Issue 14, 2010
From the journal:

Organic & Biomolecular Chemistry

Enantioselective total synthesis of plakotenin, a cytotoxic metabolite from Plakortis sp†

Stephanie Arzt,a   Emmanuel Bourcet,a   Thierry Mullera  and  Stefan Bräse*a  

* Corresponding authors

a Institut für Organische Chemie, Karlsruhe Institute of Technology (KIT), Fritz-Haber-Weg 6, Germany
E-mail: braese@kit.edu
Fax: + 49 721 608 8581

Abstract

The first total enantioselective synthesis of plakotenin is described. This marine natural product was isolated from an Okinawan sponge of the genus Plakortis and shows potent biological activity against several cancerous cell lines. A biomimetic intramolecular Diels–Alder reaction served as a key step in the total synthesis. The synthesis proves the relative and absolute stereochemistry of natural plakotenin.

Graphical abstract: Enantioselective total synthesis of plakotenin, a cytotoxic metabolite from Plakortis sp

About
Cited by
Related
Download options Please wait...

Supplementary files

Article information

DOI
https://doi.org/10.1039/C004199H
Article type
Paper
Submitted
16 Mar 2010
Accepted
13 May 2010
First published
02 Jun 2010

Org. Biomol. Chem., 2010,8, 3300-3306

Permissions

Request permissions

Enantioselective total synthesis of plakotenin, a cytotoxic metabolite from Plakortis sp

S. Arzt, E. Bourcet, T. Muller and S. Bräse, Org. Biomol. Chem., 2010, 8, 3300 DOI: 10.1039/C004199H

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements