ORGN 61 |
| Prodigiosins, a family of naturally occurring red pigments, have exhibited remarkable biological effects including antibacterial, cytotoxic, antimalaria and immunomodulating activities. From analysis of natural prodigiosins, analogs prepared by synthesis, as well as the related tambjamine alkaloids, which possess an enamine moiety in place of the pyrrole C-ring, a structure-activity profile has begun to be formulated concerning the biological activity of the prodigiosins. Of particular interest, substitution of the methoxy substituent on the B-ring pyrrole with larger alkoxy substituents has been shown to lead to improved selectivity indexes with reduced toxicity. Our presentation will describe a novel synthesis route to prodigiosin analogs in which the B-ring methoxy group has been replaced by alkyl amine substituents. This route has rewcently culminated in the first synthesis of an aminoprodigiosin analog. |
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Heterocycles and Aromatics
1:00 PM-5:20 PM, Sunday, 26 March 2006 Georgia World Congress Center -- C301, Oral
Division of Organic Chemistry |