Ianthelliformisamines A−C, Antibacterial Bromotyrosine-Derived Metabolites from the Marine Sponge Suberea ianthelliformis

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Author(s)
Xu, Min
Davis, Rohan A
Feng, Yunjiang
Sykes, Melissa L
Shelper, Todd
Avery, Vicky M
Camp, David
Quinn, Ronald J
Griffith University Author(s)
Year published
2012
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A high-throughput screening campaign using a prefractionated natural product library and an in vitro Pseudomonas aeruginosa (PAO200 strain) assay identified two antibacterial fractions derived from the marine sponge Suberea ianthelliformis. Mass-directed isolation of the CH2Cl2/CH3OH extract from S. ianthelliformis resulted in the purification of three new bromotyrosine-derived metabolites, ianthelliformisamines A–C (1–3), together with the known natural products aplysamine 1 (4) and araplysillin I (5). The structures of 1–3 were determined following analysis of 1D and 2D NMR and MS spectroscopic data. This is the first ...
View more >A high-throughput screening campaign using a prefractionated natural product library and an in vitro Pseudomonas aeruginosa (PAO200 strain) assay identified two antibacterial fractions derived from the marine sponge Suberea ianthelliformis. Mass-directed isolation of the CH2Cl2/CH3OH extract from S. ianthelliformis resulted in the purification of three new bromotyrosine-derived metabolites, ianthelliformisamines A–C (1–3), together with the known natural products aplysamine 1 (4) and araplysillin I (5). The structures of 1–3 were determined following analysis of 1D and 2D NMR and MS spectroscopic data. This is the first report of chemistry from the marine sponge S. ianthelliformis. Ianthelliformisamine A (1) showed inhibitory activity against the Gram-negative bacterium P. aeruginosa with an IC50 value of 6.8 μM (MIC = 35 μM).
View less >
View more >A high-throughput screening campaign using a prefractionated natural product library and an in vitro Pseudomonas aeruginosa (PAO200 strain) assay identified two antibacterial fractions derived from the marine sponge Suberea ianthelliformis. Mass-directed isolation of the CH2Cl2/CH3OH extract from S. ianthelliformis resulted in the purification of three new bromotyrosine-derived metabolites, ianthelliformisamines A–C (1–3), together with the known natural products aplysamine 1 (4) and araplysillin I (5). The structures of 1–3 were determined following analysis of 1D and 2D NMR and MS spectroscopic data. This is the first report of chemistry from the marine sponge S. ianthelliformis. Ianthelliformisamine A (1) showed inhibitory activity against the Gram-negative bacterium P. aeruginosa with an IC50 value of 6.8 μM (MIC = 35 μM).
View less >
Journal Title
Journal of Natural Products
Volume
75
Issue
5
Copyright Statement
This document is the Accepted Manuscript version of a Published Work that appeared in final form in Journal of Natural Products, copyright 2012 American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://doi.org/10.1021/np300147d
Subject
Chemical sciences
Medicinal and biomolecular chemistry not elsewhere classified
Biological sciences
Biomedical and clinical sciences
Traditional, complementary and integrative medicine