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Ilicic Acid as a Natural Quiron for the Efficient Preparation of Bioactive α- and β-Eudesmol

✍ Scribed by Alejandro F. Barrero; M. Mar Herrador; Pilar Arteaga; Julieta V. Catalán

Publisher: John Wiley and Sons
Year: 2009
Tongue: English
Weight: 163 KB
Volume: 2009
Category: Article
ISSN: 1434-193X
DOI: 10.1002/ejoc.200900438

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✦ Synopsis

Abstract

An efficient procedure for the isolation of the sesquiterpene ilicic acid (3) on a multigram scale of extracts obtained from aerial parts of Inula viscosa (Asteraceae) was developed. Acid 3 is an appropriate starting material for short, enantiospecific syntheses of β‐eudesmol (1) and α‐eudesmol (2), natural products featuring significant antiangiogenic and anti‐Alzheimer properties. Synthesis of 1 was achieved in six steps and the synthesis of 2 in seven, producing overall yields of 52 and 41 %, respectively.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)

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