title: Identification of new homoterpene esters from Dufour's gland of the ponerine ant Gnamptogenys striatula.
abstract: Extracts of Dufour's gland of the ponerine ant, Gnamptogenys striatula, were analyzed by using the combination of gas chromatography and mass spectrometry. Series of esters of the new homoterpenoids (2E,6)-3,4,7-trimethyl-2,6-octadiene-1-ol (4-methylgeraniol) and (2E,6)-3,4,7-trimethyl-2,6-nonadiene-1-ol (bishomogeraniol) with unbranched medium-chain fatty acids were identified. Transformation of the chiral natural products into 1,4-di (trifluoroacetoxy)-3-methylpentane and comparison of its gas chromatographic retention time on a modified cyclodextrin phase with that of synthetic optically active reference samples proved the stereogenic center to keep (S)-configuration. (2E,4S,6)-3,4,7-Trimethyl-2,6-octadien-1-yl decanoate and the corresponding dodecanoate are the main volatiles in the extracts.
authors.affiliation: Institut für Organische Chemie, Universität Hamburg, Martin-Luther-King-Platz 6, D-20146 Hamburg, Germany.
authors.forename: Claudia M
authors.initials: CM
authors.lastname: Schulz
authors.forename: Lutz
authors.initials: L
authors.lastname: Lehmann
authors.forename: Rumsaïs
authors.initials: R
authors.lastname: Blatrix
authors.forename: Pierre
authors.initials: P
authors.lastname: Jaisson
authors.forename: Abraham
authors.initials: A
authors.lastname: Hefetz
authors.forename: Wittko
authors.initials: W
authors.lastname: Francke
mesh_terms: D000818:Animals; D001000:Ants / Q000737:chemistry*; D004952:Esters; D005088:Exocrine Glands / Q000737:chemistry; D008401:Gas Chromatography-Mass Spectrometry; D013729:Terpenes / Q000737:chemistry* / Q000302:isolation & purification
chemical_list: D004952:Esters; D013729:Terpenes