Lignans, phenylpropanoids and polyacetylenes from Chaerophyllum aureum L. (Apiaceae).
Sub-aerial parts of Chaerophyllum aureum L. yielded two polyacetylenes, falcarinol (1), falcarindiol (2), three lignans, namely nemerosin (3), deoxypodorhizone (4), deoxypodo-phyllotoxin (5), two phenylpropanoids, 1'-hydroxymyristicin (6) and its angeloyl ester (7). Compounds 6 and 7 were isolated for the first time from plant material and their structures were elucidated by means of extensive 1- and 2-dimensional NMR spectroscopy and high resolution mass spectrometry. In bioautographic tests on TLC plates the dichloromethane extract showed a significant antimicrobial activity. Falcarindiol was identified as the main active principle whereas the phenylpropanoids and lignans showed no activity.
Rollinger
Judith M
JM
Institut für Pharmazie, Abteilung Pharmakognosie, Universität Innsbruck, Josef-Moeller-Haus, Innrain 52, A-6020-Innsbruck, Austria. judith.rollinger@uibk.ac.at
Zidorn
Christian
C
Dobner
Michael J
MJ
Ellmerer
Ernst P
EP
Stuppner
Hermann
H
D000114:Acetylene / Q000031:analogs & derivatives* / Q000737:chemistry* / Q000302:isolation & purification; D019661:Apiaceae / Q000737:chemistry*; D017705:Lignans / Q000737:chemistry* / Q000302:isolation & purification; D009682:Magnetic Resonance Spectroscopy; D008752:Methylene Chloride; D008958:Models, Molecular; D008968:Molecular Conformation; D009904:Optical Rotation; D010936:Plant Extracts / Q000737:chemistry / Q000302:isolation & purification; D018517:Plant Roots / Q000737:chemistry; D011108:Polymers / Q000737:chemistry* / Q000302:isolation & purification; D053279:Polyynes; D020005:Propanols / Q000737:chemistry* / Q000302:isolation & purification; D016339:Spectrometry, Mass, Fast Atom Bombardment
D017705:Lignans; D010936:Plant Extracts; D011108:Polymers; D020005:Propanols; D053279:Polyynes; D008752:Methylene Chloride; D000114:Acetylene