Abstract:
: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.
journal_name
Phytochemistryjournal_title
Phytochemistryauthors
Asai T,Fujimoto Ydoi
10.1016/j.phytochem.2010.05.008subject
Has Abstractpub_date
2010-08-01 00:00:00pages
1410-7issue
11-12eissn
0031-9422issn
1873-3700pii
S0031-9422(10)00183-4journal_volume
71pub_type
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