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Molecules 2018, 23(7), 1633; https://doi.org/10.3390/molecules23071633

Secoiridoids from the Seed of Gonocaryum calleryanum and Their Inhibitory Potential on LPS-Induced Tumor Necrosis Factor and Nitric Oxide Production

1
Taiwan Sugar Research Institute, Tainan 70176, Taiwan
2
Department of Chemistry, National Cheng Kung University, Tainan 701, Taiwan
3
Department of Biological Science and Technology, National Pingtung University of Science and Technology, Pingtung 91201, Taiwan
4
National Research Institute of Chinese Medicine, Taipei 11221, Taiwan
5
Department of Nursing, Meiho University, Pingtung 91202, Taiwan
6
Department of Biological Science and Technology, Meiho University, Pingtung 91201, Taiwan
*
Author to whom correspondence should be addressed.
Received: 30 May 2018 / Revised: 25 June 2018 / Accepted: 29 June 2018 / Published: 4 July 2018
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Abstract

Three new secoiridoid constituents, goncarin A−C (13), and a new derivative, goncarin A monoacetate (4), along with two known lignins, pinoresinol (5) and paulownin (6), were isolated from the seed of Gonocaryum calleryanum (Baill.) Becc. The structures of the new metabolites were determined on the basis of extensive spectroscopic analysis, particularly mass spectroscopy and 2D NMR (1H–1H COSY, HMQC, HMBC, and NOESY) spectroscopy. The aim of this study was to identify the anti-inflammatory effects of compounds 16 on lipopolysaccharide (LPS)-stimulated murine macrophage cell lines (RAW 264.7). Following stimulation with LPS, elevated levels of nitric oxide (NO) production were detected in RAW 264.7 cells; however, pretreatment with compounds 16 significantly inhibited the production of NO (around 40–80%, p < 0.01–0.05), by suppressing the expression of inducible NO synthase (iNOS). In addition, LPS-stimulated tumor necrosis factor-α (TNF-α) production was significantly reduced by compounds 13 (25–40%, p < 0.01–0.05). These results suggested that compounds 13 may exert anti-inflammatory activity, and that compounds 13 may be considered a potential therapeutic for the treatment of inflammatory diseases associated with macrophage activation. View Full-Text
Keywords: Gonocaryum calleryanum; secoiridoid; structure identification; anti-inflammatory Gonocaryum calleryanum; secoiridoid; structure identification; anti-inflammatory
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Cheng, K.-C.; Chang, C.-I.; Lin, Y.-C.; Liu, C.-I.; Zeng, Y.-C.; Lin, Y.-S. Secoiridoids from the Seed of Gonocaryum calleryanum and Their Inhibitory Potential on LPS-Induced Tumor Necrosis Factor and Nitric Oxide Production. Molecules 2018, 23, 1633.

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