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. 2013 Dec;46(12):594-9.
doi: 10.5483/bmbrep.2013.46.12.092.

Binding model for eriodictyol to Jun-N terminal kinase and its anti-inflammatory signaling pathway

Eunjung Lee, Ki-Woong Jeong, Areum Shin, Bonghwan Jin, Hum Nath Jnawali, Bong-Hyun Jun, Jee-Young Lee, Yong-Seok Heo, Yangmee Kim  1
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Binding model for eriodictyol to Jun-N terminal kinase and its anti-inflammatory signaling pathway (V体育官网)

Eunjung Lee et al. BMB Rep. 2013 Dec.

Abstract

The anti-inflammatory activity of eriodictyol and its mode of action were investigated. Eriodictyol suppressed tumor necrosis factor (mTNF)-α, inducible nitric oxide synthase (miNOS), interleukin (mIL)-6, macrophage inflammatory protein (mMIP)-1, and mMIP-2 cytokine release in LPS-stimulated macrophages. We found that the anti-inflammatory cascade of eriodictyol is mediated through the Toll-like Receptor (TLR)4/CD14, p38 mitogen-activated protein kinases (MAPK), extracellular-signal-regulated kinase (ERK), Jun-N terminal kinase (JNK), and cyclooxygenase (COX)-2 pathway. Fluorescence quenching and saturation-transfer difference (STD) NMR experiments showed that eriodictyol exhibits good binding affinity to JNK, 8. 79 × 10(5) M(-1). Based on a docking study, we propose a model of eriodictyol and JNK binding, in which eriodictyol forms 3 hydrogen bonds with the side chains of Lys55, Met111, and Asp169 in JNK, and in which the hydroxyl groups of the B ring play key roles in binding interactions with JNK VSports手机版. Therefore, eriodictyol may be a potent anti-inflammatory inhibitor of JNK. .

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Figures

Fig. 1.
Fig. 1.. Dose-response curves of eriodictyol for cytotoxicity toward macrophage-derived RAW264.7 (●), NIH3T3 (○), and HaCaT (▼) cells
Fig. 2.
Fig. 2.. (A) Inhibition of nitrite production by eriodictyol in LPS-stimulated RAW264.7 cells. (B) Inhibition of mTNF-α inflammatory cytokine production by eriodictyol in LPS-stimulated RAW264.7 cells. (C) Inhibition of mMIP-2 inflammatory cytokine production by eriodictyol in LPS-stimulated RAW 264.7 cells. (D) Effects of eriodictyol on LPS-induced expression of inflammatory cytokines in RAW264.7 cells. Total RNA was analyzed for the expression of mIL-6, mMIP-1, mMIP-2, mTNF-α, miNOS, and GAPDH (loading control) mRNA by RT- PCR. (E) Effects of eriodictyol on CD14, COX-2, phospho-p38, phospho-ERK, phospho-JNK and β-actin. CD14, COX-2, phospho-p38, phospho-ERK, phospho-JNK and β-actin protein levels were determined by western blot analysis using specific antibodies. The relative protein expression was quantified using ImageJ (NIH, Bethesda, MD, USA).
Fig. 3.
Fig. 3.. (A) Enhancement of the intensity of FITC-labeled LPS as a function of eriodictyol concentration. (B) Fluorescence spectra of JNK in the presence of eriodictyol (0, 10, 20, 40, 60, and 100 μM) at pH 7.0. The sample was excited at 290 nm, and emission spectra recorded for light scattering effect at 290 to 600 nm.
Fig. 4.
Fig. 4.. (A) 1H NMR for eriodictyol and representative result of the STD-NMR binding assay for eriodictyol. (B) Docking model of eriodictyol and JNK. Hydrogen bonds are depicted as red dashed lines.
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