Isolation and identification of cytotoxic compounds from the wood of Pinus resinosa.
Methanol extracts of wood from Pinus resinosa were found to be selectively cytotoxic against human lung carcinoma cells, A549 (IC50 41 +/- 6 microg/mL), human colorectal adenocarcinoma cells, DLD-1 (IC50 47 +/- 4 microg/mL) in comparison with healthy cells, WS1 (IC50 130 +/- 11 microg/mL). Five known compounds were isolated and identified by 1H, 13C NMRspectroscopy 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 microm for A549, 20 +/- 1 microm for DLD-1 and 34 +/- 3 microm for WS1.
Simard
François
F
Laboratoire LASEVE, Université du Québec à Chicoutimi, Chicoutimi (Québec), Canada.
Legault
Jean
J
Lavoie
Serge
S
Mshvildadze
Vakhtang
V
Pichette
André
A
D000970:Antineoplastic Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D045744:Cell Line, Tumor / Q000187:drug effects; D002470:Cell Survival / Q000187:drug effects; D004305:Dose-Response Relationship, Drug; D004354:Drug Screening Assays, Antitumor; D005347:Fibroblasts / Q000187:drug effects; D044950:Flavanones / Q000494:pharmacology; D006801:Humans; D020128:Inhibitory Concentration 50; D009682:Magnetic Resonance Spectroscopy; D000432:Methanol / Q000737:chemistry; D009369:Neoplasms / Q000188:drug therapy; D028223:Pinus / Q000737:chemistry*; D010936:Plant Extracts / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D012867:Skin / Q000166:cytology; D021241:Spectrometry, Mass, Electrospray Ionization; D013267:Stilbenes / Q000494:pharmacology; D014934:Wood / Q000737:chemistry*; D000094162:Phytoalexins
D000970:Antineoplastic Agents; D044950:Flavanones; D000432:Methanol; D010936:Plant Extracts; D013267:Stilbenes; C108261:pinobanksin; C049032:pinosylvin; D000094162:Phytoalexins