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Synthesis and biological evaluation of (-)-16-normethyldictyostatin: A potent analogue of (-)-dictyostatin

  1. Author:
    Shin, Y.
    Fournier, J. H.
    Balachandran, R.
    Madiraju, C.
    Raccor, B. S.
    Zhu, G.
    Edler, M. C.
    Hamel, E.
    Day, B. W.
    Curran, D. P.

  2. Author Address

    Univ Pittsburgh, Dept Chem, Pittsburgh, PA 15261 USA. Univ Pittsburgh, Dept Pharmaceut Sci, Pittsburgh, PA 15261 USA. Natl Canc Inst, Screening Technol Branch, Dev Therapeut Program, Div Canc Treatment & Diag,NIH, Ft Detrick, MD 21702 USA Shin, Y, Univ Pittsburgh, Dept Chem, Pittsburgh, PA 15261 USA
    1. Year: 2005
    2. Date: JUL 7
  2. Journal: Organic Letters
    1. 7
    2. 14
    3. Pages: 2873-2876
  4. Type of Article: Article
  1. Abstract:

    (-)-16-Normethyldictyostatin has been made by total synthesis and is a potent antitumor agent in cells expressing wild-type tubulin and in one mutant cell line that is resistant to paclitaxel, but it is much less active than dictyostatin in another paclitaxel-resistant cell line where Val is substituted for Phe270. This provides strong evidence that the C16 methyl group of the dictyostatins is oriented toward Phe270 in the paclitaxel-binding site on beta-tubulin

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External Sources

  1. View record in Web of Science®
  2. WOS: 000230213100018

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