Pseudochelin A, a siderophore of Pseudoalteromonas piscicida S2040

Eva Sonnenschein; Marc Stierhof; Stephan Goralczyk; Floriane M. Vabre; Leonie Pellissier; Kine Østnes Hanssen; Mercedes de la Cruz; Caridad Díaz; Peter de Witte; Daniëlle Copmans; Jeanette Hammer Andersen; Espen Hansen; Venke Kristoffersen; José R. Tormo; Rainer Ebel; Bruce F. Milne; Hai Deng; Lone Gram; Marcel Jaspars; Jioji N. Tabudravu

doi:10.1016/j.tet.2017.03.051

Pseudochelin A, a siderophore of Pseudoalteromonas piscicida S2040

Eva Sonnenschein, Marc Stierhof, Stephan Goralczyk, Floriane M. Vabre, Leonie Pellissier, Kine Østnes Hanssen, Mercedes de la Cruz, Caridad Díaz, Peter de Witte, Daniëlle Copmans, Jeanette Hammer Andersen, Espen Hansen, Venke Kristoffersen, José R. Tormo, Rainer Ebel, Bruce F. Milne, Hai Deng, Lone Gram, Marcel Jaspars, Jioji N. Tabudravu

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Abstract

A new siderophore containing a 4,5-dihydroimidazole moiety was isolated from Pseudoalteromonas piscicida S2040 together with myxochelins A and B, alteramide A and its cycloaddition product, and bromo- and dibromoalterochromides. The structure of pseudochelin A was established by spectroscopic techniques including 2D NMR and MS/MS fragmentation data. In bioassays selected fractions of the crude extract of S2040 inhibited the opportunistic pathogen Pseudomonas aeruginosa. Pseudochelin A displayed siderophore activity in the chrome azurol S assay at concentrations higher than 50 μM, and showed weak activity against the fungus Aspergillus fumigatus, but did not display antibacterial, anti-inflammatory or anticonvulsant activity.

Original language	English
Journal	Tetrahedron
Volume	73
Issue number	18
Pages (from-to)	2633-2637
ISSN	0040-4020
DOIs	https://doi.org/10.1016/j.tet.2017.03.051
Publication status	Published - 2017

Keywords

Pseudoalteromonas
Siderophore
Pseudochelin A
NMR
LCMS

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10.1016/j.tet.2017.03.051

Pseudochelin A a siderophore of Pseudoalteromonas piscicida S2040Accepted author manuscript, 298 KBLicence: CC BY-NC-ND

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Sonnenschein, E., Stierhof, M., Goralczyk, S., Vabre, F. M., Pellissier, L., Hanssen, K. Ø., de la Cruz, M., Díaz, C., de Witte, P., Copmans, D., Andersen, J. H., Hansen, E., Kristoffersen, V., Tormo, J. R., Ebel, R., Milne, B. F., Deng, H., Gram, L., Jaspars, M., & Tabudravu, J. N. (2017). Pseudochelin A, a siderophore of Pseudoalteromonas piscicida S2040. Tetrahedron, 73(18), 2633-2637. https://doi.org/10.1016/j.tet.2017.03.051

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title = "Pseudochelin A, a siderophore of Pseudoalteromonas piscicida S2040",

abstract = "A new siderophore containing a 4,5-dihydroimidazole moiety was isolated from Pseudoalteromonas piscicida S2040 together with myxochelins A and B, alteramide A and its cycloaddition product, and bromo- and dibromoalterochromides. The structure of pseudochelin A was established by spectroscopic techniques including 2D NMR and MS/MS fragmentation data. In bioassays selected fractions of the crude extract of S2040 inhibited the opportunistic pathogen Pseudomonas aeruginosa. Pseudochelin A displayed siderophore activity in the chrome azurol S assay at concentrations higher than 50 μM, and showed weak activity against the fungus Aspergillus fumigatus, but did not display antibacterial, anti-inflammatory or anticonvulsant activity.",

