title: Absolute configuration of anabasine from Messor and Aphaenogaster ants.
abstract: A method has been developed to assign the absolute configuration and enantiomeric excess of anabasine based on small amounts of material (in the microgram range), by derivatization with (+)-menthylchloroformate followed by capillary GC analysis of the resulting carbamate(s). This method was applied to three samples of anabasine isolated from Messor and Aphaenogaster ants. In Messor sanctus, only (2'S)-anabasine was present, whereas in Aphaenogaster subterranea and A. miamiana (2'S)-anabasine was determined to have an ee of 78 and 24%, respectively.
authors.affiliation: Department of Organic Chemistry, Free University of Brussels, Belgium.
authors.forename: S
authors.initials: S
authors.lastname: Leclercq
authors.forename: S
authors.initials: S
authors.lastname: Charles
authors.forename: D
authors.initials: D
authors.lastname: Daloze
authors.forename: J C
authors.initials: JC
authors.lastname: Braekman
authors.forename: S
authors.initials: S
authors.lastname: Aron
authors.forename: J M
authors.initials: JM
authors.lastname: Pasteels
mesh_terms: D000691:Anabasine / Q000032:analysis / Q000737:chemistry*; D000818:Animals; D001000:Ants / Q000737:chemistry*; D002849:Chromatography, Gas; D007306:Insecticides / Q000032:analysis / Q000737:chemistry*; D010944:Plants
chemical_list: D007306:Insecticides; D000691:Anabasine