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Synthesis and Neurotrophic Activity Studies of Illicium Sesquiterpene Natural Product Analogues

Richers, Johannes and Pöthig, Alexander and Herdtweck, Eberhardt and Sippel, Claudia and Hausch, Felix and Tiefenbacher, Konrad. (2017) Synthesis and Neurotrophic Activity Studies of Illicium Sesquiterpene Natural Product Analogues. Chemistry - A European Journal, 23 (13). pp. 3178-3183.

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Official URL: http://edoc.unibas.ch/58947/

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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 (±)-Merrilactone A 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.
Faculties and Departments:05 Faculty of Science > Departement Chemie
05 Faculty of Science > Departement Chemie > Chemie > Synthesis of Functional Modules (Tiefenbacher)
UniBasel Contributors:Tiefenbacher, Konrad Karl and Richers Hegnauer, Julia
Item Type:Article, refereed
Article Subtype:Further Journal Contribution
Publisher:Wiley
ISSN:0947-6539
e-ISSN:1521-3765
Note:Publication type according to Uni Basel Research Database: Journal item
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Last Modified:17 Jan 2018 11:22
Deposited On:17 Jan 2018 11:22

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