Rocaglamide


Rocaglamide is a natural product which belongs to a class of molecules called flavaglines. This compound was isolated in 1982 by King and colleagues based on its antileukemic activity. Like other flavaglines, rocaglamide displays potent insecticidal, antifungal, anti-inflammatory and anticancer activities. Rocaglamide A inhibits eukaryotic translation initiation by binding to the translation initiation factor eIF4A and converting it into a translational repressor.
Rocaglamide was first synthesized by Barry Trost in 1990. Although other syntheses have been described since, Trost’s remains the only one to afford rocaglamide in an enantio-specific manner.