New labdane diterpenes from the stem bark of Larix laricina.
Two new labdane diterpenes, cis-19-hydroxyabienol (1) and 8alpha-hydroxy-12Z,14-labdadien-19-al (2), along with another labdane described for the first time in the genus Larix, 19-acetoxy-13S-hydroxy-8(17),14-labdadiene (3) and a stilbene, 3-methoxy-3,3',5'-trihydroxystilbene (4), were isolated from the stem bark of Larch (Larix laricina). Their structures were established by standard chemical and spectroscopic methods. Compounds 2 and 3 were shown to be moderately cytotoxic against A-549, DLD-1 and normal skin fibroblast cell lines, WS1. Compound 1 was found to be selectively active against colon carcinoma cell lines, DLD-1.
Pichette
André
A
LASEVE, Département des Sciences Fondamentales, Université du Québec à Chicoutimi, Chicoutimi, Qc, Canada.
Lavoie
Serge
S
Morin
Pierre
P
Mshvildadze
Vakhtang
V
Lebrun
Maxime
M
Legault
Jean
J
D004224:Diterpenes / Q000737:chemistry* / Q000302:isolation & purification; D028221:Larix / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy / Q000379:methods / Q000592:standards; D008968:Molecular Conformation; D024301:Plant Bark / Q000737:chemistry*; D018547:Plant Stems / Q000737:chemistry; D012015:Reference Standards; D012680:Sensitivity and Specificity; D013237:Stereoisomerism
D004224:Diterpenes; C433017:labdane