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20-O-beta-glucopyranosyl camptothecin from Mostuea brunonis: A potential camptothecin pre-drug with improved solubility

  1. Author:
    Dai, J. R.
    Hallock, Y. F.
    Cardellina, J. H.
    Boyd, M. R.

  2. Author Address

    Boyd MR NCI, Frederick Canc Res & Dev Ctr, Lab Drug Discovery Res & Dev, Dev Therapeut Program,Div Canc Treatment & Diag Bldg 1052,Room 121 Frederick, MD 21702 USA NCI, Frederick Canc Res & Dev Ctr, Lab Drug Discovery Res & Dev, Dev Therapeut Program,Div Canc Treatment & Diag Frederick, MD 21702 USA
    1. Year: 1999
  2. Journal: Journal of Natural Products
    1. 62
    2. 10
    3. Pages: 1427-1429
  4. Type of Article: Article
  1. Abstract:

    Bioassay-guided fractionation of the organic extracts of whole plants of Mostuea brunonis (Loganiaceae), using the National Cancer Institute's (NCI) human tumor-based in vitro antitumor screen, led to the isolation and identification of camptothecin 20-O-beta-D-glucoside (1) and three moderately cytotoxic alkaloids, the known deoxypumiloside (2) and strictosamide (3), and the new 2'-O-acetylstrictosamide (4), from the cytotoxic alkaloid fractions. While the previously unknown 20-O-beta-D-glucopyranosyl camptothecin exhibited greater solubility in alcohol, DMSO-H2O and H2O than camptothecin, it was essentially inactive in the NCI's in vitro 60-cell line primary antitumor screen. However, it could be vulnerable to de-glucosidation in vivo, and may, therefore, merit additional evaluation as a potential prodrug of camptothecin that could be more readily formulated than the parent agent. [References: 23]

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