Pinosylvin and monomethylpinosylvin, constituents of an extract from the knot of Pinus sylvestris, reduce inflammatory gene expression and inflammatory responses in vivo

Journal of Agricultural and Food Chemistry
Mirka LaavolaEeva Moilanen

Abstract

Scots pine (Pinus sylvestris) is known to be rich in phenolic compounds, which may have anti-inflammatory properties. The present study investigated the anti-inflammatory effects of a knot extract from P. sylvestris and two stilbenes, pinosylvin and monomethylpinosylvin, isolated from the extract. Inflammation is characterized by increased release of pro-inflammatory and regulatory mediators including nitric oxide (NO) produced by the inducible nitric oxide synthase (iNOS) pathway. The knot extract (EC50 values of 3 and 3 μg/mL) as well as two of its constituents, pinosylvin (EC50 values of 13 and 15 μM) and monomethylpinosylvin (EC50 values of 8 and 12 μM), reduced NO production and iNOS expression in activated macrophages. They also inhibited the production of inflammatory cytokines IL-6 and MCP-1. More importantly, pinosylvin and monomethylpinosylvin exerted a clear anti-inflammatory effect (80% inhibition at the dose of 100 mg/kg) in the standard in vivo model, carrageenan-induced paw inflammation in the mouse, with the effect being comparable to that of a known iNOS inhibitor L-NIL. The results reveal that the Scots pine stilbenes pinosylvin and monomethylpinosylvin are potential anti-inflammatory compounds.

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Citations

Sep 4, 2015·Basic & Clinical Pharmacology & Toxicology·Lauri J MoilanenEeva Moilanen
Mar 17, 2016·Drug Discovery Today·Milla KibbleTero Aittokallio
Apr 28, 2016·World Journal of Microbiology & Biotechnology·Jing-Long LiangJun-Fei Chen
Oct 16, 2016·Journal of the Science of Food and Agriculture·Kostas IoannidisProkopios Magiatis
Nov 6, 2015·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Mian ZuGuan-Hua Du
Jul 31, 2020·Biomolecules·Paulina PecynaMalgorzata Kucinska
Mar 2, 2017·The New Phytologist·Tanja PaaselaTeemu H Teeri
Jan 2, 2019·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Mirka LaavolaEeva Moilanen
Jul 8, 2017·Planta·A S Dubrovina, K V Kiselev
Dec 23, 2020·Natural Product Reports·Philippe JeandetSeyed Mohammad Nabavi
Jun 3, 2021·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Konsta KivimäkiEeva Moilanen
May 28, 2021·Food and Chemical Toxicology : an International Journal Published for the British Industrial Biological Research Association·Nora PapDaniel Granato

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