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Modulation of the multidrug-resistance phenotype by new tropane alkaloid aromatic esters from Erythroxylum pervillei

  1. Author:
    Silva, G. L.
    Cui, B. L.
    Chavez, D.
    You, M.
    Chai, H. B.
    Rasoanaivo, P.
    Lynn, S. M.
    O'Neill, M. J.
    Lewis, J. A.
    Bestermam, J. M.
    Monks, A.
    Farnsworth, N. R.
    Cordell, G. A.
    Pezzuto, J. M.
    Kinghorn, A. D.

  2. Author Address

    Univ Illinois, Coll Pharm, Program Collaborat Res Pharmaceut Sci, Chicago, IL 60612 USA. Univ Illinois, Coll Pharm, Program Collaborat Res Pharmaceut Sci, Chicago, IL 60612 USA. Univ Illinois, Coll Pharm, Dept Med Chem & Pharmacognosy, Chicago, IL 60612 USA. GlaxoSmithKline Med Res Ctr, Stevenage SG1 2NY, Herts, England. Inst Malgashe Resch Appl, Antananarivo 101, Malagasy Republ. GlaxoSmithKline Inc, Dept Cell Biol, Res Triangle Pk, NC 27709 USA. NCI, Frederick Canc Res Facil, Ft Detrick, MD 21702 USA. Kinghorn AD Univ Illinois, Coll Pharm, Program Collaborat Res Pharmaceut Sci, Chicago, IL 60612 USA.
    1. Year: 2001
  2. Journal: Journal of Natural Products
    1. 64
    2. 12
    3. Pages: 1514-1520
  4. Type of Article: Article
  1. Abstract:

    Nine tropane alkaloid aromatic esters (1-9) were isolated from the roots of Erythroxylum pervillei by following their potential to reverse multidrug-re si stance with vinblastine- resistant oral epidermoid carcinoma (KB-V1) cells. All isolates, including seven new structures (3-9), were evaluated against a panel of human cancer cell lines, and it was found that alkaloids 3 and 5-9 showed the greatest activity with KB- V1 cells assessed in the presence of vinblastine, suggesting that these new compounds are potent modulators of P- glycoprotein. Confirmatory results were obtained with human ovarian adenocarcinoma (SKVLB) cells evaluated in the presence of adriamycin and synergistic studies performed with several cell lines from the NCI tumor panel. The structures of the new compounds were determined using spectroscopic techniques. Single-crystal X-ray analysis was performed on the monoester, tropane-3alpha,6beta,7beta-triol 3-phenylacetate (1).

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