Synthesis and bioactivities evaluation of oleanolic acid oxime ester derivatives as -glucosidase and -amylase inhibitors.

Different oleanolic acid (OA) oxime ester derivatives (-) were designed and synthesised to develop inhibitors against -glucosidase and -amylase. All the synthesised OA derivatives were evaluated against -glucosidase and -amylase Among them, compound showed the highest -glucosidase inhibition with an IC of 0.35 µM, which was ∼1900 times stronger than that of acarbose, meanwhile compound exhibited the highest -amylase inhibitory with an IC of 3.80 µM that was ∼26 times higher than that of acarbose. The inhibition kinetic studies showed that the inhibitory mechanism of compounds and were reversible and mixed types towards -glucosidase and -amylase, respectively. Molecular docking studies analysed the interaction between compound and two enzymes, respectively. Furthermore, cytotoxicity evaluation assay demonstrated a high level of safety profile of compounds and against 3T3-L1 and HepG2 cells.HighlightsOleanolic acid oxime ester derivatives () were synthesised and screened against α-glucosidase and α-amylase.Compound showed the highest α-glucosidase inhibitory with IC50 of 0.35 µM.Compound presented the highest α-amylase inhibitory with IC50 of 3.80 µM.Kinetic studies and studies analysed the binding between compounds and α-glucosidase or α-amylase.