title: Triterpene saponins, quaternary ammonium compounds, phosphatidyl cholines, and amino acids in the pronotal and elytral secretions of Platyphora opima and Desmogramma subtropica.
abstract: Secretions of the pronotal and elytral glands of adults of the chrysomelid beetle Platyphora opima from Panama have been shown to contain two oleanane triterpene saponins: the known 3-O-beta-D-glucopyranosyl-(1-->3)-beta-D-glucuronopyranosyl-oleano lic acid-28-O-beta-D-glucopyranoside and compound 1, whose structure was established as 3-O-beta-D-glucopyranosyl-(1-->3)-beta-D-glucuronopyranosyl-29- hydrox yoleanolic acid-28-O-beta-D-glucopyranoside by a combination of 1D and 2D NMR methods (COSY, HMQC, HMBC, and TOCSY) and FABMS. The secretions also contained N,N,N-trimethylcadaverine and its 1, 2-dehydro derivative 3, as well as the nicotinamide derivative 4. Secretions of Desmogramma subtropica, also from Panama, contained as sole triterpene derivative 3-O-beta-D-glucopyranosyl-(1-->2)-beta-D-glucuronopyranosyl-24- hydrox yoleanolic acid (2), together with glutamic acid, glutamine, pyroglutamic acid, and arginine. A mixture of phosphatidylcholines was also present in the secretions of both species.
authors.affiliation: Laboratory of Bio-organic Chemistry, Department of Organic Chemistry, CP 160/07, Free University of Brussels, Avenue F. D. Roosevelt, 50-1050 Brussels, Belgium.
authors.forename: V
authors.initials: V
authors.lastname: Plasman
authors.forename: J C
authors.initials: JC
authors.lastname: Braekman
authors.forename: D
authors.initials: D
authors.lastname: Daloze
authors.forename: D
authors.initials: D
authors.lastname: Windsor
authors.forename: J M
authors.initials: JM
authors.lastname: Pasteels
mesh_terms: D000596:Amino Acids / Q000737:chemistry / Q000302:isolation & purification*; D000818:Animals; D002240:Carbohydrate Sequence; D001517:Coleoptera / Q000737:chemistry*; D010713:Phosphatidylcholines / Q000737:chemistry / Q000302:isolation & purification*; D000644:Quaternary Ammonium Compounds / Q000737:chemistry / Q000302:isolation & purification*; D012503:Saponins / Q000737:chemistry / Q000302:isolation & purification*; D013057:Spectrum Analysis; D014315:Triterpenes / Q000737:chemistry / Q000302:isolation & purification*
chemical_list: D000596:Amino Acids; D010713:Phosphatidylcholines; D000644:Quaternary Ammonium Compounds; D012503:Saponins; D014315:Triterpenes