Abstract
The preparation of a series of new fumagillin-derived MetAP-2 inhibitors is described. The synthetic approach was designed so as to permit modification of the fumagillin backbone at sites inaccessible through semisynthesis or previously existing total syntheses. An Evans aldolization and a ring-closing metathesis allowed the preparation of a pivotal intermediate which could then be functionalized in various ways using already established or newly developed methodologies.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Aminopeptidases / antagonists & inhibitors*
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Angiogenesis Inhibitors / chemistry*
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Angiogenesis Inhibitors / pharmacology
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Cyclohexanes
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Fatty Acids, Unsaturated / chemistry*
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Magnetic Resonance Spectroscopy
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Metalloendopeptidases / antagonists & inhibitors*
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Models, Molecular
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Sesquiterpenes
Substances
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Angiogenesis Inhibitors
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Cyclohexanes
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Fatty Acids, Unsaturated
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Sesquiterpenes
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fumagillin
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Aminopeptidases
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methionine aminopeptidase 2
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Metalloendopeptidases