Abstract
The preparation of a series of pironetin analogues with simplified structure is described. Their cytotoxic activity and their interactions with tubulin have been investigated. It has been found that, while less active than the parent molecule, the pironetin analogues still share the mechanism of action of the latter and compete for the same binding site to α-tubulin. Variations in the configurations of their stereocenters do not translate into relevant differences between biological activities.
Copyright © 2011 Elsevier Masson SAS. All rights reserved.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Antineoplastic Agents / chemical synthesis
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Antineoplastic Agents / chemistry
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Antineoplastic Agents / pharmacology*
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Cell Proliferation / drug effects
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Dose-Response Relationship, Drug
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Drug Design*
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Drug Screening Assays, Antitumor
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Humans
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Microtubules / chemistry
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Microtubules / drug effects*
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Molecular Structure
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Pyrones / chemical synthesis
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Pyrones / chemistry
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Pyrones / pharmacology*
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Stereoisomerism
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Structure-Activity Relationship
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Tubulin / chemistry
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Tubulin / metabolism
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Tumor Cells, Cultured
Substances
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Antineoplastic Agents
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Pyrones
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Tubulin
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pironetin