Synthesis and Biological Studies of Simplified Analogues of Lyngbyatoxin A: Use of an Isoxazoline-Based Indole Synthesis. Quest for Protein Kinase C Modulators

Alan P. Kozikowski, Kazuo Sato, Alakananda Basu, John S. Lazo

Research output: Contribution to journalArticle

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Abstract

Efficient synthetic routes to optically active analogues of lyngbyatoxin A, a potent activator of protein kinase C, have been devised starting from L-valine methyl ester. Access to the indole nucleus of these molecules is gained through the nitrile oxide based annelation of an aromatic ring to a pyrrole ring. The biological action of several of the intermediates and analogues prepared during the course of these studies on protein kinase C activity is also presented.

Original languageEnglish
Pages (from-to)6228-6234
Number of pages7
JournalJournal of the American Chemical Society
Volume111
Issue number16
DOIs
StatePublished - 1 Jan 1989

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