title: Two glucosylated abscisic acid derivates from avocado seeds (Persea americana Mill. Lauraceae cv. Hass).
abstract: Phytochemical investigation of avocado seed material (Persea americana Mill., Lauraceae) resulted in the isolation of two glucosylated abscisic acid derivates. One of these was not known as a natural product and can be regarded as a potential 'missing link' in abscisic acid metabolism in plants. After fractionation by high-speed countercurrent chromatography, and multiple steps of column chromatography, structures were elucidated by 1D-, 2D-NMR, electrospray-MS to be the novel beta-d-glucoside of (1'S,6'R)-8'-hydroxyabscisic acid, and (1'R,3'R,5'R,8'S)-epi-dihydrophaseic acid beta-d-glucoside. Absolute configuration was determined by circulardichroism, optical rotation, and by NOE experiments.
authors.affiliation: Institute of Food Chemistry, Technical University of Braunschweig, Schleinitz-Strasse 20, D-38106 Braunschweig, Germany.
authors.forename: María
authors.initials: M
authors.lastname: del Refugio Ramos
authors.forename: Gerold
authors.initials: G
authors.lastname: Jerz
authors.forename: Socorro
authors.initials: S
authors.lastname: Villanueva
authors.forename: Fernando
authors.initials: F
authors.lastname: López-Dellamary
authors.forename: Reiner
authors.initials: R
authors.lastname: Waibel
authors.forename: Peter
authors.initials: P
authors.lastname: Winterhalter
mesh_terms: D000040:Abscisic Acid / Q000031:analogs & derivatives* / Q000302:isolation & purification / Q000378:metabolism; D002942:Circular Dichroism; D003377:Countercurrent Distribution; D005960:Glucosides / Q000737:chemistry* / Q000302:isolation & purification / Q000378:metabolism; D008968:Molecular Conformation; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D027421:Persea / Q000737:chemistry*; D012639:Seeds / Q000737:chemistry; D021241:Spectrometry, Mass, Electrospray Ionization
chemical_list: D005960:Glucosides; D000040:Abscisic Acid