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Abstract
A novel furocoumarin derivative named oxyalloimperatorin (1), together with seventeen furocoumarins 2–18 were isolated from the radix of Angelica dahurica. The chemical structure of new metabolite was characterized by analysis of IR, NMR, and HR-ESI-MS spectroscopic data. Among the isolated compounds, 13, 16, and 18 (each at 20 μM) could significantly promote the gene transcriptional function of nuclear receptor RXRα. While 7–9, 13, 14, and the new structure 1 (each at 20 μM) showed significant reduction in RXRα gene transcriptional activities induced by 9-cis-retinoid acid. The findings indicated that these furocoumarin skeleton derivatives might hold beneficial effects on many intractable diseases, such as cancer and metabolic diseases, due to their potential activities on regulating the transcriptional activation function of RXRα.
Highlights
Radix Angelicae Dahuricae, the root of Angelica dahurica (Fisch. ex Hoffm) Benth, et Hook. f.var.formosana (Boiss.) Shan et Yuan, has been widely used as a traditional medicine in China for the treatment of toothache, headache, cough, asthma, coryza, etc. [1]
Previous phytochemical investigation revealed that the root of A. dahurica possesses various chemical composition including volatile oil, coumarins and glycosides
The known compounds were identified as isoimperatorin (2) [16], cnidilin (3) [17], phellopterin (4) [18], bergapten (5) [18], imperatorin (6) [19], xanthotoxin (7) [5], alloimperatorin (8) [16], isooxypeucedanin (9) [20], isodemethylfuropinarine (10) [21], xanthotoxol (11) [16], 5-methoxy-8-hydroxypsoralen (12) [22], demethylfuropinarine (13) [23], apaensin (14) [24], pabulenol (15) [25], isobyakangelicin (16) [26], byakangelicol (17) [18] and oxypeucedanin hydrate (18) [17], respectively
Summary
Radix Angelicae Dahuricae, the root of Angelica dahurica (Fisch. ex Hoffm) Benth, et Hook. f.var.formosana (Boiss.) Shan et Yuan, has been widely used as a traditional medicine in China for the treatment of toothache, headache, cough, asthma, coryza, etc. [1]. Previous phytochemical investigation revealed that the root of A. dahurica possesses various chemical composition including volatile oil, coumarins and glycosides. Many studies have been concerned about the anticancer effect of coumarins from A. dahurica [5,6,7,8]. X receptor (LXR) [9] It plays key roles in various biological processes including cancer, diabetes, obesity, and atherosclerosis, and both agonist and antagonist of RXRα have been revealed to exert beneficial effects in such diseases [10,11,12]. The specific aim of our present study was to identify novel naturally occurring metabolites with regulatory effects on RXRα gene transcriptional activation.
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