Abstract
CDDO, a semi-synthetic triterpenoid derived from oleanolic acid, has the potential to be used as a chemopreventive and chemotherapeutic agent. The structure of CDDO contains two alpha,beta-unsaturated carbonyl moieties, suggesting a mechanism of action involving a conjugate nucleophilic addition. Spectroscopic evaluation with thiol nucleophiles illustrates that an addition does indeed occur, but this addition is selective and reversible.
Publication types
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Research Support, N.I.H., Extramural
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Research Support, U.S. Gov't, P.H.S.
MeSH terms
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Dithiothreitol
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Kinetics
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Molecular Conformation
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Molecular Structure
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Nitric Oxide / antagonists & inhibitors
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Oleanolic Acid / analogs & derivatives*
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Oleanolic Acid / chemical synthesis
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Oleanolic Acid / pharmacology
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Spectrophotometry, Ultraviolet
Substances
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2-cyano-3,12-dioxoolean-1,9-dien-28-oic acid
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Nitric Oxide
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Oleanolic Acid
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Dithiothreitol