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Antineoplastic agents. 465. Structural modification of resveratrol: Sodium resverastatin phosphate

  1. Author:
    Pettit, G. R.
    Grealish, M. P.
    Jung, M. K.
    Hamel, E.
    Pettit, R. K.
    Chapuis, J. C.
    Schmidt, J. M.

  2. Author Address

    Arizona State Univ, Inst Canc Res, POB 872404, Tempe, AZ 85287 USA Arizona State Univ, Inst Canc Res, Tempe, AZ 85287 USA Arizona State Univ, Dept Chem & Biochem, Tempe, AZ 85287 USA NCI, Screening Technol Branch, Dev Therapeut Program, Div Canc Treatment & Diag,NIH, Ft Detrick, MD 21702 USA NCI, Sci Applicat Int Corp, NIH, Frederick, MD 21702 USA Pettit GR Arizona State Univ, Inst Canc Res, POB 872404, Tempe, AZ 85287 USA
    1. Year: 2002
  2. Journal: Journal of Medicinal Chemistry
    1. 45
    2. 12
    3. Pages: 2534-2542
  4. Type of Article: Article
  1. Abstract:

    As an extension of structure/activity investigations of resveratrol (1), phenstatin (2c), and the cancer antiangiogenesis drug sodium combretastatin A-4 phosphate (2b), syntheses of certain related stilbenes (14) and benzophenones (16) were undertaken. The trimethyl ether derivative of (Z)- resveratrol (4a) exhibited the strongest activity (GI(50) = 0.01-0.001 mug/mL) against a minipanel of human cancer cell lines. A monodemethylated derivative (14c) was converted to prodrug 14n (sodium resverastatin phosphate) for further biological evaluation. The antitubulin and antimicrobial activities of selected compounds were also evaluated.

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