Bergaptol-beta-glucopyranoside

Absorption and transportation characteristic of six linear furocoumarins in a model of Caco-2 cell monolayer in human intestine.[Reference: WebLink]

Chinese Traditional and Herbal Drugs, 2011,42(1):96-102.

To study the absorption and transportation characteristic of xanthotoxol (1), xanthotoxin (2), imperatorin (3), isoimperatorin (4), cnidilin (5), and isopimpinellin (6), which were classified as the linear type furocoumarins, in a model of Caco-2 cell monolayers in human intestinal epithelium. Methods: Caco-2 (the human colon adenocarcinoma cell lines) cell monolayer was used as an intestinal epithelial cell model. The permeability of the six coumarins from apical side (AP side) to basolateral side (BL side) or from BL side to AP side was evaluated. The concentration of the six coumarins was measured by HPLC coupled with UV detector. Transportation parameters and permeability coefficients (Papp) were then calculated, and P app values were compared with the reported values for model compounds, Propranolol and Atenolol. Based on the absorption and transportation characteristic of coumarins 1-6, and psoralen (7), bergaptol (8), bergaptol-O-β-D-glucopyranoside (Bergaptol-beta-glucopyranoside ,9), bergapten (10), nodakenin (11), nodakenetin (12), decuroside V (13), umbelliferone (14), osthole (15), angelol-A (16), and angelol-B (17) in a model of Caco-2 cell monolayer, the relationship of absorption and transportation with diversed chemical structures and lipophilicity was reviewed. In the Caco-2 cell monolayer model, the Papp magnitudes of the linear furocoumarins 1-6 were 10-5 cm/s in the bi-directional transport, which was identical with Propranolol. And the permeability of Caco-2 cell monolayer is mainly via passive absorption.
CONCLUSIONS:
The above-mentioned linear furocoumarins 1-6 are well-absorbed compounds. The results show that a significant Sigmoid dependence of permeability on 1g Papp AP→BL and 1g D at pH 7.35 of all 1-17 furocoumarins can be absorbed across intestinal epithelial cells by passive diffusion mechanism.

Chem Pharm Bull (Tokyo). 1990 Sep;38(9):2498-502.

Isolation of two new coumarin glycosides from Notopterygium forbesii and evaluation of a Chinese crude drug, qiang-huo, the underground parts of N. incisum and N. forbesii, by high-performance liquid chromatography.[Pubmed: 2285981 ]

METHODS AND RESULTS:
From the ether extract of the underground part of Notopterygium forbesii, two new coumarin glycosides, bergaptol-O-beta-D-glucopyranoside(Bergaptol-beta-glucopyranoside) and 6'-O-trans-feruloylnodakenin, were isolated along with known compounds including seven furanocoumarins, two dihydrofuranocoumarins, a sterol glucoside and two phenolic compounds. Analysis of their contents by high-performance liquid chromatography (HPLC) revealed that the underground part of N. forbesii contained large amounts of p-hydroxphenethyl anisate (0.7%), bergaptol glucoside (0.2%), nodakenin (2%) and 6'-O-trans-feruloylnodakenin (0.7%) and a lesser amount of notopterol (0.08%), while that of N. incisum contained a large amount of notopterol (1.2%) and less amounts of the others.
CONCLUSIONS:
The characteristic difference in chemical composition between the two species enabled us to identify the respective botanical sources of a Chinese crude drug, Qiang-huo derived from N. incisum and N. forbesii by HPLC.