Structural Modification On The Active Hypoglydemic Component From Mulberry Leaves And The Study On Their Pharmacological Effect

Objectives:Based on the active hypoglydemic component from mulberry leaves, namely fagomine, its isomer and N-alkyl and δ-lactams derivatives were synthesized in order to search for novel, clinical promising a-glycosidase inhibitor.Methods:1. Using D-galactal as raw material, a seriy of δ-lactams named compounds A were synthesized by multiple reactions incliding benzyl protection, PCC oxidation, amination, intramolecular reductive amination cyclization reaction or Mitsunobu reaction and Pd/C catalytic hydrogemation.2. Using D-galactal as raw material, a seriy of polyhydroxylated piperidine alkaloids named compounds B were synthesized by multiple reactions incliding benzyl protection, PCC oxidation, LiAlH4reductive, sulfonylation, amination cyclization reaction and Pd/C catalytic hydrogenation.3. Activity determination:The a-glucosidase inhibitory activity of target compounds B was tested in order to explore the effects of N-subsituents on inhibitory activities.Results:1.14target compounds and a seriy of intermediates were synthesized via two different synthetic routes.13compounds were synthesized for the first time. The structures of all compounds were confirmd by ESI-MS,1H NMR and13C NMR.2. According to the data of a-glucosidase inhibitory activity, it is indicated that compound10a and N-alkyl fagomine derivatives shows a-glucosidase inhibitory activity.