Soluble epoxide hydrolase inhibitory activity of components from Leonurus japonicus

International Journal of Biological Macromolecules
Hyun Hee LeemYoung Ho Kim

Abstract

One new compound, 10-methoxy-leonurine (1), and four known compounds (2-5) were purified by silica gel, C-18, and Sephadex LH-20 column chromatography from Leonurus japonicus. Their structures were elucidated using one-dimensional (1D)/two-dimensional (2D)-nuclear magnetic resonance (NMR), high-resolution (HR)-electrospray ionization (ESI) mass spectrometry (MS). The compounds were evaluated to determine their inhibition of the catalysis of soluble epoxide hydrolase (sEH). According to the results from in vitro analyses, compounds 1 and 2, which contain guanidine and flavonoid (3), were determined to be potential inhibitors of this enzyme. All compounds were revealed to be non-competitive inhibitors according to Lineweaver-Burk plots. Furthermore, in silico molecular docking indicated that compounds 1-3 are bound to sEH in a similar fashion and have stable binding energies, as calculated by AutoDock 4.2. Molecular dynamics determined the root-mean-square deviation (RMSD), total energy, RMS fluctuation (RMSF), hydrogen bonds, and distance of the complex according to time.

References

Dec 27, 2011·Carbohydrate Research·Yixiu LiPeicheng Zhang
Mar 6, 2013·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Yi ZhangTao Wang
Oct 23, 2013·Chemico-biological Interactions·Yi WangWei Kang
Oct 8, 2015·Journal of Enzyme Inhibition and Medicinal Chemistry·Jang Hoon KimYoung Ho Kim
Oct 21, 2015·Bioorganic & Medicinal Chemistry Letters·Ga Young LeeYoung Ho Kim
Dec 4, 2015·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Jang Hoon KimYoung Ho Kim
Jun 28, 2016·International Journal of Biological Macromolecules·Jang Hoon KimYoung Ho Kim

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Citations

Jan 25, 2018·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Jang Hoon KimChang Hyun Jin
Sep 16, 2020·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Javad Mottaghipisheh, Marcello Iriti
Feb 28, 2021·Food Chemistry·Wen CongDevin G Peterson

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