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

doi:10.1016/S0960-894X(02)00305-0

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

Molecular Sciences, School of (SMS)

Research output: Contribution to journal › Article › peer-review

16 Scopus citations

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 language	English (US)
Pages (from-to)	2039-2042
Number of pages	4
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	12
Issue number	15
DOIs	https://doi.org/10.1016/S0960-894X(02)00305-0
State	Published - Aug 5 2002

ASJC Scopus subject areas

Biochemistry
Molecular Medicine
Molecular Biology
Pharmaceutical Science
Drug Discovery
Clinical Biochemistry
Organic Chemistry

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10.1016/S0960-894X(02)00305-0

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title = "Synthesis and biological evaluation of a spongistatin AB-spiroketal analogue",

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.",

author = "Smith, {Amos B.} and Corbett, {R. Michael} and George Pettit and Jean Chapuis and Schmidt, {Jean M.} and Ernest Hamel and Jung, {M. Katherine}",

note = "Funding Information: Support was provided by the National Institutes of Health (National Cancer Institute) through grant CA-70329, contract N01-CO-56000, and a postdoctoral fellowship, CA-81337 to R.M.C. ",

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T1 - Synthesis and biological evaluation of a spongistatin AB-spiroketal analogue

AU - Smith, Amos B.

AU - Corbett, R. Michael

AU - Pettit, George

AU - Chapuis, Jean

AU - Schmidt, Jean M.

AU - Hamel, Ernest

AU - Jung, M. Katherine

N1 - Funding Information: Support was provided by the National Institutes of Health (National Cancer Institute) through grant CA-70329, contract N01-CO-56000, and a postdoctoral fellowship, CA-81337 to R.M.C.

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AB - 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.

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Synthesis and biological evaluation of a spongistatin AB-spiroketal analogue

Abstract

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