Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5276798 | Tetrahedron Letters | 2008 | 4 Pages |
Abstract
Rhizopodin was isolated as cytostatic and weakly antifungal macrolide (1) and later characterized as potent actin-depolymerizing agent. It is produced by the myxobacterium Myxococcus stipitatus, which enables a fermentative supply of the drug for biological studies. We here report a revised structure that characterizes rhizopodin (2) as the first known dimeric bis-lactone exhibiting side chains that terminate in N-methyl-vinylformamide groups, which are otherwise found in smaller marine toxins also targeting the actin cytoskeleton. Compound 2 might function as bivalent inhibitor forming ternary complexes with actin which would explain its high efficacy.
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Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Rolf Jansen, Heinrich Steinmetz, Florenz Sasse, Wolf-Dieter Schubert, Gregor Hagelüken, Simone C. Albrecht, Rolf Müller,