Triterpene saponins, quaternary ammonium compounds, phosphatidyl cholines, and amino acids in the pronotal and elytral secretions of Platyphora opima and Desmogramma subtropica.
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.
Plasman
V
V
Laboratory of Bio-organic Chemistry, Department of Organic Chemistry, CP 160/07, Free University of Brussels, Avenue F. D. Roosevelt, 50-1050 Brussels, Belgium.
Braekman
J C
JC
Daloze
D
D
Windsor
D
D
Pasteels
J M
JM
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*
D000596:Amino Acids; D010713:Phosphatidylcholines; D000644:Quaternary Ammonium Compounds; D012503:Saponins; D014315:Triterpenes