Resorcylic radicicol

In 2004, trans- and cw-resorcylide were totally synthesized, and palladium-catalyzed carbonylative Stille coupling was applied for the preparation of the intermediate (Scheme 10.27) [112]. Trans- and cii-resorcylides are both natural macrocyclic plant growth inhibitors, isolated independently from different Peni-cillium species. Together with zearalenone, lasiodiplodin, and the important antitumor agent radicicol, they constimte an important class of bioactive resorcylic macrolides. 

The resorcylic acid lactone (RAL) radicicol 10 (also known as monorden), was first isolated in 1953 from Monosporium bonorden, and it is the most potent in vitro natural product Hsp90 inhibitor found to date (IC50 = 20-23 nM). However, it is inactive in vivo, due to its metabolically sensitive functionalities (epoxide, Michael acceptor and macrolactone) (Figure 2.7). ... 

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