The insight of in vitro and in silico studies on cholinesterase inhibitors from the roots of Cimicifuga dahurica (Turcz.) Maxim

J Enzyme Inhib Med Chem. 2018 Dec;33(1):1174-1180. doi: 10.1080/14756366.2018.1491847.

Abstract

Cholinesterases (ChEs) are enzymes that break down neurotransmitters associated with cognitive function and memory. We isolated cinnamic acids (1 and 2), indolinones (3 and 4), and cycloartane triterpenoid derivatives (5-19) from the roots of Cimicifuga dahurica (Turcz.) Maxim. by chromatography. These compounds were evaluated for their inhibitory activity toward ChEs. Compound 1 was determined to have an IC50 value of 16.7 ± 1.9 μM, and to act as a competitive inhibitor of acetylcholinesterase (AChE). Compounds 3, 4 and 14 were found to be noncompetitive with IC50 values of 13.8 ± 1.5 and 6.5 ± 2.5 μM, and competitive with an IC50 value of 22.6 ± 0.4 μM, respectively, against butyrylcholinesterase (BuChE). Our molecular simulation suggested each key amino acid, Tyr337 of AChE and Asn228 of BuChE, which were corresponded with potential inhibitors 1, and 3 and 4, respectively. Compounds 1 and 4 were revealed to be promising compounds for inhibition of AChEs and BuChEs, respectively.

Keywords: Cimicifuga dahurica; Ranunculaceae; cholinestereases inhibitor; molecular simulation.

MeSH terms

  • Acetylcholinesterase / metabolism*
  • Butyrylcholinesterase / metabolism*
  • Cholinesterase Inhibitors / chemistry
  • Cholinesterase Inhibitors / isolation & purification
  • Cholinesterase Inhibitors / pharmacology*
  • Cimicifuga / chemistry*
  • Computer Simulation
  • In Vitro Techniques
  • Molecular Docking Simulation*
  • Molecular Structure
  • Plant Roots / chemistry*

Substances

  • Cholinesterase Inhibitors
  • Acetylcholinesterase
  • Butyrylcholinesterase

Grants and funding

This study was supported by the Priority Research Centre Programme through the National Research Foundation of Korea (NRF) funded by the Ministry of Education, Science and Technology [2009–0093815], Republic of Korea.