title: The absolute configuration of salicortin, HCH-salicortin and tremulacin from Populus trichocarpa × deltoides Beaupré.
abstract: The absolute configuration of salicortin, HCH-salicortin and tremulacin, isolated from leaves of Populus trichocarpa × deltoides Beaupré, was determined by comparing spectroscopic data of these compounds with those of idescarpin, isolated from leaves of Idesia polycarpa. All compounds were characterized by nuclear magnetic resonance spectroscopy, high-resolution mass spectrometry, and circular dichroism spectroscopy. It was found that the hydroxy cyclohexenonoyl (HCH) moiety in all compounds is (S)-configured. In addition, it was shown that leaves of Idesia polycarpa contain high amounts of (-)-idescarpin (1.1%, based on dry weight).
authors.affiliation: Max Planck Institute for Chemical Ecology, Hans-Knöll-Straße 8, Jena 07745, Germany. ffeistel@ice.mpg.de.
authors.forename: Felix
authors.initials: F
authors.lastname: Feistel
authors.affiliation: Max Planck Institute for Chemical Ecology, Hans-Knöll-Straße 8, Jena 07745, Germany. cpaetz@ice.mpg.de.
authors.forename: Christian
authors.initials: C
authors.lastname: Paetz
authors.affiliation: Max Planck Institute for Chemical Ecology, Hans-Knöll-Straße 8, Jena 07745, Germany. lorenz@ice.mpg.de.
authors.forename: Sybille
authors.initials: S
authors.lastname: Lorenz
authors.affiliation: Max Planck Institute for Chemical Ecology, Hans-Knöll-Straße 8, Jena 07745, Germany. schneider@ice.mpg.de.
authors.forename: Bernd
authors.initials: B
authors.lastname: Schneider
mesh_terms: D002942:Circular Dichroism; D003509:Cyclohexanecarboxylic Acids / Q000737:chemistry*; D005960:Glucosides / Q000737:chemistry* / Q000302:isolation & purification; D013058:Mass Spectrometry; D015394:Molecular Structure; D018515:Plant Leaves / Q000737:chemistry; D032107:Populus / Q000737:chemistry; D031308:Salicaceae / Q000737:chemistry* / Q000145:classification
chemical_list: D003509:Cyclohexanecarboxylic Acids; D005960:Glucosides; C584753:idescarpin; C095421:tremulacin; C113068:salicortin
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