Literature DB >> 24900879

Expansion of Antibacterial Spectrum of Muraymycins toward Pseudomonas aeruginosa.

Yusuke Takeoka1, Tetsuya Tanino2, Mitsuaki Sekiguchi1, Shuji Yonezawa1, Masahiro Sakagami1, Fumiyo Takahashi1, Hiroko Togame1, Yoshikazu Tanaka1, Hiroshi Takemoto1, Satoshi Ichikawa3, Akira Matsuda2.   

Abstract

It is urgent to develop novel anti-Pseudomonas agents that should also be active against multidrug resistant P. aeruginosa. Expanding the antibacterial spectrum of muraymycins toward P. aeruginosa was investigated by the systematic structure-activity relationship study. It was revealed that two functional groups, a lipophilic side chain and a guanidino group, at the accessory moiety of muraymycins were important for the anti-Pseudomonas activity, and analogue 29 exhibited antibacterial activity against a range of P. aeruginosa strains with the minimum inhibitory concentration values of 4-8 μg/mL.

Entities:  

Keywords:  Antibiotics; MraY; anti-Pseudomonas; drug-resistance; muraymycin; peptidoglycan

Year:  2014        PMID: 24900879      PMCID: PMC4027578          DOI: 10.1021/ml5000096

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


  23 in total

1.  Katanosin B and plusbacin A(3), inhibitors of peptidoglycan synthesis in methicillin-resistant Staphylococcus aureus.

Authors:  H Maki; K Miura; Y Yamano
Journal:  Antimicrob Agents Chemother       Date:  2001-06       Impact factor: 5.191

Review 2.  Where will new antibiotics come from?

Authors:  Christopher Walsh
Journal:  Nat Rev Microbiol       Date:  2003-10       Impact factor: 60.633

Review 3.  Antibiotics: where did we go wrong?

Authors:  Karen M Overbye; John F Barrett
Journal:  Drug Discov Today       Date:  2005-01-01       Impact factor: 7.851

Review 4.  Drugs for bad bugs: confronting the challenges of antibacterial discovery.

Authors:  David J Payne; Michael N Gwynn; David J Holmes; David L Pompliano
Journal:  Nat Rev Drug Discov       Date:  2006-12-08       Impact factor: 84.694

Review 5.  Bad bugs need drugs: an update on the development pipeline from the Antimicrobial Availability Task Force of the Infectious Diseases Society of America.

Authors:  George H Talbot; John Bradley; John E Edwards; David Gilbert; Michael Scheld; John G Bartlett
Journal:  Clin Infect Dis       Date:  2005-01-25       Impact factor: 9.079

Review 6.  Antimicrobial nucleoside antibiotics targeting cell wall assembly: recent advances in structure-function studies and nucleoside biosynthesis.

Authors:  Michael Winn; Rebecca J M Goss; Ken-ichi Kimura; Timothy D H Bugg
Journal:  Nat Prod Rep       Date:  2009-12-16       Impact factor: 13.423

7.  Mechanistic analysis of muraymycin analogues: a guide to the design of MraY inhibitors.

Authors:  Tetsuya Tanino; Bayan Al-Dabbagh; Dominique Mengin-Lecreulx; Ahmed Bouhss; Hiroshi Oyama; Satoshi Ichikawa; Akira Matsuda
Journal:  J Med Chem       Date:  2011-11-15       Impact factor: 7.446

8.  Topological analysis of the MraY protein catalysing the first membrane step of peptidoglycan synthesis.

Authors:  A Bouhss; D Mengin-Lecreulx; D Le Beller; J Van Heijenoort
Journal:  Mol Microbiol       Date:  1999-11       Impact factor: 3.501

Review 9.  Recent advances in antimicrobial nucleoside antibiotics targeting cell wall biosynthesis.

Authors:  Ken-ichi Kimura; Timothy D H Bugg
Journal:  Nat Prod Rep       Date:  2003-04       Impact factor: 13.423

10.  Development of a highly beta-selective ribosylation reaction without using neighboring group participation: total synthesis of (+)-caprazol, a core structure of caprazamycins.

Authors:  Shinpei Hirano; Satoshi Ichikawa; Akira Matsuda
Journal:  J Org Chem       Date:  2007-11-21       Impact factor: 4.354

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  13 in total

1.  Insights into the Target Interaction of Naturally Occurring Muraymycin Nucleoside Antibiotics.

Authors:  Stefan Koppermann; Zheng Cui; Patrick D Fischer; Xiachang Wang; Jannine Ludwig; Jon S Thorson; Steven G Van Lanen; Christian Ducho
Journal:  ChemMedChem       Date:  2018-03-23       Impact factor: 3.466

Review 2.  Bacterial phosphoglycosyl transferases: initiators of glycan biosynthesis at the membrane interface.

Authors:  Vinita Lukose; Marthe T C Walvoort; Barbara Imperiali
Journal:  Glycobiology       Date:  2017-09-01       Impact factor: 4.313

3.  Antibacterial Muraymycins from Mutant Strains of Streptomyces sp. NRRL 30471.

Authors:  Zheng Cui; Xiachang Wang; Stefan Koppermann; Jon S Thorson; Christian Ducho; Steven G Van Lanen
Journal:  J Nat Prod       Date:  2018-03-19       Impact factor: 4.050

4.  Stereocontrolled Total Synthesis of Muraymycin D1 Having a Dual Mode of Action against Mycobacterium tuberculosis.

Authors:  Katsuhiko Mitachi; Bilal A Aleiwi; Christopher M Schneider; Shajila Siricilla; Michio Kurosu
Journal:  J Am Chem Soc       Date:  2016-09-26       Impact factor: 15.419

Review 5.  Structures of Bacterial MraY and Human GPT Provide Insights into Rational Antibiotic Design.

Authors:  Ellene H Mashalidis; Seok-Yong Lee
Journal:  J Mol Biol       Date:  2020-03-19       Impact factor: 5.469

Review 6.  Mechanism of action of nucleoside antibacterial natural product antibiotics.

Authors:  Timothy D H Bugg; Rachel V Kerr
Journal:  J Antibiot (Tokyo)       Date:  2019-08-30       Impact factor: 2.649

7.  Synthesis and evaluation of cyclopentane-based muraymycin analogs targeting MraY.

Authors:  Seung-Hwa Kwak; Won Young Lim; Aili Hao; Ellene H Mashalidis; Do-Yeon Kwon; Pyeonghwa Jeong; Mi Jung Kim; Seok-Yong Lee; Jiyong Hong
Journal:  Eur J Med Chem       Date:  2021-02-06       Impact factor: 6.514

8.  NAA-modified DNA oligonucleotides with zwitterionic backbones: stereoselective synthesis of A-T phosphoramidite building blocks.

Authors:  Boris Schmidtgall; Claudia Höbartner; Christian Ducho
Journal:  Beilstein J Org Chem       Date:  2015-01-13       Impact factor: 2.883

9.  Structural insights into inhibition of lipid I production in bacterial cell wall synthesis.

Authors:  Ben C Chung; Ellene H Mashalidis; Tetsuya Tanino; Mijung Kim; Akira Matsuda; Jiyong Hong; Satoshi Ichikawa; Seok-Yong Lee
Journal:  Nature       Date:  2016-04-18       Impact factor: 49.962

Review 10.  The Membrane Steps of Bacterial Cell Wall Synthesis as Antibiotic Targets.

Authors:  Yao Liu; Eefjan Breukink
Journal:  Antibiotics (Basel)       Date:  2016-08-26
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