Synthesis and biological activity of side-chain analogues of ecdysone and 20-hydroxyecdysone

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Patrick G. Roussel, Vladimir Sik, Nicholas J. Turner and Laurence N. Dinan


Abstract

Side-chain analogues of 20-hydroxyecdysone 1 and ecdysone 2 containing a tetrahydrofuran ring, including shidasterone 4, have been prepared and assessed for biological activity using a bioassay derived from a tumorous BII blood cell line of Drosophila melanogaster. The synthetic strategy involves selective protection of the 2,3-cis-diol of 1 and 2 followed by activation of the C-22 hydroxy group prior to ring-closure.


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