A galloylated cyanogenic glycoside from the Australian endemic rainforest tree Elaeocarpus sericopetalus (Elaeocarpaceae)

Miller, R. E., Stewart, M., Capon, R. J. and Woodrow, I. E. (2006) A galloylated cyanogenic glycoside from the Australian endemic rainforest tree Elaeocarpus sericopetalus (Elaeocarpaceae). Phytochemistry, 67 13: 1365-1371.

Document type:	Journal Article
Collections:	Excellence in Research Australia (ERA) - Collection Institute for Molecular Bioscience - Publications

Author(s)	Miller, R. E. Stewart, M. Capon, R. J. Woodrow, I. E.
Title	A galloylated cyanogenic glycoside from the Australian endemic rainforest tree Elaeocarpus sericopetalus (Elaeocarpaceae)
Journal name	Phytochemistry
Publication date	2006
Sub-type	Article
Volume number	67
Issue number	13
ISSN	0031-9422
Start page	1365
End page	1371
Total pages	7
Editor(s)	G.P. Bolwell N.G. Lewis D. Strack
Place of publication	Oxford
Publisher	Pergamon-Elsevier Science Ltd
Collection year	2006
Language	eng
Subject	C1 259902 Environmental Chemistry (incl. Atmospheric Chemistry) 780103 Chemical sciences 030502 Natural Products Chemistry
Abstract	A cyanogenic glycoside -6'-O-galloylsambunigrin - has been isolated from the foliage of the Australian tropical rainforest tree species Elaeocarpus sericopetalus F. Muell. (Elaeocarpaceae). This is the first formal characterisation of a cyanogenic constituent in the Elaeocarpaceae family, and only the second in the order Malvales. 6'-O-galloylsambunigrin was identified as the principal glycoside, accounting for 91% of total cyanogen in a leaf methanol extract. Preliminary analyses indicated that the remaining cyanogen content may comprise small quantities of sambunigrin, as well as di- and tri-gallates of sambunigrin. E. sericopetalus was found to have foliar concentrations of cyanogenic glycosides among the highest reported for tree leaves, up to 5.2 mg CN g(-1) dry wt. (c) 2006 Elsevier Ltd. All rights reserved.
Keyword(s)	Australia Chemotaxonomy Cyanogenesis Cyanogenic Glycoside Elaeocarpaceae Gallic Acid Malvales Sambunigrin Tropical Rainforest Biochemistry & Molecular Biology Plant Sciences Merremia-dissecta Glucosides Constituents Defense