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Isolation and identification of cytotoxic compounds from the wood of Pinus resinosa

Simard, François, Legault, Jean, Lavoie, Serge, Mshvildadze, Vakhtang, Pichette, André
Phytotherapy research 2008 v.22 no.7 pp. 919-922
Pinus resinosa, adenocarcinoma, cytotoxicity, ethers, humans, lungs, mass spectrometry, methanol, nuclear magnetic resonance spectroscopy, wood, wood extractives
Methanol extracts of wood from Pinus resinosa were found to be selectively cytotoxic against human lung carcinoma cells, A549 (IC₅₀ 41 ± 6 µg/mL), human colorectal adenocarcinoma cells, DLD‐1 (IC₅₀ 47 ± 4 µg/mL) in comparison with healthy cells, WS1 (IC₅₀ 130 ± 11 µg/mL). Five known compounds were isolated and identified by ¹H, ¹³C NMR spectroscopy and HR‐ESI‐MS mass spectrometry as, pinosylvin monomethyl ether (1), pinosylvin (2), pinosylvin dimethyl ether (3), pinobanksin (4) and (‐)‐norachelogenin (5). Compound 4 was isolated for the first time in P. resinosa. The cytotoxicity of compounds 1–5 was evaluated against A549, DLD‐1 and WS1. Compound 1 exhibited the strongest cytotoxicity against both tumor cell lines and the healthy cell line with an IC₅₀ of 25 ± 4 µm for A549, 20 ± 1 µm for DLD‐1 and 34 ± 3 µm for WS1. Copyright © 2008 John Wiley & Sons, Ltd.