Abstract
A series of stilbenes, based on combretastatin A-4, were synthesised. A structure-activity study was carried out to characterise the interaction of these agents with tubulin. The substitution of small alkyl substituents for the 4'-methoxy group of combretastatin A-4 and the loss of the 3'-hydroxyl group does not have a major effect on the interaction with tubulin. trans-Stilbenes were shown to bind tubulin, but do not inhibit microtubule assembly. This work, together with previous studies, has been used to propose an idealised structure for a tubulin-binding agent of this type.
Publication types
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Comparative Study
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Research Support, Non-U.S. Gov't
MeSH terms
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Animals
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Antineoplastic Agents, Phytogenic / chemistry*
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Antineoplastic Agents, Phytogenic / toxicity
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Binding, Competitive
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Cell Cycle / drug effects
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Leukemia P388
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Mice
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Microtubules / drug effects
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Microtubules / ultrastructure*
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Mitotic Index / drug effects
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Molecular Structure
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Stilbenes / chemical synthesis
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Stilbenes / chemistry*
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Stilbenes / toxicity
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Structure-Activity Relationship
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Thermodynamics
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Tubulin / chemistry*
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Tumor Cells, Cultured
Substances
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Antineoplastic Agents, Phytogenic
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Stilbenes
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Tubulin
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fosbretabulin