ABSTRACT
Objective: To study coumarins from Notopterygium incisum and their anti-inflammatory effect. Methods: Coumarins were separated and purified by repeated column chromatography on silica gel and HPLC, and their chemical structures were determined by spectral data analyses of MS and NMR. Lipopolysaccharide (LPS)-induced RAW 264.7 macrophage cells accompanying overproduction of pro-inflammatory mediator nitric oxide (NO) were applied to investigate the anti-inflammatory effect of these purified coumarins. Results: Twenty-four coumarins were obtained and identified as isoimperatorin (1), angenomalin (2), psoralen (3), bergapten (4), capillarin (5), osthenol (6), 5-dehydronotopterol (7), anhydronotopoloxide (8), 7'-O-methylnotoptol (9), bergamottin (10), 7-isopentenyloxy-6-methoxy-coumarin (11), pabulenol (12), notopterol (13), demethylfuropinarine (14), notoptol (15), cnidilin (16), 6-isopentenyloxyumbelliferone (17), nodakenitin (18), isopimpinellin (19), nodakenin (20), decuroside V (21), decuroside I (22), marmesin-11-O-β-D-glucopyranosyl-(1→6)-β-D-glucopyranoside (23), and forbesoside (24), respectively. Coumarins 7-10, 13, and 15 exhibited potent inhibitory activity against LPS-induced NO production in RAW 264.7 cells with half maximal inhibitory concentration values from 8.50 to 35.12 μmol/L. Conclusion: Compound 7 is a new natural product; compound 17 is obtained from the roots and rhizomes of N. incisum for the first time; Unsaturated double bond on C-5 in the aromatic ring significantly improved the anti-inflammatory activity of coumarins.
ABSTRACT
Objective: To investigate the coumarin compounds from Notopterygium incisum and their anti-oxidant activities. Methods The coumarin compounds and their analogues were separated and purified by recrystallization, silica gel column chromatography, Sephadex LH-20 column chromatography, and preparative HPLC. The structure was identified by modern spectroscopy. The isolated compound was tested for anti-oxidant activity by DPPH and ABTS assay. Results Ten compounds were isolated from the dichloromethane extraction layer of 70% ethanol extract, which were identified as bergaptol (1), d-laserpitin (2), falcarindiol (3), phenethyl ferulate (4), selinidin (5), archangelicin (6), notoptol (7), nodakenetin (8), (+)-cis-khellactone (9), and oxypeucedanin hydrate (10). The anti-oxidant activity of these compounds was tested by DPPH and ABTS methods. Conclusion Compounds 2 and 6 are isolated from this plant for the first time. Compounds 1 and 7 have shown the strongest anti-oxidant activity. The structure-activity relationship (SAR) studies revealed the -OH and unsaturated double bond on C-5′ in the aromatic ring significantly improved the anti-oxidant activity than other coumarin compounds.
ABSTRACT
Objective: To investigate the chemical constituents of Notopterygium incisum. Methods: The chemical constituents were isolated by silica gel column chromatography, HPLC, and Sephadex LH-20 column chromatography. Their structures were identified on the basis of spectral data analysis. Results: Fourteen compounds were isolated and identified as 7-hydroxycoumarin (1), 5,7-dimethoxycoumarin (2), nodakenetin (3), bergaptol (4), bergapten (5), isopimpinellin (6), byakangelicin (7), (+)-cis-khellactone (8), (-)-trans-khellactone (9), p-hydroxypenehtyl anisate (10), 5-methoxy-8-hydroxypsoralen (11), ferulic acid (12), isoimperatorin (13), and isopsoralen (14). Conclusion: Compounds 2, 7-9, and 11 are isolated from the plants of Notopterygium H. Boiss. for the first time.
ABSTRACT
Objective: To analyze the genetic diversity and genetic structure of 245 plant samples in Notopterygium incisum from different regions. Methods: Genetic diversity and genetic structure of 245 samples of N. incisum were studied using chloroplast cpDNA trnT-trnL direct sequencing method and Neighbor-joining (NJ) method. Results: Haplotype diversity (Hd) and nucleotide diversity (Pi) at the species level were 0.873 and 0.00407, respectively. At the population level, Hd ranged with 0.000-0.900, and Pi ranged with 0.000-0.0544. It indicated that N. incisum had a moderate level of genetic diversity than N. franchetii plants of the genus Notopterygium Boiss. Molecular variance analysis (AMOVA) indicated that high genetic differentiation (77.55%) existed among populations, and gene flow was low (Nm=0.145) among populations. Based on the NJ tree, the 31 wild populations tested were clustered into two groups. Conclusion: N. incisum has the midium cpDNA diversity and higher population genetic differentiation.