Synthesis of 2-En-1-one-ebelactonyl Benzoates of Territrem B Analogues from Jujubogenin

AChE inhibitors are important target on drug discovery for the treatment of Alzheimerdisease. Tacrine 1, E2020 2 as well as huperzine A 3 are the few distinguishedsuccessful leading compounds in this aspect1 . ～3 Recently, the potential activity ofterritrem B (Figure 1) on AChE inhibition (IC50 =7.8 nmol/L) led to a wide interest.Furthermore, its inhibitory mechanism is totally different from the known AChEinhibitors3 . The interest in synthesis of new leading compounds was l…

Synthesis of 2-En-1-one-ebelactonyl Benzoates of Territrem B Analogues from Jujubogenin

Two series of territrem B analogues (10a-10c and 18) have been designed and synthesized from jujubogenin 5a which was prepared from jujubogenin glycosides 5b obtained from the leaves of Zizyphus jujuba. The structures of the new compounds were confirmed by H-, 1 13C-NMR and MS data. Compounds 10c and 18 showed weak inhibitory effect on AChE at 10-4 mol/L.