Abstract
An efficient synthesis of a C16 side chain benzophenone analogue of cryptophycin-24 using a crotylboration reaction and Heck coupling as key steps is described. In an in vitro tubulin assembly assay, the benzophenone analogue of the beta isomer (IC(50)=7.4 microM) is twice as active as cryptophycin-24 (IC(50)=15 microM).
Publication types
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Research Support, Non-U.S. Gov't
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Research Support, U.S. Gov't, Non-P.H.S.
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Research Support, U.S. Gov't, P.H.S.
MeSH terms
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Affinity Labels
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Antineoplastic Agents / chemical synthesis*
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Antineoplastic Agents / pharmacology
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Benzophenones / chemistry*
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Cell Division / drug effects
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Cell Line, Tumor
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Depsipeptides*
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Humans
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Inhibitory Concentration 50
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Peptides, Cyclic / chemical synthesis*
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Peptides, Cyclic / pharmacology*
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Structure-Activity Relationship
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Tubulin / drug effects
Substances
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Affinity Labels
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Antineoplastic Agents
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Benzophenones
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Depsipeptides
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Peptides, Cyclic
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Tubulin
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arenastatin A
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cryptophycin