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Synthesis and biological evaluation of (-)-laulimalide analogues
Paul A Wender1, Sayee G Hegde, Robert D Hubbard
1Department of Chemistry, Stanford University, Stanford, California 94305, USA. wenderp@stanford.edu
Organic Letters
|September 12, 2003
Abstract:
[reaction: see text] The syntheses of five laulimalide analogues are described, incorporating modifications at the C(16)-C(17)-epoxide, the C(20)-alcohol, as well as the C(1)-C(3)-enoate of the parent natural product. The resultant analogues are active in drug-sensitive HeLa and MDA-MB-435 cell lines. Significantly, like laulimalide, these analogues are poor substrates for the drug transport protein P-glycoprotein (Pgp) and are thus effective against Taxol-resistant cell lines.