Literature DB >> 26967152

Total Synthesis of Laspartomycin C and Characterization of Its Antibacterial Mechanism of Action.

Laurens H J Kleijn1, Sabine F Oppedijk2, Peter 't Hart1, Roel M van Harten1, Leah A Martin-Visscher3, Johan Kemmink1, Eefjan Breukink2, Nathaniel I Martin1.   

Abstract

Laspartomycin C is a lipopeptide antibiotic with activity against a range of Gram-positive bacteria including drug-resistant pathogens. We report the first total synthesis of laspartomycin C as well as a series of structural variants. Laspartomycin C was found to specifically bind undecaprenyl phosphate (C55-P) and inhibit formation of the bacterial cell wall precursor lipid II. While several clinically used antibiotics target the lipid II pathway, there are no approved drugs that act on its C55-P precursor.

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Year:  2016        PMID: 26967152     DOI: 10.1021/acs.jmedchem.6b00219

Source DB:  PubMed          Journal:  J Med Chem        ISSN: 0022-2623            Impact factor:   7.446


  9 in total

Review 1.  The calcium-dependent lipopeptide antibiotics: structure, mechanism, & medicinal chemistry.

Authors:  Thomas M Wood; Nathaniel I Martin
Journal:  Medchemcomm       Date:  2019-03-21       Impact factor: 3.597

2.  Mechanisms Underlying Synergistic Killing of Polymyxin B in Combination with Cannabidiol against Acinetobacter baumannii: A Metabolomic Study.

Authors:  Maytham Hussein; Rafah Allobawi; Irini Levou; Mark A T Blaskovich; Gauri G Rao; Jian Li; Tony Velkov
Journal:  Pharmaceutics       Date:  2022-04-03       Impact factor: 6.525

3.  Cadasides, Calcium-Dependent Acidic Lipopeptides from the Soil Metagenome That Are Active against Multidrug-Resistant Bacteria.

Authors:  Changsheng Wu; Zhuo Shang; Christophe Lemetre; Melinda A Ternei; Sean F Brady
Journal:  J Am Chem Soc       Date:  2019-02-20       Impact factor: 15.419

4.  Culture-independent discovery of the malacidins as calcium-dependent antibiotics with activity against multidrug-resistant Gram-positive pathogens.

Authors:  Bradley M Hover; Seong-Hwan Kim; Micah Katz; Zachary Charlop-Powers; Jeremy G Owen; Melinda A Ternei; Jeffrey Maniko; Andreia B Estrela; Henrik Molina; Steven Park; David S Perlin; Sean F Brady
Journal:  Nat Microbiol       Date:  2018-02-12       Impact factor: 17.745

5.  De novo identification of lipid II binding lipopeptides with antibacterial activity against vancomycin-resistant bacteria.

Authors:  Peter 't Hart; Thomas M Wood; Kamaleddin Haj Mohammad Ebrahim Tehrani; Roel M van Harten; Małgorzata Śleszyńska; Inmaculada Rentero Rebollo; Antoni P A Hendrickx; Rob J L Willems; Eefjan Breukink; Nathaniel I Martin
Journal:  Chem Sci       Date:  2017-10-02       Impact factor: 9.825

Review 6.  Development and Research Progress of Anti-Drug Resistant Bacteria Drugs.

Authors:  Xiangyi Cui; Yuhong Lü; Changwu Yue
Journal:  Infect Drug Resist       Date:  2021-12-21       Impact factor: 4.003

7.  Mechanistic insights into the C55-P targeting lipopeptide antibiotics revealed by structure-activity studies and high-resolution crystal structures.

Authors:  Thomas M Wood; Matthieu R Zeronian; Ned Buijs; Kristine Bertheussen; Hanieh K Abedian; Aidan V Johnson; Nicholas M Pearce; Martin Lutz; Johan Kemmink; Tjalling Seirsma; Leendert W Hamoen; Bert J C Janssen; Nathaniel I Martin
Journal:  Chem Sci       Date:  2022-02-21       Impact factor: 9.825

8.  A High-Resolution Crystal Structure that Reveals Molecular Details of Target Recognition by the Calcium-Dependent Lipopeptide Antibiotic Laspartomycin C.

Authors:  Laurens H J Kleijn; Hedwich C Vlieg; Thomas M Wood; Javier Sastre Toraño; Bert J C Janssen; Nathaniel I Martin
Journal:  Angew Chem Int Ed Engl       Date:  2017-11-30       Impact factor: 15.336

Review 9.  Polymyxin and lipopeptide antibiotics: membrane-targeting drugs of last resort.

Authors:  Elizabeth V K Ledger; Akshay Sabnis; Andrew M Edwards
Journal:  Microbiology (Reading)       Date:  2022-02       Impact factor: 2.777

  9 in total

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