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Bioorg Med Chem Lett. 2005 May 2;15(9):2215-9.

Studies on the reactivity of CDDO, a promising new chemopreventive and chemotherapeutic agent: implications for a molecular mechanism of action.

Author information

1
Department of Chemistry, Dartmouth College, Hanover, NH 03755, USA.

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.

PMID:
15837296
DOI:
10.1016/j.bmcl.2005.03.031
[Indexed for MEDLINE]

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