Isolation and characterization of new phenolic siderophores with antimicrobial properties from Pseudomonas sp. UIAU-6B

Five new phenolic siderophores 1 – 5 were isolated from the organic extract of a culture broth in a modified SGG medium of Pseudomonas sp. UIAU-6B, obtained from sediments collected from the Oyun river in North Central Nigeria. The structure of the new compounds, pseudomonin A–C ( 1 – 3 ) and pseudo...

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Veröffentlicht in:Beilstein journal of organic chemistry 2021, Vol.17 (1), p.2390-2398
Hauptverfasser: Oluwabusola, Emmanuel Tope, Adebisi, Olusoji O, Reyes, Fernando, Acquah, Kojo S, De La Cruz, Mercedes, Mweetwa, Larry L, Rajakulendran, Joy E, Warner, Digby F, Hai, Deng, Ebel, Rainer, Jaspars, Marcel
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Sprache:eng
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Zusammenfassung:Five new phenolic siderophores 1 – 5 were isolated from the organic extract of a culture broth in a modified SGG medium of Pseudomonas sp. UIAU-6B, obtained from sediments collected from the Oyun river in North Central Nigeria. The structure of the new compounds, pseudomonin A–C ( 1 – 3 ) and pseudomobactin A and B ( 4 and 5 ) isolated alongside two known compounds, pseudomonine ( 6 ) and salicylic acid ( 7 ), were elucidated based on high-resolution mass spectrometry, 1D and 2D NMR analyses. The absolute configuration of the threonine residue in compounds 1 – 5 was determined by Marfey analysis. The antimicrobial evaluation of compound 4 exhibited the most potent activity against vancomycin-sensitive Enterococcus faecium VS144754, followed by 3 and 5 , with MIC values ranging from 8 to 32 µg/mL. Compounds 2 and 3 exhibited moderate activity against Mycobacterium tuberculosis H37Rv, with MIC values of 7.8 and 15.6 µg/mL, respectively. Plausible biosynthetic hypotheses toward the new compounds 1 – 5 were proposed.
ISSN:1860-5397
2195-951X
1860-5397
DOI:10.3762/bjoc.17.156