keywords = "Pseudoalteromonas, Siderophore, Pseudochelin A, NMR, LCMS",

author = "Eva Sonnenschein and Marc Stierhof and Stephan Goralczyk and Vabre, {Floriane M.} and Leonie Pellissier and Hanssen, {Kine {\O}stnes} and {de la Cruz}, Mercedes and Caridad D{\'i}az and {de Witte}, Peter and Dani{\"e}lle Copmans and Andersen, {Jeanette Hammer} and Espen Hansen and Venke Kristoffersen and Tormo, {Jos{\'e} R.} and Rainer Ebel and Milne, {Bruce F.} and Hai Deng and Lone Gram and Marcel Jaspars and Tabudravu, {Jioji N.}",

year = "2017",

doi = "10.1016/j.tet.2017.03.051",

language = "English",

volume = "73",

pages = "2633--2637",

journal = "Tetrahedron",

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Sonnenschein, E, Stierhof, M, Goralczyk, S, Vabre, FM, Pellissier, L, Hanssen, KØ, de la Cruz, M, Díaz, C, de Witte, P, Copmans, D, Andersen, JH, Hansen, E, Kristoffersen, V, Tormo, JR, Ebel, R, Milne, BF, Deng, H, Gram, L, Jaspars, M & Tabudravu, JN 2017, 'Pseudochelin A, a siderophore of Pseudoalteromonas piscicida S2040', Tetrahedron, vol. 73, no. 18, pp. 2633-2637. https://doi.org/10.1016/j.tet.2017.03.051

TY - JOUR

T1 - Pseudochelin A, a siderophore of Pseudoalteromonas piscicida S2040

AU - Sonnenschein, Eva

AU - Stierhof, Marc

AU - Goralczyk, Stephan

AU - Vabre, Floriane M.

AU - Pellissier, Leonie

AU - Hanssen, Kine Østnes

AU - de la Cruz, Mercedes

AU - Díaz, Caridad

AU - de Witte, Peter

AU - Copmans, Daniëlle

AU - Andersen, Jeanette Hammer

AU - Hansen, Espen

AU - Kristoffersen, Venke

AU - Tormo, José R.

AU - Ebel, Rainer

AU - Milne, Bruce F.

AU - Deng, Hai

AU - Gram, Lone

AU - Jaspars, Marcel

AU - Tabudravu, Jioji N.

PY - 2017

Y1 - 2017

N2 - A new siderophore containing a 4,5-dihydroimidazole moiety was isolated from Pseudoalteromonas piscicida S2040 together with myxochelins A and B, alteramide A and its cycloaddition product, and bromo- and dibromoalterochromides. The structure of pseudochelin A was established by spectroscopic techniques including 2D NMR and MS/MS fragmentation data. In bioassays selected fractions of the crude extract of S2040 inhibited the opportunistic pathogen Pseudomonas aeruginosa. Pseudochelin A displayed siderophore activity in the chrome azurol S assay at concentrations higher than 50 μM, and showed weak activity against the fungus Aspergillus fumigatus, but did not display antibacterial, anti-inflammatory or anticonvulsant activity.

AB - A new siderophore containing a 4,5-dihydroimidazole moiety was isolated from Pseudoalteromonas piscicida S2040 together with myxochelins A and B, alteramide A and its cycloaddition product, and bromo- and dibromoalterochromides. The structure of pseudochelin A was established by spectroscopic techniques including 2D NMR and MS/MS fragmentation data. In bioassays selected fractions of the crude extract of S2040 inhibited the opportunistic pathogen Pseudomonas aeruginosa. Pseudochelin A displayed siderophore activity in the chrome azurol S assay at concentrations higher than 50 μM, and showed weak activity against the fungus Aspergillus fumigatus, but did not display antibacterial, anti-inflammatory or anticonvulsant activity.

KW - Pseudoalteromonas

KW - Siderophore

KW - Pseudochelin A

KW - NMR

KW - LCMS

U2 - 10.1016/j.tet.2017.03.051

DO - 10.1016/j.tet.2017.03.051

M3 - Journal article

VL - 73

SP - 2633

EP - 2637

JO - Tetrahedron

JF - Tetrahedron

SN - 0040-4020

IS - 18

ER -

Pseudochelin A, a siderophore of Pseudoalteromonas piscicida S2040

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