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  Short-chain aurachin D derivatives are selective inhibitors of E. coli cytochrome bd-I and bd-II oxidases

Radloff, M., Elamri, I., Grund, T. N., Witte, L. F., Hohmann, K. F., Nakagaki, S., et al. (2021). Short-chain aurachin D derivatives are selective inhibitors of E. coli cytochrome bd-I and bd-II oxidases. Scientific Reports, 11(1): e23852. doi:10.1038/s41598-021-03288-7.

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 Creators:
Radloff, Melanie1, Author              
Elamri, Isam2, Author
Grund, Tamara N.1, Author              
Witte, Luca F.1, Author              
Hohmann, Katharina F.2, Author
Nakagaki, Sayaka3, Author
Goojani , Hojjat G. 4, Author
Nasiri, Hamid5, Author
Miyoshi , Hideto6, Author
Bald, Dirk4, Author
Xie, Hao1, Author              
Sakamoto, Junshi3, Author
Schwalbe, Harald2, Author
Safarian, Schara1, Author              
Affiliations:
1Department of Molecular Membrane Biology, Max Planck Institute of Biophysics, Max Planck Society, ou_2068290              
2Center for Biomolecular Magnetic Resonance, Institute of Organic Chemistry and Chemical Biology, Goethe-University, Max-von Laue-Straße 7, 60438, Frankfurt am Main, Germany, ou_persistent22              
3Department of Bioscience and Bioinformatics, Kyushu Institute of Technology, Kawazu 680-4, Iizuka, Fukuoka-ken, 820-8502, Japan, ou_persistent22              
4Department of Molecular Cell Biology, Amsterdam Institute of Molecular and Life Sciences, Faculty of Sciences, Vrije Universiteit Amsterdam, De Boelelaan 1108, 1081 HZ, Amsterdam, The Netherlands, ou_persistent22              
5Department of Cellular Microbiology, University Hohenheim, 70599, Stuttgart, Germany, ou_persistent22              
6Division of Applied Life Sciences, Graduate School of Agriculture, Kyoto University, Kyoto, 606-8502, Japan, ou_persistent22              

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 Abstract: Cytochrome bd-type oxidases play a crucial role for survival of pathogenic bacteria during infection and proliferation. This role and the fact that there are no homologues in the mitochondrial respiratory chain qualify cytochrome bd as a potential antimicrobial target. However, few bd oxidase selective inhibitors have been described so far. In this report, inhibitory effects of Aurachin C (AurC-type) and new Aurachin D (AurD-type) derivatives on oxygen reductase activity of isolated terminal bd-I, bd-II and bo3 oxidases from Escherichia coli were potentiometrically measured using a Clark-type electrode. We synthesized long- (C10, decyl or longer) and short-chain (C4, butyl to C8, octyl) AurD-type compounds and tested this set of molecules towards their selectivity and potency. We confirmed strong inhibition of all three terminal oxidases for AurC-type compounds, whereas the 4(1H)-quinolone scaffold of AurD-type compounds mainly inhibits bd-type oxidases. We assessed a direct effect of chain length on inhibition activity with highest potency and selectivity observed for heptyl AurD-type derivatives. While Aurachin C and Aurachin D are widely considered as selective inhibitors for terminal oxidases, their structure-activity relationship is incompletely understood. This work fills this gap and illustrates how structural differences of Aurachin derivatives determine inhibitory potency and selectivity for bd-type oxidases of E. coli.

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Language(s): eng - English
 Dates: 2021-09-032021-12-012021-12-13
 Publication Status: Published online
 Pages: 9
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: DOI: 10.1038/s41598-021-03288-7
PMID: 34903826
 Degree: -

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Title: Scientific Reports
  Abbreviation : Sci. Rep.
Source Genre: Journal
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Publ. Info: London, UK : Nature Publishing Group
Pages: - Volume / Issue: 11 (1) Sequence Number: e23852 Start / End Page: - Identifier: ISSN: 2045-2322
CoNE: https://pure.mpg.de/cone/journals/resource/2045-2322