Literature DB >> 28454673

Synthesis of octapeptin C4 and biological profiling against NDM-1 and polymyxin-resistant bacteria.

Bernd Becker1, Mark S Butler1, Karl A Hansford1, Alejandra Gallardo-Godoy1, Alysha G Elliott1, Johnny X Huang1, David J Edwards1, Mark A T Blaskovich2, Matthew A Cooper3.   

Abstract

The first synthesis of octapeptin C4 was achieved using a combination of solid phase synthesis and off-resin cyclisation. Octapeptin C4 displayed antibiotic activity against multi-drug resistant, NDM-1 and polymyxin-resistant Gram-negative bacteria, with moderate activity against Staphylococcus aureus. The linear analogue of octapeptin C4 was also prepared, which showed reduced activity.
Copyright © 2017 The Authors. Published by Elsevier Ltd.. All rights reserved.

Entities:  

Keywords:  Antibiotic; Colistin; Drug resistance; Lipopeptide; Natural product

Mesh：

Substances：

Year:  2017        PMID： 28454673      PMCID： PMC5515593          DOI： 10.1016/j.bmcl.2017.04.027

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


  21 in total

Review 1.  Polymyxin and related peptide antibiotics.

Authors:  D R Storm; K S Rosenthal; P E Swanson
Journal:  Annu Rev Biochem       Date:  1977       Impact factor: 23.643

Review 2.  Development of new polymyxin derivatives for multi-drug resistant Gram-negative infections.

Authors:  Pamela Brown; Michael J Dawson
Journal:  J Antibiot (Tokyo)       Date:  2017-01-11       Impact factor: 2.649

Review 3.  Novel derivatives of polymyxins.

Authors:  Martti Vaara
Journal:  J Antimicrob Chemother       Date:  2013-02-13       Impact factor: 5.790

4.  Polymyxins: a new hope in combating Gram-negative superbugs?

Authors:  Tony Velkov; Kade D Roberts; Philip E Thompson; Jian Li
Journal:  Future Med Chem       Date:  2016-06-21       Impact factor: 3.808

5.  EM49: a new polypeptide antibiotic active against cell membranes.

Authors:  E Meyers; W L Parker; W E Brown; P Linnett; J L Strominger
Journal:  Ann N Y Acad Sci       Date:  1974-05-10       Impact factor: 5.691

Review 6.  Lipopeptides from Bacillus and Paenibacillus spp.: A Gold Mine of Antibiotic Candidates.

Authors:  Stephen A Cochrane; John C Vederas
Journal:  Med Res Rev       Date:  2014-05-28       Impact factor: 12.944

7.  EM49, a new peptide antibiotic. 3. biological characterization in vitro and in vivo.

Authors:  E Meyers; F E Pansy; H I Basch; R J McRipley; D S Slusarchyk; S F Graham; W H Trejo
Journal:  J Antibiot (Tokyo)       Date:  1973-08       Impact factor: 2.649

8.  EM49, a new peptide antibiotic. I. Fermentation, isolation, and preliminary characterization.

Authors:  E Meyers; W E Brown; P A Principe; M L Rathnum; W L Parker
Journal:  J Antibiot (Tokyo)       Date:  1973-08       Impact factor: 2.649

9.  Bu-2470, a new peptide antibiotic complex. I. Production, isolation and properties of Bu-2470 A, B1 and B2.

Authors:  M Konishi; K Sugawara; K Tomita; K Matsumoto; T Miyaki; K Fujisawa; H Tsukiura; H Kawaguchi
Journal:  J Antibiot (Tokyo)       Date:  1983-06       Impact factor: 2.649

10.  Activity and Predicted Nephrotoxicity of Synthetic Antibiotics Based on Polymyxin B.

Authors:  Alejandra Gallardo-Godoy; Craig Muldoon; Bernd Becker; Alysha G Elliott; Lawrence H Lash; Johnny X Huang; Mark S Butler; Ruby Pelingon; Angela M Kavanagh; Soumya Ramu; Wanida Phetsang; Mark A T Blaskovich; Matthew A Cooper
Journal:  J Med Chem       Date:  2016-01-27       Impact factor: 7.446
View more
  5 in total

1.  Octapeptin C4 and polymyxin resistance occur via distinct pathways in an epidemic XDR Klebsiella pneumoniae ST258 isolate.

Authors:  Miranda E Pitt; Minh Duc Cao; Mark S Butler; Soumya Ramu; Devika Ganesamoorthy; Mark A T Blaskovich; Lachlan J M Coin; Matthew A Cooper
Journal:  J Antimicrob Chemother       Date:  2019-03-01       Impact factor: 5.790

2.  Structure-Function Studies of Polymyxin B Lipononapeptides.

Authors:  Alejandra Gallardo-Godoy; Karl A Hansford; Craig Muldoon; Bernd Becker; Alysha G Elliott; Johnny X Huang; Ruby Pelingon; Mark S Butler; Mark A T Blaskovich; Matthew A Cooper
Journal:  Molecules       Date:  2019-02-02       Impact factor: 4.411

3.  "CLipP"ing on lipids to generate antibacterial lipopeptides.

Authors:  Victor Yim; Iman Kavianinia; Melanie K Knottenbelt; Scott A Ferguson; Gregory M Cook; Simon Swift; Aparajita Chakraborty; Jane R Allison; Alan J Cameron; Paul W R Harris; Margaret A Brimble
Journal:  Chem Sci       Date:  2020-05-20       Impact factor: 9.825

4.  Antimicrobial Octapeptin C4 Analogues Active against Cryptococcus Species.

Authors:  Jessica L Chitty; Mark S Butler; Azzah Suboh; David J Edwards; Matthew A Cooper; James A Fraser; Avril A B Robertson
Journal:  Antimicrob Agents Chemother       Date:  2018-01-25       Impact factor: 5.191

Review 5.  Emerging peptide antibiotics with therapeutic potential.

Authors:  Gregory Upert; Anatol Luther; Daniel Obrecht; Philipp Ermert
Journal:  Med Drug Discov       Date:  2020-12-30
  5 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.