Ianthelliformisamines A–C, Antibacterial Bromotyrosine-Derived Metabolites from the Marine Sponge Suberea ianthelliformis
Author(s) -
Min Xu,
Rohan A. Davis,
Yunjiang Feng,
Melissa L. Sykes,
Todd Shelper,
Vicky M. Avery,
David Camp,
Ronald J. Quinn
Publication year - 2012
Publication title -
journal of natural products
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.976
H-Index - 139
eISSN - 1520-6025
pISSN - 0163-3864
DOI - 10.1021/np300147d
Subject(s) - sponge , natural product , pseudomonas aeruginosa , stereochemistry , antibacterial activity , bacteria , strain (injury) , chemistry , minimum inhibitory concentration , microbiology and biotechnology , marine bacteriophage , in vitro , biology , biochemistry , botany , genetics , anatomy
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 CH(2)Cl(2)/CH(3)OH 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 IC(50) value of 6.8 μM (MIC = 35 μM).
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