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Thalassosamide, a Siderophore Discovered from the Marine-Derived Bacterium Thalassospira profundimaris.

Authors :
Zhang F
Barns K
Hoffmann FM
Braun DR
Andes DR
Bugni TS
Source :
Journal of natural products [J Nat Prod] 2017 Sep 22; Vol. 80 (9), pp. 2551-2555. Date of Electronic Publication: 2017 Aug 25.
Publication Year :
2017

Abstract

Here we describe the rapid identification and prioritization of novel active marine natural products using an improved dereplication strategy. During the course of our screening of marine natural product libraries, a new cyclic trihydroxamate compound, thalassosamide, was discovered from the α-proteobacterium Thalassospira profundimaris. Its structure was determined by 2D NMR and MS/MS experiments, and the absolute configuration of the lysine-derived units was established by Marfey's analysis, whereas that of C-9, 9', and 9″ was determined via the circular dichroism data of the [Rh <subscript>2</subscript> (OCOCF <subscript>3</subscript> ) <subscript>4</subscript> ] complex and DFT NMR calculations. Thalassosamide showed moderate in vivo efficacy against Pseudomonas aeruginosa.

Details

Language :
English
ISSN :
1520-6025
Volume :
80
Issue :
9
Database :
MEDLINE
Journal :
Journal of natural products
Publication Type :
Academic Journal
Accession number :
28840714
Full Text :
https://doi.org/10.1021/acs.jnatprod.7b00328