title: Cyanoglucosides from Osmaronia cerasiformis (Rosaceae).
abstract: Three nitrile glucosides have been isolated from a methanolic extract of the leaves of Osmaronia cerasiformis (Torr. & Gray) Greene (Rosaceae, Prunoideae). One is the known sutherlandin (Z-4-beta-D-glucopyranosyloxy-3-hydroxymethylbut-2-ene nitrile); the second is Z-4-beta-glucopyranosyloxy-3-methylbut-2-ene nitrile, which has recently been characterized but whose stereochemistry was not previously determined; the Z-isomer identified here was named osmaronin. The third is the new 4-beta-D-glucopyranosyloxy-2R,3R-epoxy-3-methylbutyronitrile (osmaronin epoxide). The nitrile glucosides occur in the leaves and flowers of the title plant; their aglycone is apparently derived from the aliphatic amino acid L-leucine.
authors.affiliation: Institut für Pharmazeutische Biologie und Phytochemie, Westf. Wilhelms-Universität, Münster, Germany.
authors.forename: M
authors.initials: M
authors.lastname: Lechtenberg
authors.forename: A
authors.initials: A
authors.lastname: Nahrstedt
authors.forename: V
authors.initials: V
authors.lastname: Wray
authors.forename: F R
authors.initials: FR
authors.lastname: Fronczek
mesh_terms: D005960:Glucosides / Q000302:isolation & purification*; D009570:Nitriles / Q000302:isolation & purification*; D010944:Plants / Q000737:chemistry*
chemical_list: D005960:Glucosides; D009570:Nitriles