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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 pseudomobact...

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Autores principales: 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
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8450953/
https://www.ncbi.nlm.nih.gov/pubmed/34621401
http://dx.doi.org/10.3762/bjoc.17.156
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author 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
author_facet 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
author_sort Oluwabusola, Emmanuel Tope
collection PubMed
description 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.
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spelling pubmed-84509532021-10-06 Isolation and characterization of new phenolic siderophores with antimicrobial properties from Pseudomonas sp. UIAU-6B 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 Beilstein J Org Chem Full Research Paper 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. Beilstein-Institut 2021-09-13 /pmc/articles/PMC8450953/ /pubmed/34621401 http://dx.doi.org/10.3762/bjoc.17.156 Text en Copyright © 2021, Oluwabusola et al. https://creativecommons.org/licenses/by/4.0/https://www.beilstein-journals.org/bjoc/terms/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0 (https://creativecommons.org/licenses/by/4.0/) ). Please note that the reuse, redistribution and reproduction in particular requires that the author(s) and source are credited and that individual graphics may be subject to special legal provisions. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms/terms)
spellingShingle Full Research Paper
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
Isolation and characterization of new phenolic siderophores with antimicrobial properties from Pseudomonas sp. UIAU-6B
title Isolation and characterization of new phenolic siderophores with antimicrobial properties from Pseudomonas sp. UIAU-6B
title_full Isolation and characterization of new phenolic siderophores with antimicrobial properties from Pseudomonas sp. UIAU-6B
title_fullStr Isolation and characterization of new phenolic siderophores with antimicrobial properties from Pseudomonas sp. UIAU-6B
title_full_unstemmed Isolation and characterization of new phenolic siderophores with antimicrobial properties from Pseudomonas sp. UIAU-6B
title_short Isolation and characterization of new phenolic siderophores with antimicrobial properties from Pseudomonas sp. UIAU-6B
title_sort isolation and characterization of new phenolic siderophores with antimicrobial properties from pseudomonas sp. uiau-6b
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8450953/
https://www.ncbi.nlm.nih.gov/pubmed/34621401
http://dx.doi.org/10.3762/bjoc.17.156
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