Document Detail


Cyclic fatty acyl glycosides in the glandular trichome exudate of Silene gallica.
MedLine Citation:
PMID:  20541780     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
Chemical investigation of the glandular trichome exudate from Silene gallica L. (Caryophyllaceae) resulted in isolation of 10 cyclic fatty acyl glycosides (gallicasides A-J). The cyclic structures were characterized by a glycosidic linkage of the glucose moiety to either the C-12 or the C-13 position of the octadecanoyl moiety, and by an ester linkage between the C-2 hydroxy group of the glucose moiety and the carboxyl group of the oxygenated octadecanoic acid. The structures of the cyclic fatty acyl glycosides were further distinguished from one another by acetylation and/or malonylation on the glucose moiety. Of these compounds, the 1,2'-cyclic ester of 12(R)-(6-O-acetyl-3-O-malonyl-beta-D-glucopyranosyloxy)octadecanoic acid (gallicaside J) was the most abundant (30.7%). These secondary metabolites were found specifically in the glandular trichome exudate rather than in other aerial parts.
Authors:
Teigo Asai; Yoshinori Fujimoto
Publication Detail:
Type:  Journal Article     Date:  2010-06-11
Journal Detail:
Title:  Phytochemistry     Volume:  71     ISSN:  1873-3700     ISO Abbreviation:  Phytochemistry     Publication Date:  2010 Aug 
Date Detail:
Created Date:  2010-07-08     Completed Date:  2010-10-07     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  0151434     Medline TA:  Phytochemistry     Country:  United States    
Other Details:
Languages:  eng     Pagination:  1410-7     Citation Subset:  IM    
Copyright Information:
Copyright 2010 Elsevier Ltd. All rights reserved.
Affiliation:
Department of Chemistry and Materials Science, Tokyo Institute of Technology, Meguro, Tokyo 152-8551, Japan.
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MeSH Terms
Descriptor/Qualifier:
Fatty Acids / chemistry,  isolation & purification*
Glycolipids / chemistry,  isolation & purification*
Glycosides / chemistry,  isolation & purification*
Molecular Structure
Nuclear Magnetic Resonance, Biomolecular
Plant Exudates / chemistry
Silene / chemistry*
Chemical
Reg. No./Substance:
0/Fatty Acids; 0/Glycolipids; 0/Glycosides; 0/Plant Exudates

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine


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