1451164-69-4Relevant articles and documents
Concise total synthesis of (±)-actinophyllic acid
Granger, Brett A.,Jewett, Ivan T.,Butler, Jeffrey D.,Martin, Stephen F.
, p. 4094 - 4104 (2014)
A concise total synthesis of the complex indole alkaloid (±)-actinophyllic acid was accomplished by a sequence of reactions requiring only 10 steps from readily-available, known starting materials. The approach featured a Lewis acid-catalyzed cascade of reactions involving stabilized carbocations that delivered the tetracyclic core of the natural product in a single chemical operation. Optimal conversion of this key intermediate into (±)-actinophyllic acid required judicious selection of a protecting group strategy.
Synthesis of (±)-actinophyllic acid and analogs: Applications of cascade reactions and diverted total synthesis
Granger, Brett A.,Jewett, Ivan T.,Butler, Jeffrey D.,Hua, Bruce,Knezevic, Claire E.,Parkinson, Elizabeth I.,Hergenrother, Paul J.,Martin, Stephen F.
, p. 12984 - 12986 (2013)
Actinophyllic acid is a biologically active indole alkaloid with a unique structural framework that incorporates five contiguous stereocenters. A total synthesis of (±)-actinophyllic acid has been completed that proceeds in only 10 steps from readily available, known compounds and with the isolation of nine intermediates. The synthesis features a novel cascade of reactions of N-stabilized carbocations with π-nucleophiles to create the tetracyclic core of actinophyllic acid in a single chemical operation. This pivotal cascade sequence generates substructures of the actinophyllic acid core that are not otherwise accessible, and one key intermediate was modified to furnish several novel compounds having potentially promising anticancer activity, one of which induces cell death in a wide range of cancer cell lines.
ANTICANCER AGENTS
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Paragraph 0463; 0464, (2015/02/02)
Provided herein, inter alia, are compounds and methods for treating cancer.
