Synthesis and biological evaluation of a spongistatin AB-spiroketal analogue

Amos B. Smith, R. Michael Corbett, George Pettit, Jean Chapuis, Jean M. Schmidt, Ernest Hamel, M. Katherine Jung

Research output: Contribution to journalArticle

24 Citations (Scopus)

Abstract

The synthesis of a simplified analogue of the potent, cytotoxic tubulin-depolymerizing agent spongistatin 1, based on the AB spiroketal framework, is presented. The new structural analogue is an extension of a recently described spongistatin congener reported to disrupt microtubules in breast cancer cells in vitro and to alter the microtubule assembly reaction. Cytotoxicity data on the new structural analogue, as well as the parent congener, are reported. We found no significant cytotoxic or antitubulin activity with either compound.

Original languageEnglish (US)
Pages (from-to)2039-2042
Number of pages4
JournalBioorganic and Medicinal Chemistry Letters
Volume12
Issue number15
DOIs
StatePublished - Aug 5 2002

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Tubulin
Cytotoxicity
Microtubules
Cells
Breast Neoplasms
spongistatin 1
spiroketal
In Vitro Techniques

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Biology
  • Organic Chemistry
  • Drug Discovery
  • Pharmaceutical Science

Cite this

Synthesis and biological evaluation of a spongistatin AB-spiroketal analogue. / Smith, Amos B.; Corbett, R. Michael; Pettit, George; Chapuis, Jean; Schmidt, Jean M.; Hamel, Ernest; Jung, M. Katherine.

In: Bioorganic and Medicinal Chemistry Letters, Vol. 12, No. 15, 05.08.2002, p. 2039-2042.

Research output: Contribution to journalArticle

Smith, Amos B. ; Corbett, R. Michael ; Pettit, George ; Chapuis, Jean ; Schmidt, Jean M. ; Hamel, Ernest ; Jung, M. Katherine. / Synthesis and biological evaluation of a spongistatin AB-spiroketal analogue. In: Bioorganic and Medicinal Chemistry Letters. 2002 ; Vol. 12, No. 15. pp. 2039-2042.
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