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Desmodeleganine, a new alkaloid from the leaves of Desmodium elegans as a potential monoamine oxidase inhibitor.

Kang-Kang Zhi, Zhong-Duo Yang, Dan-Feng Shi, Xiao-Jun Yao, Ming-Gang Wang

Fitoterapia October 2014 DOI: 10.1016/j.fitote.2014.07.022 (opens in new tab)

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AI-extracted from the abstract
Characteristics In vitro phytochemical and enzyme inhibition study Peer reviewed
Population Desmodium elegans leaves; monoamine oxidase enzyme assays
Interventions Desmodeleganine Bufotenin Hydroxy-N N-dimethyltryptamine N(12)-oxide 2-(5-methoxy-1H-indol-3-yl)-N N-dimethylethylamine Iproniazid
Measures IC50
Keywords Alkaloids Desmodium elegans Monoamine oxidase inhibitors
Key points Desmodeleganine, a new alkaloid isolated from Desmodium elegans leaves, inhibited monoamine oxidase with an IC50 of 13.92 ± 1.5 μM, while the standard iproniazid had an IC50 of 6.5 ± 0.5 μM. Molecular modeling was used to explore the binding of desmodeleganine and bufotenin at MAO-A and MAO-B active sites.

Abstract

Desmodeleganine (1), a new potential monoamine oxidase inhibitor, along with three known alkaloids, bufotenin (2), hydroxy-N, N-dimethyltryptamine N(12)-oxide (3), 2-(5-methoxy-1H-indol-3-yl)-N, and N-dimethylethylamine (4) were isolated from the leaves of Desmodium elegans. Their structures were elucidated by IR, MS, 1D and 2D NMR spectra. 1 showed strong monoamine oxidase inhibitory activity with IC50 value of 13.92 ± 1.5 μM, when the IC50 value of iproniazid as a standard was 6.5 ± 0.5 μM. The molecular modeling was also performed to explore the binding mode of compounds 1, 2 at the active site of MAO-A and MAO-B.

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