Synthesis of asperdiol derivatives and their anticancer activity

ORGN 798

Nydea A. Avilés, BlckDragoness@aol.com1, Janet Figueroa, janetfigueroam@yahoo.com1, and Abimael D. Rodriguez, arodrig@cnnet.clu.edu2. (1) Department of Chemistry, University of Puerto Rico, P. O. Box 23346, SanJuan, PR 00931-3346, (2) Department of Chemistry, University of Puerto Rico at Rio Piedras, P. O. Box 23346, Rio Piedras, PR 00931-3346
Asperdiol (1), a potent anticancer compound, was found as the major component in the chloroform extract of the gorgonian coral Eunicea knighti. This compound was previously isolated from Eunicea asperula and E. tourneforti. It was the first non lactonic cembrane isolated from a marine organism to display in vitro anticancer activity against PS, KB and LE cell lines. The antitumor activity displayed by this compound has elicited our interest to synthesize various asperdiol derivatives. A series of derivatives have been synthesized in order to evaluate their cytotoxicity against a panel of 60 human cancer cell lines. The structures of these compounds were elucidated using 1D and 2D NMR spectral data, in combination with IR, HREIMS, FABMS, and UV techniques. This presentation encompasses a series of reactions which led to the discovery of new asperdiol derivatives and their respective biological evaluation against cancer cell lines.
 

Asymmetric Reactions, Molecular Recognition, Self Assembly, Bioorganic Chemistry, Process R&D
8:00 PM-10:00 PM, Wednesday, 16 March 2005 Convention Center -- Hall D, Poster

Sci-Mix
8:00 PM-10:00 PM, Monday, 14 March 2005 Convention Center -- Sails Pavilion, Sci-Mix

Division of Organic Chemistry

The 229th ACS National Meeting, in San Diego, CA, March 13-17, 2005