ORGN 289 |
| Cyclipostins, isolated from fermentation broths of streptomyces sp. DSM 13381, possess strong inhibitory activity against hormone-sensitive lipase (HSL) with IC50 in the nanomolar range. Cyclipostins are characterized by a cyclic phosphate triester fused to a lactone ring. The bicyclic core contains a unique vinylogous phosphate carbonic anhydride and chiral centers at both C3a and phosphorus. The members of the cyclipostin family vary in the structure of the lipophilic chain attached to the phosphate ester. We report approaches the synthesis of selected members of the cyclipostin family and some phosphonate analogs. The planned methods of synthesis are flexible and will allow variation in the chain (R2) and the absolute stereochemistry at C3a.
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Total Synthesis of Complex Molecules
1:00 PM-4:40 PM, Monday, March 26, 2007 McCormick Place East -- Room E352, Level 3, Oral
Division of Organic Chemistry |
