abstract

Metallo-ß-lactamases (MBL) are an emerging cause of bacterial resistance to antibiotic treatment. The VIM-2 ß-lactamase is the most commonly encountered MBL in clinical isolates worldwide. Described here are potent and selective small molecule inhibitors of VIM-2 containing the arylsulfonyl-NH-1,2,3-triazole chemotype that potentiate the efficacy of the ß-lactam, imipenem, in E. coli.

Entities:  

Year:  2010        PMID： 20625539      PMCID： PMC2901175          DOI： 10.1021/ml900022q

Source DB:  PubMed          Journal:  ACS Med Chem Lett        ISSN： 1948-5875            Impact factor:   4.345


  10 in total

1.  On functional and structural heterogeneity of VIM-type metallo-beta-lactamases.

Authors:  Jean-Denis Docquier; Josette Lamotte-Brasseur; Moreno Galleni; Gianfranco Amicosante; Jean-Marie Frère; Gian Maria Rossolini
Journal:  J Antimicrob Chemother       Date:  2003-02       Impact factor: 5.790

Review 2.  The threat from the pink corner.

Authors:  David M Livermore
Journal:  Ann Med       Date:  2003       Impact factor: 4.709

Review 3.  The new beta-lactamases.

Authors:  George A Jacoby; Luisa Silvia Munoz-Price
Journal:  N Engl J Med       Date:  2005-01-27       Impact factor: 91.245

4.  Metallo-beta-lactamases as emerging resistance determinants in Gram-negative pathogens: open issues.

Authors:  Giuseppe Cornaglia; Murat Akova; Gianfranco Amicosante; Rafael Cantón; Roberto Cauda; Jean-Denis Docquier; Mikhail Edelstein; Jean-Marie Frère; Miklós Fuzi; Moreno Galleni; Helen Giamarellou; Marek Gniadkowski; Raffaella Koncan; Balázs Libisch; Francesco Luzzaro; Vivi Miriagou; Ferran Navarro; Patrice Nordmann; Laura Pagani; Luisa Peixe; Laurent Poirel; Maria Souli; Evelina Tacconelli; Alkiviadis Vatopoulos; Gian Maria Rossolini
Journal:  Int J Antimicrob Agents       Date:  2007-01-16       Impact factor: 5.283

5.  New leads of metallo-beta-lactamase inhibitors from structure-based pharmacophore design.

Authors:  Lars Olsen; Sandra Jost; Hans-Werner Adolph; Ingrid Pettersson; Lars Hemmingsen; Flemming S Jørgensen
Journal:  Bioorg Med Chem       Date:  2005-12-27       Impact factor: 3.641

Review 6.  Metallo-beta-lactamases: the quiet before the storm?

Authors:  Timothy R Walsh; Mark A Toleman; Laurent Poirel; Patrice Nordmann
Journal:  Clin Microbiol Rev       Date:  2005-04       Impact factor: 26.132

Review 7.  Metallo-beta-lactamases (classification, activity, genetic organization, structure, zinc coordination) and their superfamily.

Authors:  Carine Bebrone
Journal:  Biochem Pharmacol       Date:  2007-06-02       Impact factor: 5.858

8.  Comparative study of the inhibition of metallo-beta-lactamases (IMP-1 and VIM-2) by thiol compounds that contain a hydrophobic group.

Authors:  Wanchun Jin; Yoshichika Arakawa; Hisami Yasuzawa; Tomoko Taki; Ryo Hashiguchi; Kana Mitsutani; Asumi Shoga; Yoshihiro Yamaguchi; Hiromasa Kurosaki; Naohiro Shibata; Michio Ohta; Masafumi Goto
Journal:  Biol Pharm Bull       Date:  2004-06       Impact factor: 2.233

9.  Inhibitors of VIM-2 by screening pharmacologically active and click-chemistry compound libraries.

Authors:  Dmitriy Minond; S Adrian Saldanha; Prem Subramaniam; Michael Spaargaren; Timothy Spicer; Joseph R Fotsing; Timo Weide; Valery V Fokin; K Barry Sharpless; Moreno Galleni; Carine Bebrone; Patricia Lassaux; Peter Hodder
Journal:  Bioorg Med Chem       Date:  2009-06-22       Impact factor: 3.641

10.  Key biosynthetic gene subfamily recruited for pheromone production prior to the extensive radiation of Lepidoptera.

Authors:  Marjorie A Liénard; Maria Strandh; Erik Hedenström; Tomas Johansson; Christer Löfstedt
Journal:  BMC Evol Biol       Date:  2008-10-02       Impact factor: 3.260
  10 in total
  12 in total

Review 1.  Allylic azides: synthesis, reactivity, and the Winstein rearrangement.

Authors:  Angela S Carlson; Joseph J Topczewski
Journal:  Org Biomol Chem       Date:  2019-05-08       Impact factor: 3.876

2.  Azo-triazolide bis-cyclometalated Ir(iii) complexes via cyclization of 3-cyanodiarylformazanate ligands.

Authors:  Ge Mu; Zhili Wen; Judy I-Chia Wu; Thomas S Teets
Journal:  Dalton Trans       Date:  2019-11-27       Impact factor: 4.390

Review 3.  Carbapenems: past, present, and future.

Authors:  Krisztina M Papp-Wallace; Andrea Endimiani; Magdalena A Taracila; Robert A Bonomo
Journal:  Antimicrob Agents Chemother       Date:  2011-08-22       Impact factor: 5.191

Review 4.  Diversity and Proliferation of Metallo-β-Lactamases: a Clarion Call for Clinically Effective Metallo-β-Lactamase Inhibitors.

Authors:  Anou M Somboro; John Osei Sekyere; Daniel G Amoako; Sabiha Y Essack; Linda A Bester
Journal:  Appl Environ Microbiol       Date:  2018-08-31       Impact factor: 4.792

5.  Divergent Mechanisms of the Banert Cascade with Propargyl Azides.

Authors:  Juliana R Alexander; Mary H Packard; Alanna M Hildebrandt; Amy A Ott; Joseph J Topczewski
Journal:  J Org Chem       Date:  2020-01-24       Impact factor: 4.354

6.  Intercepting the Banert cascade with nucleophilic fluorine: direct access to α-fluorinated NH-1,2,3-triazoles.

Authors:  J R Alexander; P V Kevorkian; J J Topczewski
Journal:  Chem Commun (Camb)       Date:  2021-05-20       Impact factor: 6.222

7.  Silver Mediated Banert Cascade with Carbon Nucleophiles.

Authors:  Juliana R Alexander; Paul V Kevorkian; Joseph J Topczewski
Journal:  Org Lett       Date:  2021-04-02       Impact factor: 6.005

8.  Design, synthesis, antiviral and cytotoxic evaluation of novel acyclic phosphonate nucleotide analogues with a 5,6-dihydro-1H-[1,2,3]triazolo[4,5-d]pyridazine-4,7-dione system.

Authors:  Emilia Bankowska; Jan Balzarini; Iwona E Głowacka; Andrzej E Wróblewski
Journal:  Monatsh Chem       Date:  2014-01-25       Impact factor: 1.451

9.  An Update on the Status of Potent Inhibitors of Metallo-β-Lactamases.

Authors:  Nazar Ul Islam
Journal:  Sci Pharm       Date:  2013-03-28

10.  Development and biological applications of sulfur-triazole exchange (SuTEx) chemistry.

Authors:  Adam L Borne; Jeffrey W Brulet; Kun Yuan; Ku-Lung Hsu
Journal:  RSC Chem Biol       Date:  2021-01-19
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