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The effect of cytochalasans on the actin cytoskeleton of eukaryotic cells and preliminary structure–activity relationships
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Metadata
Document Title
The effect of cytochalasans on the actin cytoskeleton of eukaryotic cells and preliminary structure–activity relationships
Author
Kretz R.,Wendt L.,Wongkanoun S.,Luangsa-Ard J.J.,Surup F.,Helaly S.E.,Noumeur S.R.,Stadler M.,Stradal T.E.B.
Name from Authors Collection
Scopus Author ID
57189995748
Affiliations
Department of Microbial Drugs, Helmholtz Centre for Infection Research (HZI), Inhoffenstrasse 7, Braunschweig, 38124, Germany; University of Applied Sciences Albstadt-Sigmaringen, Faculty of Life Sciences, Anton-Günther-Strasse 51, Sigmaringen, 72488, Germany; National Centre for Genetic Engineering and Biotechnology (BIOTEC), NSTDA, 113 Thailand Science Park, Phahonyothin Road, Klong Nueng Klong LuangPathum Thani 12120, Thailand; Department of Chemistry, Faculty of Science, Aswan University, Aswan, 81528, Egypt; Department of Microbiology-Biochemistry, Faculty of Natural and Life Sciences, University of Batna 2, Batna, 05000, Algeria; Department of Cell Biology, Helmholtz Centre for Infection Research (HZI), Inhoffenstraße 7, Braunschweig, 38124, Germany
Type
Article
Source Title
Biomolecules
ISSN
2218273X
Year
2019
Volume
9
Issue
2
Open Access
All Open Access, Gold, Green
Publisher
MDPI AG
DOI
10.3390/biom9020073
Abstract
In our ongoing search for new bioactive fungal metabolites, two new cytochalasans were isolated from stromata of the hypoxylaceous ascomycete Hypoxylon fragiforme. Their structures were elucidated via high-resolution mass spectrometry (HR-MS) and nuclear magnetic resonance (NMR) spectroscopy. Together with 23 additional cytochalasans isolated from ascomata and mycelial cultures of different Ascomycota, they were tested on their ability to disrupt the actin cytoskeleton of mammal cells in a preliminary structure–activity relationship study. Out of all structural features, the presence of hydroxyl group at the C7 and C18 residues, as well as their stereochemistry, were determined as important factors affecting the potential to disrupt the actin cytoskeleton. Moreover, reversibility of the actin disrupting effects was tested, revealing no direct correlations between potency and reversibility in the tested compound group. Since the diverse bioactivity of cytochalasans is interesting for various applications in eukaryotes, the exact effect on eukaryotic cells will need to be determined, e.g., by follow-up studies involving medicinal chemistry and by inclusion of additional natural cytochalasans. The results are also discussed in relation to previous studies in the literature, including a recent report on the anti-Biofilm activities of essentially the same panel of compounds against the pathogenic bacterium, Staphylococcus aureus. © 2019 by the authors. Licensee MDPI, Basel, Switzerland.
Industrial Classification
Knowledge Taxonomy Level 1
Knowledge Taxonomy Level 2
Knowledge Taxonomy Level 3
License
CC BY
Rights
Author
Publication Source
Scopus