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- Title
Roseabol A, a New Peptaibol from the Fungus Clonostachys rosea.
- Authors
Kim, Chang-Kwon; Krumpe, Lauren R. H.; Smith, Emily; Henrich, Curtis J.; Brownell, Isaac; Wendt, Karen L.; Cichewicz, Robert H.; O'Keefe, Barry R.; Gustafson, Kirk R.
- Abstract
A new 11 amino acid linear peptide named roseabol A (1) and the known compound 13-oxo-trans-9,10-epoxy-11(E)-octadecenoic acid (2) were isolated from the fungus Clonostachys rosea. Combined NMR and MS analysis revealed that roseabol A (1) contained amino acid residues characteristic of the peptaibol family of peptides such as isovaline, α-aminoisobutyric acid, hydroxyproline, leucinol, and an N-terminal isovaleric acid moiety. The amino acid sequence was established by a combination of NMR studies and tandem MS fragmentation analyses, and the absolute configurations of the constituent amino acids of 1 were determined by the advanced Marfey's method. Compound 2 showed inhibitory activity against Merkel cell carcinoma, a rare and difficult-to-treat type of skin cancer, with an IC50 value of 16.5 μM.
- Subjects
N-terminal residues; MERKEL cell carcinoma; AMINO acid residues; AMINO acid sequence; AMINO acids; SKIN cancer
- Publication
Molecules, 2021, Vol 26, Issue 12, p3594
- ISSN
1420-3049
- Publication type
Article
- DOI
10.3390/molecules26123594