Natural Hydroxamate-Containing Siderophore Acremonpeptides A–D and an Aluminum Complex of Acremonpeptide D from the Marine-Derived Acremonium persicinum SCSIO 115

Journal of Natural Products
2019.0

Abstract

Four new hydroxamate-containing natural product cyclopeptides designated acremonpeptides A-D (1-4), together with Al(III)-acremonpeptide D (5) were obtained from the marine fungus Acremonium persicinum SCSIO 115. The planar structures of 1-5 were established on the basis of HRMS as well as 1D and 2D NMR data sets. Moreover, the amino acid absolute configurations were determined using Marfey's method. Compounds 1-5 all feature three 2-amino-5-(N-hydroxyacetamido)pentanoic acid (N5-hydroxy-N5-acetyl-l-ornithine) metal ion chelating moieties. Beyond their discovery and structure elucidation, in vitro bioassays revealed acremonpeptides A (1), B (2), and Al(III)-acremonpeptide D (5) as moderate antiviral agents for herpes simplex virus 1 with EC50 values of 16, 8.7, and 14 μM, respectively.

Knowledge Graph

Similar Paper

Natural Hydroxamate-Containing Siderophore Acremonpeptides A–D and an Aluminum Complex of Acremonpeptide D from the Marine-Derived <i>Acremonium persicinum</i> SCSIO 115
Journal of Natural Products 2019.0
Natural Hydroxamate-Containing Siderophore Acremonpeptides A–D and an Aluminum Complex of Acremonpeptide D from the Marine-Derived <i>Acremonium persicinum</i> SCSIO 115
Journal of Natural Products 2019.0
Cyclic Heptapeptides, Cordyheptapeptides C–E, from the Marine-Derived Fungus <i>Acremonium persicinum</i> SCSIO 115 and Their Cytotoxic Activities
Journal of Natural Products 2012.0
Cyclic Heptapeptides, Cordyheptapeptides C–E, from the Marine-Derived Fungus <i>Acremonium persicinum</i> SCSIO 115 and Their Cytotoxic Activities
Journal of Natural Products 2012.0
Antiviral peptides from marine gorgonian-derived fungus Aspergillus sp. SCSIO 41501
Tetrahedron Letters 2017.0
Acremolides A−D, Lipodepsipeptides from an Australian Marine-Derived Fungus, <i>Acremonium</i> sp.
Journal of Natural Products 2008.0
Acremolides A−D, Lipodepsipeptides from an Australian Marine-Derived Fungus, <i>Acremonium</i> sp.
Journal of Natural Products 2008.0
Verrucamides A–D, Antibacterial Cyclopeptides from <i>Myrothecium verrucaria</i>
Journal of Natural Products 2011.0
Verrucamides A–D, Antibacterial Cyclopeptides from <i>Myrothecium verrucaria</i>
Journal of Natural Products 2011.0
Bisacremines A–D, Dimeric Acremines Produced by a Soil-Derived Acremonium persicinum Strain
Journal of Natural Products 2015.0