Six new oleanane-type triterpenes (1- 6), along with five known compounds, were isolated from the flowers and roots of Saussurea muliensis. On the basis of spectroscopic methods, with special emphasis on 1D and 2D NMR techniques, the structures of the new compounds were characterized as 3beta,22alpha-dihydroxyolean-12-en-30-oic acid (1), 3alpha-(E)-caffeoyloxyolean-12-en-30-oic acid (2), 3alpha-(E)-coumaroyloxyolean-12-en-30-oic acid (3), 3alpha,22alpha-diacetoxy-20beta,21alpha,29-trihydroxy-30-norolean-12-ene (4), 3alpha,22alpha-diacetoxy-21alpha,29-dihydroxy-20beta-methoxy-30-norolean-12-ene (5), and 3alpha,22alpha-diacetoxy-20beta,21alpha-dihydroxy-29-palmityloxy-30-norolean-12-ene (6). The isolated compounds (1- 6) were not active against Staphylococcus aureus, Escherichia coli, Bacillus cereus, and Candida albicans.
The new pyrrolizidine alkaloid glycoside 1, and the three new highly oxygenated bisabolane sesquiterpenes 4 -6, together with the two known pyrrolizidine alkaloids 2 and 3, were isolated from the roots of Ligularia cymbulifera (W. W. Smith) Hand.-Mazz. Their structures were established on the basis of spectroscopic analysis, especially 1D-and 2D-NMR data. The cytotoxic activities of compounds 1, 2, and 4 -6 were evaluated against hepatoma (BEL-7402), human leukemia (HL-60), human ovarian carcinoma (HO-8910), and nasopharyngeal carcinoma (KB) cell lines (Tables 1 -3). Compound 6 showed weak cell-growth inhibition of BEL-7402 cell.Introduction. -Various types of sesquiterpenoids, such as eremophilane, guaiane, eudesmane, benzofurane, bisabolane (¼ 1-(1,5-dimethylhexyl)-4-methylcyclohexane), and phenolic norsesquiterpene, have been isolated from the genus Ligularia belonging to the tribe Senecioneae of the Compositae [1 -6]. Pyrrolizidine alkaloids are also widespread secondary metabolites in the genus Ligularia [7] [8]. However, in recent years, little attention has been paid to pyrrolizidine alkaloids from Ligularia. It is reported that the pyrrolizidine alkaloids possess antitumor activity, and many of them are also highly toxic and can cause poisoning in livestock and in humans [9 -13]. In the interests of public health and to systematically investigate the chemotaxonomic and bioactive components of pyrrolizidine alkaloids and sesquiterpenes of Ligularia plants, we continued to study the extract of Ligularia cymbulifera, which showed the presence of alkaloids due to a positive reaction to the Dragendorff reagent, and from which a new pyrrolizidine alkaloid 1 and the two known pyrrolizidine alkaloids 2 and 3 were obtained together with the three new highly oxygenated bisabolane sesquiterpenes 4 -6. The cytotoxicity of these compounds was screened against HL-60, BEL-7402, HO-8910, and KB cancer cell lines by using the MTT and SRB methods.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.
hi@scite.ai
10624 S. Eastern Ave., Ste. A-614
Henderson, NV 89052, USA
Copyright © 2024 scite LLC. All rights reserved.
Made with 💙 for researchers
Part of the Research Solutions Family.