N. Deppermann, W. Maison
2009
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0
Influential Citations
1
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Journal
Advances in experimental medicine and biology
Abstract
Introduction Proline-based diketopiperazine structures for the core of several interesting natural product classes such as marcfortines, paraherquamides, brevianamides and tryprostatines which show promising activities as potent cytotoxic compounds and have a known specifity for certain cancer cell lines. They are thus evaluated scaffolds for targeted cancer therapy and have been the targets for different synthetic approaches in the last years. We have developed a diversity oriented, efficient and stereoselective synthetic strategy to highly functionalized proline-based diketopiperazines 4. Our precursors are azabicycloalkenes 1, which can be obtained from a diastereoselective hetero-Diels-Alder-reaction in defined but variable stereochemistry and ring sizes.