Abstract
The first total synthesis of ipomoeassin F was carried out using a convergent approach that relied upon the use of Schmidt glycosidation technology for the coupling of two suitably protected monosaccharide fragments. After two steps, ring-closing metathesis was used to form the macrocyclic ring, and seven more steps then furnished ipomoeassin F. In vitro inhibitory activity against a four-panel cell line showed low nanomolar inhibitory activity.
MeSH terms
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Antineoplastic Agents, Phytogenic / chemical synthesis*
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Antineoplastic Agents, Phytogenic / chemistry
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Antineoplastic Agents, Phytogenic / pharmacology
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Biological Products / chemical synthesis*
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Biological Products / chemistry
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Biological Products / pharmacology
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Drug Screening Assays, Antitumor
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Glycoconjugates / chemical synthesis*
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Glycoconjugates / chemistry
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Glycoconjugates / pharmacology
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Glycosylation
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Humans
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Ipomoea / chemistry
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Molecular Structure
Substances
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Antineoplastic Agents, Phytogenic
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Biological Products
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Glycoconjugates
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ipomoeassin F