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Isolation and Antibacterial Activity of Indole Alkaloids from Pseudomonas aeruginosa UWI-1

In this study, we report the first isolation of three antibiotic indole alkaloid compounds from a Pseudomonad bacterium, Pseudomonas aeruginosa UWI-1. The bacterium was batch fermented in a modified Luria Broth medium and compounds were solvent extracted and isolated by bioassay-guided fractionation...

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Autores principales: Ramkissoon, Antonio, Seepersaud, Mohindra, Maxwell, Anderson, Jayaraman, Jayaraj, Ramsubhag, Adesh
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7464872/
https://www.ncbi.nlm.nih.gov/pubmed/32824432
http://dx.doi.org/10.3390/molecules25163744
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author Ramkissoon, Antonio
Seepersaud, Mohindra
Maxwell, Anderson
Jayaraman, Jayaraj
Ramsubhag, Adesh
author_facet Ramkissoon, Antonio
Seepersaud, Mohindra
Maxwell, Anderson
Jayaraman, Jayaraj
Ramsubhag, Adesh
author_sort Ramkissoon, Antonio
collection PubMed
description In this study, we report the first isolation of three antibiotic indole alkaloid compounds from a Pseudomonad bacterium, Pseudomonas aeruginosa UWI-1. The bacterium was batch fermented in a modified Luria Broth medium and compounds were solvent extracted and isolated by bioassay-guided fractionation. The three compounds were identified as (1) tris(1H-indol-3-yl) methylium, (2) bis(indol-3-yl) phenylmethane, and (3) indolo (2, 1b) quinazoline-6, 12 dione. A combination of 1D and 2D NMR, high-resolution mass spectrometry data and comparison from related data from the literature was used to determine the chemical structures of the compounds. Compounds 1–3 were evaluated in vitro for their antimicrobial activities against a wide range of microorganisms using the broth microdilution technique. Compounds 1 and 2 displayed antibacterial activity against only Gram-positive pathogens, although 1 had significantly lower minimum inhibitory concentration (MIC) values than 2. Compound 3 displayed potent broad-spectrum antimicrobial activity against a range of Gram positive and negative bacteria. Several genes identified from the genome of P. aeruginosa UWI-1 were postulated to contribute to the biosynthesis of these compounds and we attempted to outline a possible route for bacterial synthesis. This study demonstrated the extended metabolic capability of Pseudomonas aeruginosa in synthesizing new chemotypes of bioactive compounds.
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spelling pubmed-74648722020-09-04 Isolation and Antibacterial Activity of Indole Alkaloids from Pseudomonas aeruginosa UWI-1 Ramkissoon, Antonio Seepersaud, Mohindra Maxwell, Anderson Jayaraman, Jayaraj Ramsubhag, Adesh Molecules Article In this study, we report the first isolation of three antibiotic indole alkaloid compounds from a Pseudomonad bacterium, Pseudomonas aeruginosa UWI-1. The bacterium was batch fermented in a modified Luria Broth medium and compounds were solvent extracted and isolated by bioassay-guided fractionation. The three compounds were identified as (1) tris(1H-indol-3-yl) methylium, (2) bis(indol-3-yl) phenylmethane, and (3) indolo (2, 1b) quinazoline-6, 12 dione. A combination of 1D and 2D NMR, high-resolution mass spectrometry data and comparison from related data from the literature was used to determine the chemical structures of the compounds. Compounds 1–3 were evaluated in vitro for their antimicrobial activities against a wide range of microorganisms using the broth microdilution technique. Compounds 1 and 2 displayed antibacterial activity against only Gram-positive pathogens, although 1 had significantly lower minimum inhibitory concentration (MIC) values than 2. Compound 3 displayed potent broad-spectrum antimicrobial activity against a range of Gram positive and negative bacteria. Several genes identified from the genome of P. aeruginosa UWI-1 were postulated to contribute to the biosynthesis of these compounds and we attempted to outline a possible route for bacterial synthesis. This study demonstrated the extended metabolic capability of Pseudomonas aeruginosa in synthesizing new chemotypes of bioactive compounds. MDPI 2020-08-17 /pmc/articles/PMC7464872/ /pubmed/32824432 http://dx.doi.org/10.3390/molecules25163744 Text en © 2020 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Ramkissoon, Antonio
Seepersaud, Mohindra
Maxwell, Anderson
Jayaraman, Jayaraj
Ramsubhag, Adesh
Isolation and Antibacterial Activity of Indole Alkaloids from Pseudomonas aeruginosa UWI-1
title Isolation and Antibacterial Activity of Indole Alkaloids from Pseudomonas aeruginosa UWI-1
title_full Isolation and Antibacterial Activity of Indole Alkaloids from Pseudomonas aeruginosa UWI-1
title_fullStr Isolation and Antibacterial Activity of Indole Alkaloids from Pseudomonas aeruginosa UWI-1
title_full_unstemmed Isolation and Antibacterial Activity of Indole Alkaloids from Pseudomonas aeruginosa UWI-1
title_short Isolation and Antibacterial Activity of Indole Alkaloids from Pseudomonas aeruginosa UWI-1
title_sort isolation and antibacterial activity of indole alkaloids from pseudomonas aeruginosa uwi-1
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7464872/
https://www.ncbi.nlm.nih.gov/pubmed/32824432
http://dx.doi.org/10.3390/molecules25163744
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