Roseabol A, a New Peptaibol from the Fungus Clonostachys rosea

Autor: Chang-Kwon Kim, Lauren R. H. Krumpe, Emily Smith, Curtis J. Henrich, Isaac Brownell, Karen L. Wendt, Robert H. Cichewicz, Barry R. O’Keefe, Kirk R. Gustafson
Jazyk: angličtina
Rok vydání: 2021
Předmět:
Zdroj: Molecules, Vol 26, Iss 12, p 3594 (2021)
Druh dokumentu: article
ISSN: 1420-3049
DOI: 10.3390/molecules26123594
Popis: 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.
Databáze: Directory of Open Access Journals
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