Selective Inhibition of Human Monoamine Oxidase B by Acacetin 7-Methyl Ether Isolated from Turnera diffusa (Damiana)

Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry
Narayan D ChaurasiyaBabu L Tekwani

Abstract

The investigation of the constituents that were isolated from Turnera diffusa (damiana) for their inhibitory activities against recombinant human monoamine oxidases (MAO-A and MAO-B) in vitro identified acacetin 7-methyl ether as a potent selective inhibitor of MAO-B (IC50 = 198 nM). Acacetin 7-methyl ether (also known as 5-hydroxy-4', 7-dimethoxyflavone) is a naturally occurring flavone that is present in many plants and vegetables. Acacetin 7-methyl ether was four-fold less potent as an inhibitor of MAO-B when compared to acacetin (IC50 = 50 nM). However, acacetin 7-methyl ether was >500-fold selective against MAO-B over MAO-A as compared to only two-fold selectivity shown by acacetin. Even though the IC50 for inhibition of MAO-B by acacetin 7-methyl ether was ~four-fold higher than that of the standard drug deprenyl (i.e., SelegilineTM or ZelaparTM, a selective MAO-B inhibitor), acacetin 7-methyl ether's selectivity for MAO-B over MAO-A inhibition was greater than that of deprenyl (>500- vs. 450-fold). The binding of acacetin 7-methyl ether to MAO-B was reversible and time-independent, as revealed by enzyme-inhibitor complex equilibrium dialysis assays. The investigation on the enzyme inhibition-kinetics analysis with varyin...Continue Reading

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Citations

Jan 23, 2021·Journal of Biomolecular Structure & Dynamics·AyoOluwa O AderibigbeRobert J Doerksen
Sep 1, 2020·Food and Chemical Toxicology : an International Journal Published for the British Industrial Biological Research Association·Shilpi SinghSuaib Luqman
Jan 26, 2021·International Journal of Pharmaceutics·Vijay Kumar ShankarS Narasimha Murthy
Nov 21, 2020·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Narayan D ChaurasiyaBabu L Tekwani
May 1, 2021·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Pedro Cruz-VicenteEugenia Gallardo

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Methods Mentioned

BETA
deamination
X-ray
equilibrium-dialysis
equilibrium dialysis
Assay

Software Mentioned

Desmond
XLfit
SoftMaxPro
RESPA
Maestro
Prime MM - GBSA
Simulation Interactions Diagram ( SID )
PyMOL
LigPrep
[UNK]

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