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Cytotoxic and tubulin-interactive hemiasterlins from Auletta sp and Siphonochalina spp. sponges

  1. Author:
    Gamble, W. R.
    Durso, N. A.
    Fuller, R. W.
    Westergaard, C. K.
    Johnson, T. R.
    Sackett, D. L.
    Hamel, E.
    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 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: Bioorganic & Medicinal Chemistry
    1. 7
    2. 8
    3. Pages: 1611-1615
  4. Type of Article: Article
  1. Abstract:

    Chemical and biological investigations of extracts from the sponge genus Auletta and two collections of Siphonochalina sp. have shown these organisms to be producers of the potent hemiasterlin class of antitumor agents. In addition to the previously known hemiasterlin (1) and hemiasterlin A (2), a new analogue, hemiasterlin C (3), was isolated and identified. The structures of 1 and 2 were assigned based on comparison to literature values, and 3 was identified on the basis of H-1 NMR, C-13 NMR, COSY, HSQC, and HMBC experiments. The cytotoxic and antitubulin activities of 1-3 were evaluated. In a comparative assay for inhibition of tubulin polymerization, the hemiasterlins were more potent than dolastatin 15 and equipotent with cryptophycin 1, but were somewhat less potent than dolastatin 10. (C) 1999 Published by Elsevier Science Ltd. Printed in Great Britain. [References: 19]

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