Cyanogenic glycosides from the rare Australian endemic rainforest tree Clerodendrum grayi (Lamiaceae).
The cyanogenic diglycoside lucumin ((R)-mandelonitrile-beta-D-primeveroside) and monoglucoside prunasin ((R)-mandelonitrile-beta-D-glucoside) were isolated from the foliage of the rare Australian rainforest tree species Clerodendrum grayi (Lamiaceae). This is the first reported isolation of the diglycoside lucumin from vegetative tissue (foliage), and the first reported co-occurrence of lucumin and prunasin. Furthermore, unusually, the diglycoside lucumin was the most abundant cyanogen accounting for approximately 60% of total cyanide in a leaf tissue.
Miller
Rebecca E
RE
School of Botany, The University of Melbourne, Vic., 3010, Australia. rem@unimelb.edu.au
McConville
Malcolm J
MJ
Woodrow
Ian E
IE
D000097:Acetonitriles / Q000737:chemistry / Q000302:isolation & purification*; D001315:Australia; D032409:Clerodendrum / Q000737:chemistry*; D004187:Disaccharides / Q000737:chemistry / Q000302:isolation & purification*; D006027:Glycosides / Q000737:chemistry* / Q000302:isolation & purification; D008968:Molecular Conformation; D009570:Nitriles / Q000737:chemistry / Q000302:isolation & purification; D013045:Species Specificity; D013237:Stereoisomerism
D000097:Acetonitriles; D004187:Disaccharides; D006027:Glycosides; D009570:Nitriles; C007173:cyanogenic glycosides; C509531:mandelonitrile primeveroside; C019063:prunasin