MEDI 23 |
Fumonisins are known to be potent toxin mold from Fusarium Moniliforme in some grains, which causes equine leukoencephalomalacia, procine pulmonary edema, and esophageal cancers from some countries, and they are known to be ceramide synthase inhibitors. The syntheses of fumonisins B1 and B2 will be introduced. Retrosynthetic strategy of the fumonisins was started from C1-C10 section of aldehyde and C11-C20 section of alkyl iodide, respectively. For C1-C10 section, diastereoselectively reductive alkylation with Schiff-base amino acid derivatives and a mixture of iBu2AlH and iBu3Al has been utilized for core methodology, and chiral auxiliary-based alkylation and stereoselective dihydroxylation have produced the alkyl iodode for C11-C20 section. Fumonisin analogues will also be suggested, which may have different number and stereochemistry of hydroxyl groups, and form different carbon chains. |
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General Poster Session
7:00 PM-9:00 PM, Sunday, 10 September 2006 Moscone Center -- Hall D, Poster
Division of Medicinal Chemistry |