Isolation of Acacetin from Calea urticifolia with Inhibitory Properties against Human Monoamine Oxidase-A and -B.

doi:10.1021/ACS.JNATPROD.6B00440

Paper

Isolation of Acacetin from Calea urticifolia with Inhibitory Properties against Human Monoamine Oxidase-A and -B.

Published Oct 18, 2016 · N. D. Chaurasiya, Vedanjali Gogineni, Khaled M. Elokely

Journal of natural products

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36

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1

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Abstract

Calea urticifolia (Asteraceae: Asteroideae) has long been used as a traditional medicine in El Salvador to treat arthritis and fever, among other illnesses. The chloroform extract of the leaves of C. urticifolia showed potent inhibition of recombinant human monoamine oxidases (MAO-A and -B). Further bioassay-guided fractionation led to the isolation of a flavonoid, acacetin, as the most prominent MAO inhibitory constituent, with IC50 values of 121 and 49 nM for MAO-A and -B, respectively. The potency of MAO inhibition by acacetin was >5-fold higher for MAO-A (0.121 μM vs 0.640 μM) and >22-fold higher for MAO-B (0.049 μM vs 1.12 μM) as compared to apigenin, the closest flavone structural analogue. Interaction and binding characteristics of acacetin with MAO-A and -B were determined by enzyme-kinetic assays, enzyme-inhibitor complex binding, equilibrium-dialysis dissociation analyses, and computation analysis. Follow-up studies showed reversible binding of acacetin with human MAO-A and -B, resulting in competitive inhibition. Acacetin showed more preference toward MAO-B than to MAO-A, suggesting its potential for eliciting selective pharmacological effects that might be useful in the treatment of neurological and psychiatric disorders. In addition, the binding modes of acacetin at the enzymatic site of MAO-A and -B were predicted through molecular modeling algorithms, illustrating the high importance of ligand interaction with negative and positive free energy regions of the enzyme active site.

In Vitro Study

Study Snapshot

Acacetin, a flavonoid found in Calea urticifolia leaves, shows potential for selective inhibition of human monoamine oxidases, potentially benefiting treatment of neurological and psychiatric disorders.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

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Paper

Isolation of Acacetin from Calea urticifolia with Inhibitory Properties against Human Monoamine Oxidase-A and -B.

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References

Impact of Plant-Derived Flavonoids on Neurodegenerative Diseases

Plant-derived flavonoids show potential in promoting neuronal differentiation and protection in neurodegenerative disorders, with potential for future treatment.

Potential of Natural Products of Herbal Origin as Monoamine Oxidase Inhibitors.

Herbal compounds show potential as MAO inhibitors, offering potential for novel antidepressant and neurodegenerative treatments with reduced side effects.

Effects and possible mechanisms of action of acacetin on the behavior and eye morphology of Drosophila models of Alzheimer’s disease

Acacetin from the Agastache rugosa plant protects against Alzheimer's disease-related eye and behavioral defects by regulating BACE-1 and APP levels and inhibiting APP synthesis.

The mechanism of acacetin-induced apoptosis on oral squamous cell carcinoma.

Acacetin induces apoptosis in oral squamous cell carcinoma cells through activation of MAPK-mediated signaling pathways, suggesting potential cancer inhibition and therapeutic potential.

Monoamine Oxidase-A Occupancy by Moclobemide and Phenelzine: Implications for the Development of Monoamine Oxidase Inhibitors

Moclobemide and phenelzine both have MAO-A occupancy of at least 84%, suggesting novel MAO inhibitor development should aim for similar thresholds for optimal treatment.

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Leucosceptrum canum flavonoids show potential as eco-friendly nematode management solutions due to their dual nematicidal and AChE inhibitory properties.

Isolation and spectroscopic characterization of anticancer phytochemicals from Artemisia laciniata: a combined experimental and theoretical investigation using ADMET analysis and in silico molecular docking simulation against key cancer targets.

Artemisia laciniata contains potent anticancer phytochemicals that target key proteins involved in cancer development, as demonstrated by MTT assay results.

Recent advances in the discovery of plant-derived antimicrobial natural products to combat antimicrobial resistant pathogens: insights from 2018-2022.

Plant-derived antimicrobial natural products have shown promising activity against antimicrobial-resistant pathogens, offering potential as new drug scaffolds for combating AMR.

Ternifolipyrons A–J: new cytotoxic α-pyrones from Isodon ternifolius (D. Don) Kudô

Ternifolipyrons A-J, a group of ten new -pyrone derivatives from Isodon ternifolius roots, show potential as cytotoxic agents against various cancer cells, with ursolic acid showing the most potent activity.

Nature as a source and inspiration for human monoamine oxidase B (hMAO-B) inhibition: A review of the recent advances in chemical modification of natural compounds

Natural products can serve as starting scaffolds for designing more potent and selective hMAO-B inhibitors, overcoming therapeutic limitations and promoting pharmacodynamic and pharmacokinetic improvements.

Fullerene carbon nanostructures for the delivery of phenelzine derivatives as new drugs to inhibit monoamine oxidase enzyme: Molecular docking interactions and density functional theory calculations

Fullerene nanostructures can be used as carriers for phenelzine derivatives, potentially enabling new MAO-A and MAO-B inhibitors.

Natural Products Inhibitors of Monoamine Oxidases—Potential New Drug Leads for Neuroprotection, Neurological Disorders, and Neuroblastoma

Natural products from plant sources show potential as safer and more effective MAOI drug leads for treating depression, neurological disorders, and neuroblastoma.