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Synthesis of Benzylidene Analogs of Oleanolic Acid as Potential α-Glucosidase and α-Amylase Inhibitors.

ABSTRACT: A series of benzylidene analogs of oleanolic acid 4a∼4s were synthesized and assessed for their α-glucosidase and α-amylase inhibitory activities. The results presented that all synthesized analogs exhibited excellent-to-moderate inhibitory effects on α-glucosidase and α-amylase. Analog 4i showed the highest α-glucosidase inhibition (IC₅₀: 0.40 μM), and analog 4o presented the strongest α-amylase inhibition (IC₅₀: 9.59 μM). Inhibition kinetics results showed that analogs 4i and 4o were reversible and mixed-type inhibitors against α-glucosidase and α-amylase, respectively. Simulation docking results demonstrated the interaction between analogs and two enzymes. Moreover, analogs 4i and 4o showed a high level of safety against 3T3-L1 and HepG2 cells.

SUBMITTER: Ke JJ

PROVIDER: S-EPMC9213889 | biostudies-literature | 2022

REPOSITORIES: biostudies-literature

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Synthesis of Benzylidene Analogs of Oleanolic Acid as Potential α-Glucosidase and α-Amylase Inhibitors.

Ke Jun-Jie JJ Lin Jing J Zhang Xin X Wu Xiao-Zheng XZ Zheng Ying-Ying YY Hu Chun-Mei CM Kang Yu Y Zhang Kun K Xiong Zhuang Z Ma Zhi-Qiang ZQ

Frontiers in chemistry 20220608

A series of benzylidene analogs of oleanolic acid 4a∼4s were synthesized and assessed for their α-glucosidase and α-amylase inhibitory activities. The results presented that all synthesized analogs exhibited excellent-to-moderate inhibitory effects on α-glucosidase and α-amylase. Analog 4i showed the highest α-glucosidase inhibition (IC50: 0.40 μM), and analog 4o presented the strongest α-amylase inhibition (IC50</sub ...[more]

PMID: 35755256

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