Title
Investigation of the glucosinolates in Hesperis matronalis L. and Hesperis laciniata All.: Unveiling 4′-O-β-d-apiofuranosylglucomatronalin
Author
Sabine Montaut, Sharayah Read, Ivica Blažević, Jean-Marc Nuzillard, Marin Roje, Dominique Harakat, Patrick Rollin
Year
2020
Journal
Carbohydrate Research
Abstract
The glucosinolate (GSL) profiles of wild-growing plants from the genus Hesperis, i.e. Hesperis laciniata All. (leaf, stem, flower, and root) from Croatia and Hesperis matronalis L. (leaf, stem, flower, seed, and root) from Canada, were established by LC-MS. During this investigation, 5-(methylsulfanyl)pentyl- (3), 6-(methylsulfanyl)hexyl- (4), 6-(methylsulfinyl)hexyl- (6), and 4′-α-l-rhamnopyranosyloxybenzyl- (17) GSLs were identified. In addition, the presence of 7-(methylsulfinyl)heptyl GSL (18), hydroxy-(α-l-rhamnopyranosyloxy)benzyl GSL, and of one d-apiosylated analogue of 17 were suggested. Moreover, one new GSL, 4′-O-β-d-apiofuranosylglucomatronalin (19) was isolated from H. laciniata (flower, steam and leaf) and characterized by spectroscopic data interpretation. Finally, we report the presence of 3, 4, 6, 19, glucosinalbin (12), and 4-hydroxyglucobrassicin (20) in H. matronalis and hypothesize the presence of glucomatronalin (13) and 3-hydroxy-6-(methylsulfanyl)hexyl GSL (21).
Instrument
J-815
Keywords
Circular dichroism, Stereochemistry, Organic chemistry