Sphaerostilbellins, New Antimicrobial Aminolipopeptide Peptaibiotics from Sphaerostilbella toxica

Bruno Perlatti; Connie B Nichols; J Andrew Alspaugh; James B Gloer; Gerald F Bills

doi:10.3390/biom10101371

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Sphaerostilbellins, New Antimicrobial Aminolipopeptide Peptaibiotics from Sphaerostilbella toxica

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Sphaerostilbellins, New Antimicrobial Aminolipopeptide Peptaibiotics from Sphaerostilbella toxica

Bruno Perlatti, Connie B Nichols, J Andrew Alspaugh, James B Gloer and Gerald F Bills

Biomolecules (Basel, Switzerland), Vol.10(10), pp.1-15

09/26/2020

DOI: 10.3390/biom10101371

PMCID: PMC7600149

PMID: 32993102

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Abstract

is a mycoparasitic fungus that can be found parasitizing wood-decay basidiomycetes in the southern USA. Organic solvent extracts of fermented strains of exhibited potent antimicrobial activity, including potent growth inhibition of human pathogenic yeasts and the respiratory pathogenic fungus , and the Gram-positive bacterium . Bioassay-guided separations led to the purification and structure elucidation of new peptaibiotics designated as sphaerostilbellins A and B. Their structures were established mainly by analysis of NMR and HRMS data, verification of amino acid composition by Marfey's method, and by comparison with published data of known compounds. They incorporate intriguing structural features, including an N-terminal 2-methyl-3-oxo-tetradecanoyl (MOTDA) residue and a C-terminal putrescine residue. The minimal inhibitory concentrations for sphaerostilbellins A and B were measured as 2 μM each for , 1 μM each for , and 4 and 2 μM, respectively, for . Murine macrophage cells were unaffected at these concentrations.

antifungals

mycoparasite

putrescine

nonribosomal peptide

Hypocreaceae

secondary metabolite

Details

Title: Subtitle: Sphaerostilbellins, New Antimicrobial Aminolipopeptide Peptaibiotics from Sphaerostilbella toxica
Creators: Bruno Perlatti - Texas Therapeutic Institute, The Brown Foundation Institute of Molecular Medicine, University of Texas Health Science Center at Houston, Houston, TX 77054, USA
Connie B Nichols - Departments of Medicine and Molecular Genetics & Microbiology, Duke University Medical Center, Durham, NC 27710, USA
J Andrew Alspaugh - Departments of Medicine and Molecular Genetics & Microbiology, Duke University Medical Center, Durham, NC 27710, USA
James B Gloer - Department of Chemistry, University of Iowa, Iowa City, IA 52242, USA
Gerald F Bills - Texas Therapeutic Institute, The Brown Foundation Institute of Molecular Medicine, University of Texas Health Science Center at Houston, Houston, TX 77054, USA
Resource Type: Journal article
Publication Details: Biomolecules (Basel, Switzerland), Vol.10(10), pp.1-15
DOI: 10.3390/biom10101371
PMID: 32993102
PMCID: PMC7600149
NLM abbreviation: Biomolecules
ISSN: 2218-273X
eISSN: 2218-273X
Grant note: R01 AI074677 / NIH HHS R01 GM121458 / NIH HHS
Language: English
Date published: 09/26/2020
Academic Unit: Chemistry
Record Identifier: 9984216721302771

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