M. Runkel et al., DETECTION OF SCOPOLIN IN THE GRAPEFRUIT (CITRUS-PARADISI MACF.), Fresenius' journal of analytical chemistry, 359(6), 1997, pp. 516-520
Ripe fruits of Citrus paradisi MACF. and their juices contain high con
centrations of scopolin (beta-glucopyranoside of 7-hydroxy-6-methoxyco
umarin). The identity of the aglycon being scopoletin was pr-oven anal
ysing extracts of beta-glucosidase-treated fruit preparations with TLC
, HPLC and GC-MS techniques. The naturally occurring glycoside was ide
ntified as the glucoside of scopeletin comparing it with authentic sco
polin. The intake of scopolin of either grapefruits or juices thereof
leads to a renal excretion of its aglycon as a glucuronide. The excret
ion is complete within 24 h. An enzymatic hydrolysis of the glucuronid
e produces scopoletin (i.e. aglycon) which can be quantified by HPLC.
Mass spectra revealed that scopoletin releases one methyl-and two carb
onyl-groups. The molecule finally breaks into fragments of 51 and 69 a
tomic mass units.