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HIV-inhibitory cembrane derivatives from a Philippines collection of the soft coral Lobophytum species

  1. Author:
    Rashid, M. A.
    Gustafson, K. R.
    Boyd, M. R.

  2. Author Address

    Boyd MR NCI, Frederick Canc Res & Dev Ctr, Div Canc Treatment & Diag, Dev Therapeut Program,Lab Drug Discovery Res & De Bldg 1052,Room 121 Frederick, MD 21702 USA NCI, Frederick Canc Res & Dev Ctr, Div Canc Treatment & Diag, Dev Therapeut Program,Lab Drug Discovery Res & De Frederick, MD 21702 USA SAIC, Frederick Canc Res & Dev Ctr Frederick, MD 21702 USA
    1. Year: 2000
  2. Journal: Journal of Natural Products
    1. 63
    2. 4
    3. Pages: 531-533
  4. Type of Article: Article
  1. Abstract:

    Bioassay-guided fractionation of an aqueous extract of a Philippine Islands collection of the soft coral Lobophytum sp, concentrated its HIV-inhibitory activity into fractions rich in cembranoid diterpenes. Lobohedleolide (1), (7Z)-lobohedleolide (2), and a new compound, 17-dimethylaminolobohedleolide (3), were purified from these fractions by HPLC. The structures of compounds 1-3 were elucidated by spectroscopic analyses and by comparison of their spectral data with previously reported values. The relative stereochemistry of the gamma-lactone ring substituents of 3 was determined by 1D NOESY experiments. While several other cembranoids that contain a dimethylamino functional group have been reported from the soft coral Sinularia sp., compound 3 represents the first cembrane diterpene with this functional group isolated from a Lobophytum species. Diterpenoids 1-3 exhibited moderate HIV-inhibitory activity (EC50 approximately 3-5 mu g/mL) in a cell-based in vitro anti-HIV assay. [References: 23]

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