| Autor: |
Tietze, Lutz F., Güntner, Carlos, Gericke, Kersten M., Schuberth, Ingrid, Bunkoczi, Gabor |
| Zdroj: |
European Journal of Organic Chemistry; June 2005, Vol. 2005 Issue: 12 p2459-2467, 9p |
| Abstrakt: |
The antibiotic mensacarcin (1), which contains nine stereogenic centers and two epoxy functionalities, is a novel antitumor agent that was first isolated from the culture broth of Streptomyces sp. Gö C4/4 found in a soil sample next to the northern cafeteria of the University of Göttingen. For the synthesis of 1 and related structurally simplified analogs, aDiels–Alder reaction of O-methyljuglone (11) and the tetrasubstituted 1,3-butadiene 22 was performed to give the cycloadduct rac-28, which was transformed into the epoxides rac-31 and rac-33. The cytotoxicity of rac-33 is only 53 times lower than the much more complex 1. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005) |
| Databáze: |
Supplemental Index |
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