Literature DB >> 20452208

Structural study of phenyl boronic acid derivatives as AmpC beta-lactamase inhibitors.

Donatella Tondi1, Samuele Calò, Brian K Shoichet, Maria Paola Costi.   

Abstract

A small set of boronic acids acting as low nanomolar inhibitors of AmpC beta-lactamase were designed and synthesized in the effort to improve affinity, pharmacokinetic properties, and to provide a valid lead compound. X-ray crystallography revealed the binary complex of the best inhibitor bound to the enzyme, highlighting possibilities for its further rational derivatization and chemical optimization. Copyright 2010 Elsevier Ltd. All rights reserved.

Entities:  

Mesh：

Substances：

Year:  2010        PMID： 20452208      PMCID： PMC3177945          DOI： 10.1016/j.bmcl.2010.04.007

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


  16 in total

Review 1.  Cooperative evolution of mechanisms of beta-lactam resistance.

Authors:  A A Medeiros
Journal:  Clin Microbiol Infect       Date:  2000       Impact factor: 8.067

Review 2.  Plasmid-determined AmpC-type beta-lactamases.

Authors:  Alain Philippon; Guillaume Arlet; George A Jacoby
Journal:  Antimicrob Agents Chemother       Date:  2002-01       Impact factor: 5.191

Review 3.  Extended-spectrum beta-lactamases in the 21st century: characterization, epidemiology, and detection of this important resistance threat.

Authors:  P A Bradford
Journal:  Clin Microbiol Rev       Date:  2001-10       Impact factor: 26.132

4.  The complexed structure and antimicrobial activity of a non-beta-lactam inhibitor of AmpC beta-lactamase.

Authors:  R A Powers; J Blázquez; G S Weston; M I Morosini; F Baquero; B K Shoichet
Journal:  Protein Sci       Date:  1999-11       Impact factor: 6.725

5.  Structure-based design and in-parallel synthesis of inhibitors of AmpC beta-lactamase.

Authors:  D Tondi; R A Powers; E Caselli; M C Negri; J Blázquez; M P Costi; B K Shoichet
Journal:  Chem Biol       Date:  2001-06

Review 6.  The development of beta-lactam antibiotics in response to the evolution of beta-lactamases.

Authors:  S Y Essack
Journal:  Pharm Res       Date:  2001-10       Impact factor: 4.200

7.  Structure of the extended-spectrum class C beta-lactamase of Enterobacter cloacae GC1, a natural mutant with a tandem tripeptide insertion.

Authors:  G V Crichlow; A P Kuzin; M Nukaga; K Mayama; T Sawai; J R Knox
Journal:  Biochemistry       Date:  1999-08-10       Impact factor: 3.162

8.  Inhibitor-resistant class A beta-lactamases: consequences of the Ser130-to-Gly mutation seen in Apo and tazobactam structures of the SHV-1 variant.

Authors:  Tao Sun; Christopher R Bethel; Robert A Bonomo; James R Knox
Journal:  Biochemistry       Date:  2004-11-09       Impact factor: 3.162

9.  Molecular dynamics at the root of expansion of function in the M69L inhibitor-resistant TEM beta-lactamase from Escherichia coli.

Authors:  Samy O Meroueh; Pierre Roblin; Dasantila Golemi; Laurent Maveyraud; Sergei B Vakulenko; Yun Zhang; Jean-Pierre Samama; Shahriar Mobashery
Journal:  J Am Chem Soc       Date:  2002-08-14       Impact factor: 15.419

10.  Structure-based approach for binding site identification on AmpC beta-lactamase.

Authors:  Rachel A Powers; Brian K Shoichet
Journal:  J Med Chem       Date:  2002-07-18       Impact factor: 7.446
View more
  13 in total

1.  X-ray Crystallography Deciphers the Activity of Broad-Spectrum Boronic Acid β-Lactamase Inhibitors.

Authors:  Laura Cendron; Antonio Quotadamo; Lorenzo Maso; Pierangelo Bellio; Martina Montanari; Giuseppe Celenza; Alberto Venturelli; Maria Paola Costi; Donatella Tondi
Journal:  ACS Med Chem Lett       Date:  2019-03-27       Impact factor: 4.345

2.  First virtual screening and experimental validation of inhibitors targeting GES-5 carbapenemase.

Authors:  Francesca Spyrakis; Pierangelo Bellio; Antonio Quotadamo; Pasquale Linciano; Paolo Benedetti; Giulia D'Arrigo; Massimo Baroni; Laura Cendron; Giuseppe Celenza; Donatella Tondi
Journal:  J Comput Aided Mol Des       Date:  2019-01-02       Impact factor: 3.686

3.  Structure-based approach for identification of novel phenylboronic acids as serine-β-lactamase inhibitors.

Authors:  Jacopo Sgrignani; Filomena De Luca; Hayarpi Torosyan; Jean-Denis Docquier; Da Duan; Beatrice Novati; Fabio Prati; Giorgio Colombo; Giovanni Grazioso
Journal:  J Comput Aided Mol Des       Date:  2016-09-08       Impact factor: 3.686

4.  Covalent docking of selected boron-based serine beta-lactamase inhibitors.

Authors:  Jacopo Sgrignani; Beatrice Novati; Giorgio Colombo; Giovanni Grazioso
Journal:  J Comput Aided Mol Des       Date:  2015-02-13       Impact factor: 3.686

5.  Structure of the extended-spectrum β-lactamase TEM-72 inhibited by citrate.

Authors:  Jean Denis Docquier; Manuela Benvenuti; Vito Calderone; Gian Maria Rossolini; Stefano Mangani
Journal:  Acta Crystallogr Sect F Struct Biol Cryst Commun       Date:  2011-02-18

Review 6.  Class C β-Lactamases: Molecular Characteristics.

Authors:  Alain Philippon; Guillaume Arlet; Roger Labia; Bogdan I Iorga
Journal:  Clin Microbiol Rev       Date:  2022-04-18       Impact factor: 50.129

7.  Structural Basis and Binding Kinetics of Vaborbactam in Class A β-Lactamase Inhibition.

Authors:  Orville A Pemberton; Ruslan Tsivkovski; Maxim Totrov; Olga Lomovskaya; Yu Chen
Journal:  Antimicrob Agents Chemother       Date:  2020-09-21       Impact factor: 5.191

Review 8.  New β-lactamase inhibitors: a therapeutic renaissance in an MDR world.

Authors:  Sarah M Drawz; Krisztina M Papp-Wallace; Robert A Bonomo
Journal:  Antimicrob Agents Chemother       Date:  2013-12-30       Impact factor: 5.191

9.  Computational and biological profile of boronic acids for the detection of bacterial serine- and metallo-β-lactamases.

Authors:  Matteo Santucci; Francesca Spyrakis; Simon Cross; Antonio Quotadamo; Davide Farina; Donatella Tondi; Filomena De Luca; Jean-Denis Docquier; Ana Isabel Prieto; Claudia Ibacache; Jesús Blázquez; Alberto Venturelli; Gabriele Cruciani; Maria Paola Costi
Journal:  Sci Rep       Date:  2017-12-18       Impact factor: 4.379

10.  Detection of ESBL among AmpC producing enterobacteriaceae using inhibitor-based method.

Authors:  Sasirekha Bakthavatchalu; Uma Shakthivel; Tannu Mishra
Journal:  Pan Afr Med J       Date:  2013-01-20
View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.