3481. Dysidiolide
Nomenclature
CAS number: 182136-94-3
(5R)-5-Hydroxy-4-[(1R)-1-hydroxy-2-[(1R,2R,5S,8aS)-1,2,3,5,6,7,8,8a-octahydro-1,2,5-trimethyl-5-(4-methyl-4-pentenyl)-1-naphthalenyl]ethyl]-2(5H)-furanone; (-)-dysidiolide. C25H38O4; mol wt 402.57.
C 74.59%, H 9.51%, O 15.90%.
Description and references
Sesterterpene γ-hydroxybutenolide with a unique carbon skeleton isolated from the marine sponge Dysidea etheria de Laubenfels. First naturally occurring inhibitor of the protein phosphatase, cdc25; the inhibition of which blocks cell division. Isolation, activity and crystal structure: S. P. Gunasekera et al., J. Am. Chem. Soc. 118, 8759 (1996). Enantioselective synthesis: E. J. Corey, B. E. Roberts, ibid. 119, 12425 (1997). Total synthesis of racemate and preliminary biological activity: S. R. Magnuson et al., ibid. 120, 1615 (1998).
