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  Synthesis and Neurotrophic Activity Studies of Illicium Sesquiterpene Natural Product Analogues

Richers, J., Poethig, A., Herdtweck, E., Sippel, C., Hausch, F., & Tiefenbacher, K. (2017). Synthesis and Neurotrophic Activity Studies of Illicium Sesquiterpene Natural Product Analogues. CHEMISTRY - A EUROPEAN JOURNAL, 23(13), 3178-3183. doi:10.1002/chem.201605362.

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 Creators:
Richers, Johannes1, Author
Poethig, Alexander1, Author
Herdtweck, Eberhardt1, Author
Sippel, Claudia2, Author           
Hausch, Felix1, Author
Tiefenbacher, Konrad1, Author
Affiliations:
1external, ou_persistent22              
2Dept. Translational Research in Psychiatry, Max Planck Institute of Psychiatry, Max Planck Society, ou_2035295              

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Free keywords: biological activity, natural products, neurotrophic sesquiterpenes synthesis
 Abstract: Neurotrophic natural products hold potential as privileged structures for the development of therapeutic agents against neurodegeneration. However, only a few studies have been conducted to investigate a common pharmacophoric motif and structure-activity relationships (SARs). Here, an investigation of structurally more simple analogues of neurotrophic sesquiterpenes of the illicium family is presented. A concise synthetic route enables preparation of the carbon framework of (+/-)-MerrilactoneA and (+/-)-Anislactone A/B on a gram scale. This has allowed access to a series of structural analogues by modification of the core structure, including variation of oxidation levels and alteration of functional groups. In total, 15 derivatives of the natural products have been synthesized and tested for their neurite outgrowth activities. Our studies indicate that the promising biological activity can be retained by structurally simpler natural product analogues, which are accessible by a straightforward synthetic route.

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Language(s): eng - English
 Dates: 2017-03
 Publication Status: Issued
 Pages: -
 Publishing info: -
 Table of Contents: -
 Rev. Type: -
 Identifiers: ISI: 000395774700026
DOI: 10.1002/chem.201605362
 Degree: -

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Title: CHEMISTRY - A EUROPEAN JOURNAL
Source Genre: Journal
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Pages: - Volume / Issue: 23 (13) Sequence Number: - Start / End Page: 3178 - 3183 Identifier: ISSN: 0947-6539