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Structure elucidation, absolute configuration, and biological evaluation of cyclic peroxides from the sponge Plakinastrella sp

  1. Author:
    Kumar,Rohitesh
    Akee,Rhone
    Martinez Fructuoso,Lucero
    Fernandes Freire,Vitor
    Thornburg,Chris
    Evans,Jason
    Peyser,Brian
    Ensel,Susan
    O'Keefe,Barry
    Grkovic,Tanja

  2. Author Address

    Natural Products Support Group, Leidos Biomedical Research, Inc., Frederick National Laboratory for Cancer Research, Frederick, MD 21702-1201, United States., Natural Products Branch, Developmental Therapeutic Program, Division of Cancer Treatment and Diagnosis, National Cancer Institute, Frederick, MD 21702-1201, United States., Natural Products Support Group, Leidos Biomedical Research, Inc., Frederick National Laboratory for Cancer Research, Frederick, MD 21702-1201, United States; Department of Chemistry and Physics, Hood College, Frederick, MD 21701-8599, United States., Natural Products Branch, Developmental Therapeutic Program, Division of Cancer Treatment and Diagnosis, National Cancer Institute, Frederick, MD 21702-1201, United States; Molecular Targets Program, Center for Cancer Research, National Cancer Institute, Frederick, MD, 21702-1201, United States., Natural Products Branch, Developmental Therapeutic Program, Division of Cancer Treatment and Diagnosis, National Cancer Institute, Frederick, MD 21702-1201, United States; Molecular Targets Program, Center for Cancer Research, National Cancer Institute, Frederick, MD, 21702-1201, United States. Electronic address: tanja.grkovic@nih.gov.,
    1. Year: 2024
    2. Date: Sep 14
    3. Epub Date: 2024 09 13
  2. Journal: Bioorganic & Medicinal Chemistry Letters
    1. 113
    2. Pages: 129963
  4. Type of Article: Article
  5. Article Number: 129963
  1. Abstract:

    Two cyclic peroxides, plakortides V (1) and W (2) were purified from the organic extract of the sponge Plakinastrella sp. Their planar structures were established based on extensive NMR and MS analysis and the absolute configurations of the three stereogenic centers of the 1,2-dioxane moiety were determined to be 3R,4S,6S by comparative analysis of the 1H NMR spectral data of the R- or S-MTPA Mosher esters. Compounds 1 and 2 exhibited potent cytotoxic activity against LOX IMVI (melanoma), UO-31 (renal), and HL-60 (TB) (leukemia) cell lines in the NCI-60 cytotoxicity assay. Published by Elsevier Ltd.

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External Sources

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  2. DOI: 10.1016/j.bmcl.2024.129963
  3. PMID: 39278368
  4. PII : S0960-894X(24)00365-2

Library Notes

  1. Fiscal Year: FY2024-2025
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