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

Emmanuel T. Oluwabusola, Olusoji O. Adebisi, Fernando Reyes, Kojo S. Acquah, Mercedes De La Cruz, Larry L. Mweetwa, Joy E. Rajakulendran, Digby F. Warner, Deng Hai, Rainer Ebel and Marcel Jaspars

Beilstein J. Org. Chem. 2021, 17, 2390–2398. https://doi.org/10.3762/bjoc.17.156

Supporting Information

HRESIMS profiles and copies of NMR spectra for compounds 1–7 in CD₃OD including the NMR table of 6 and 7 and copies of UV and IR of compounds 1–5. Phylogenetic tree showing Pseudomonad sp. DNA sequence of the bacterial strain UIAU-6B. Chromatographic profiles of the compounds derivatized with ʟ-FDAA. Photo of Pseudomonad sp. growing on ISP2 an agar plate. Minimum inhibitory concentration of 1–7 for vancomycin-sensitive Enterococcus faecium VS144754 and Mycobacterium tuberculosis H37Rv. Experimental procedure for antimicrobial assays.

Supporting Information File 1: Additional analytical and experimental information.
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Isolation and characterization of new phenolic siderophores with antimicrobial properties from Pseudomonas sp. UIAU-6B

Emmanuel T. Oluwabusola, Olusoji O. Adebisi, Fernando Reyes, Kojo S. Acquah, Mercedes De La Cruz, Larry L. Mweetwa, Joy E. Rajakulendran, Digby F. Warner, Deng Hai, Rainer Ebel and Marcel Jaspars

Beilstein J. Org. Chem. 2021, 17, 2390–2398. https://doi.org/10.3762/bjoc.17.156

How to Cite

Oluwabusola, E. T.; Adebisi, O. O.; Reyes, F.; Acquah, K. S.; De La Cruz, M.; Mweetwa, L. L.; Rajakulendran, J. E.; Warner, D. F.; Hai, D.; Ebel, R.; Jaspars, M. Beilstein J. Org. Chem. 2021, 17, 2390–2398. doi:10.3762/bjoc.17.156

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TY  - JOUR
A1  - Oluwabusola, Emmanuel Tope
A1  - Adebisi, Olusoji O.
A1  - Reyes, Fernando
A1  - Acquah, Kojo S.
A1  - De La Cruz, Mercedes
A1  - Mweetwa, Larry L.
A1  - Rajakulendran, Joy E.
A1  - Warner, Digby F.
A1  - Hai, Deng
A1  - Ebel, Rainer
A1  - Jaspars, Marcel
T1  - Isolation and characterization of new phenolic siderophores with antimicrobial properties from Pseudomonas sp. UIAU-6B
JF  - Beilstein Journal of Organic Chemistry
PY  - 2021///
VL  - 17
SP  - 2390
EP  - 2398
SN  - 1860-5397
DO  - 10.3762/bjoc.17.156
PB  - Beilstein-Institut
JA  - Beilstein J. Org. Chem.
UR  - https://doi.org/10.3762/bjoc.17.156
KW  - Mycobacterium tuberculosis
KW  - Phenolic siderophores
KW  - pseudomonine
KW  - Pseudomonas sp.
KW  - vancomycin-sensitive Enterococcus faecium
N2  - 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.
ER  -

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Rajakulendran, J. E.; Oluwabusola, E. T.; Cerone, M.; Smith, T. K.; Adebisi, O. O.; Adedotun, A.; Preet, G.; Soldatou, S.; Deng, H.; Ebel, R.; Jaspars, M. N-Salicyl-amino acid derivatives with antiparasitic activity from Pseudomonas sp. UIAU-6B. Beilstein Journal of Organic Chemistry 2025, 21, 1388–1396. doi:10.3762/bjoc.21.103
Vitorino, I. R.; Pinto, E.; Martín, J.; Mackenzie, T. A.; Ramos, M. C.; Sánchez, P.; de la Cruz, M.; Vicente, F.; Vasconcelos, V.; Reyes, F.; Lage, O. M. Uncovering the biotechnological capacity of marine and brackish water Planctomycetota. Antonie van Leeuwenhoek 2024, 117, 26. doi:10.1007/s10482-023-01923-z
Zboralski, A.; Biessy, A.; Ciotola, M.; Cadieux, M.; Albert, D.; Blom, J.; Filion, M. Harnessing the genomic diversity of Pseudomonas strains against lettuce bacterial pathogens. Frontiers in microbiology 2022, 13, 1038888. doi:10.3389/fmicb.2022.1038888
Steinmetz, T.; Hiller, W.; Nett, M. Amamistatins isolated from Nocardia altamirensis. Beilstein journal of organic chemistry 2022, 18, 360–367. doi:10.3762/bjoc.18.40

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