Abstract
An investigation of Thapsia garganica afforded a series of tetracyclic C-19 dilactones, whose production was dependent on the time and location of the collection. These unusual tetrahomosesquiterpenoids are presumably biosynthesized via a carbon dioxide-triggered electrophilic polyolefin cyclization. Despite the structural differences with thapsigargin, these compounds showed SERCA-inhibiting properties.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Animals
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Apiaceae / chemistry*
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Calcium-Transporting ATPases / antagonists & inhibitors*
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Enzyme Inhibitors / chemistry
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Enzyme Inhibitors / isolation & purification*
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Enzyme Inhibitors / pharmacology
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Molecular Structure
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Nuclear Magnetic Resonance, Biomolecular
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Plants, Medicinal / chemistry*
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Sarcoplasmic Reticulum Calcium-Transporting ATPases
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Sea Urchins / enzymology*
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Sea Urchins / metabolism
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Stereoisomerism
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Thapsigargin* / analogs & derivatives
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Thapsigargin* / chemistry
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Thapsigargin* / metabolism
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Thapsigargin* / pharmacology
Substances
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Enzyme Inhibitors
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Thapsigargin
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Sarcoplasmic Reticulum Calcium-Transporting ATPases
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Calcium-Transporting ATPases