ORGN 646 |
| Polyketides are diverse class of natural products exhibiting innumerable clinically important biological activities. The complex multienzyme system, Polyketide synthases are responsible for the synthesis of Polyketides. The pikromycin polyketide synthase (PKS) system of Streptomyces venezuelae ATCC 15439 catalyzes the biosynthesis of 12 and 14 membered macrolactones. Narbonolide is a polyketide macrolactone with seven asymmetric centers embedded in the monocyclic 14-membered lactone system. The structural similarity to ketolide antibacterials such as Telithromycin and Cethromycin makes Narbonolide and related derivatives of potential therapeutic interest. Our synthetic strategy for this macrolactone includes a series of asymmetric aldol reactions followed with RCM. A new and more elegant synthetic route leading to Narbonolide will be presented.
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Total Synthesis of Complex Molecules
8:00 AM-12:00 PM, Wednesday, 13 September 2006 Moscone Center -- Room 132, Oral
Division of Organic Chemistry |
