ORGN 447 |
Contributions toward the first total synthesis of Virginiamycin M1
| Robert J. Anness, Jesse Dambacher, Wen Zhao, and Mikael Bergdahl. Department of Chemistry, San Diego State University, 5500 Campanile Dr, San Diego, CA 92182 |
Virginiamycin M1 (VM1) is a member of a family of antibiotics known as the streptogramins, which consists of cyclic peptides produced by Streptomyces. The focus of our research is on developing an efficient, convergent strategy for the total synthesis of Virginiamycin M1 that allows for simple structural modification and incorporates novel methodology. The macrocycle presents a number of synthetic challenges, including three stereocenters, a substituted E,E-allylic diene and the presence of an oxazole moiety. Completion of the synthesis by the proposed strategy could allow for the production of new drugs by simple modification of the fragments. Various facile changes could lead to the creation of small libraries that would help us study the relationship between chemical structure and biological activity with the purpose of developing more efficient antibiotics.  |
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Total Synthesis, Asymmetric Reactions and Syntheses, Bioorganic
9:00 AM-11:00 AM, Wednesday, March 31, 2004 Anaheim Convention Center -- Hall C, Poster
Division of Organic Chemistry
The 227th ACS National Meeting, Anaheim, CA, March 28-April 1, 2004
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