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Roseabol A, a New Peptaibol from the Fungus Clonostachys rosea

  1. Author:
    Kim, Chang-Kwon
    Haugh Krumpe,Lauren
    Smith,Emily
    Henrich,Curtis
    Brownell, Isaac
    Wendt, Karen L.
    Cichewicz, Robert H.
    O'Keefe,Barry
    Gustafson,Kirk

  2. Author Address

    NCI, Mol Targets Program, Ctr Canc Res, Frederick, MD 21702 USA.Frederick Natl Lab Canc Res, Basic Sci Program, Frederick, MD 21702 USA.NIAMSD, Dermatol Branch, Bethesda, MD 20893 USA.Univ Oklahoma, Nat Prod Discovery Grp, Dept Chem & Biochem, Norman, OK 73019 USA.NCI, Nat Prod Branch, Dev Therapeut Program, Div Canc Treatment & Diag, Frederick, MD 21701 USA.
    1. Year: 2021
    2. Date: Jun
    3. Epub Date: 2021 06 11
  2. Journal: Molecules (Basel, Switzerland)
  3. MDPI,
    1. 26
    2. 12
  5. Type of Article: Article
  6. Article Number: 3594
  7. ISSN: 1420-3049
  1. 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, alpha-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 mu M.

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External Sources

  1. View Full Text
  2. DOI: 10.3390/molecules26123594
  3. PMID: 34208349
  4. View record in Web of Science®
  5. WOS: 000666063900001

Library Notes

  1. Fiscal Year: FY2020-2021
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