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Open AccessArticle

Isoeugenin, a Novel Nitric Oxide Synthase Inhibitor Isolated from the Rhizomes of Imperata cylindrica

Department of Pharmacology, College of Korean Medicine, Sangji University, Wonju 220-702, Korea
Department of Agro-Industrial Technology, Faculty of Agriculture, Lambung Mangkurat University, Indonesia 70712, Indonesia
Department of Forest Science, College of Life Science and Natural Resources, Sangji University, Wonju 220-702, Korea
Department of Pharmaceutical Engineering, College of Health Science, Sangji University, Wonju 220-702, Korea
Author to whom correspondence should be addressed.
Academic Editors: Derek J. McPhee and John A. Beutler
Molecules 2015, 20(12), 21336-21345;
Received: 28 October 2015 / Revised: 20 November 2015 / Accepted: 24 November 2015 / Published: 1 December 2015
(This article belongs to the Section Natural Products Chemistry)
Phytochemical studies on the constituents of the rhizomes of Imperata cylindrica (Gramineae) were performed using high-performance liquid chromatography (HPLC). We also aimed to search for any biologically active substance capable of inhibiting nitric oxide (NO) formation in lipopolysaccharide (LPS)-activated macrophage 264.7 cells, by testing four compounds isolated from this plant. Four compounds, including a new chromone, isoeugenin, along with ferulic acid, p-coumaric acid, and caffeic acid were isolated and identified by NMR spectroscopy. The structure of isoeugenin was determined as 7-hydroxy-5-methoxy-2-methylchromone by the 2D-NMR technique. Among the four compounds, isoeugenin has the lowest IC50 value on the inhibition of NO production in LPS-activated macrophage RAW264.7 cells (IC50, 9.33 μg/mL). In addition, isoeugenin significantly suppressed the LPS-induced expressions of inducible nitric oxide synthase (iNOS), cyclooxygenase-2 (COX-2), and proinflammatory cytokines mRNA levels. Taken together, these results suggest that the anti-inflammatory activity of isoeugenin is associated with the down-regulation of iNOS, COX-2, and pro-inflammatory cytokines in RAW264.7 cells. Accordingly, our results suggest that the new chromone isoegenin should be considered a potential treatment for inflammatory disease. View Full-Text
Keywords: Imperata cylindrica; isoeugenin; RAW264.7 macrophages; NO; HPLC Imperata cylindrica; isoeugenin; RAW264.7 macrophages; NO; HPLC
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MDPI and ACS Style

An, H.-J.; Nugroho, A.; Song, B.-M.; Park, H.-J. Isoeugenin, a Novel Nitric Oxide Synthase Inhibitor Isolated from the Rhizomes of Imperata cylindrica. Molecules 2015, 20, 21336-21345.

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