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 |
|---|---|
| Pages (from-to) | 2633-2637 |
| Number of pages | 5 |
| Journal | Tetrahedron |
| Volume | 73 |
| Issue number | 18 |
| Early online date | 21 Mar 2017 |
| DOIs | |
| Publication status | Published - 4 May 2017 |
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Keywords
- LCMS
- NMR
- Pseudoalteromonas
- Pseudochelin A
- Siderophore
ASJC Scopus subject areas
- Biochemistry
- Drug Discovery
- Organic Chemistry
Cite this
Pseudochelin A, a siderophore of Pseudoalteromonas piscicida S2040. / Sonnenschein, Eva C.; Stierhof, Marc; Goralczyk, Stephan; Vabre, Floriane M.; Pellissier, Leonie; Hanssen, Kine Østnes; de la Cruz, Mercedes; Díaz, Caridad; de Witte, Peter; Copmans, Daniëlle; Andersen, Jeanette Hammer; Hansen, Espen; Kristoffersen, Venke; Tormo, José R.; Ebel, Rainer; Milne, Bruce F.; Deng, Hai; Gram, Lone; Jaspars, Marcel; Tabudravu, Jioji N.
In: Tetrahedron, Vol. 73, No. 18, 04.05.2017, p. 2633-2637.Research output: Contribution to journal › Article
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TY - JOUR
T1 - Pseudochelin A, a siderophore of Pseudoalteromonas piscicida S2040
AU - Sonnenschein, Eva C.
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.
N1 - Acknowledgements This work was supported by the EU seventh Framework Programme Project ‘PharmaSea’ (Grant agreement no. 312184). BFM acknowledges funding from the Portuguese Foundation for Science and Technology (CONT_DOUT/11/UC/405/10150/18/2008), and thanks DIPC and CFM (UPV/EHU) and the Laboratory for Advanced Computation (University of Coimbra) for support.
PY - 2017/5/4
Y1 - 2017/5/4
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 - LCMS
KW - NMR
KW - Pseudoalteromonas
KW - Pseudochelin A
KW - Siderophore
UR - http://www.scopus.com/inward/record.url?scp=85016183603&partnerID=8YFLogxK
U2 - 10.1016/j.tet.2017.03.051
DO - 10.1016/j.tet.2017.03.051
M3 - Article
AN - SCOPUS:85016183603
VL - 73
SP - 2633
EP - 2637
JO - Tetrahedron
JF - Tetrahedron
SN - 0040-4020
IS - 18
ER -