Cytotoxic sesquiterpenoids from Ligularia pleurocaulis.

The phytochemical investigation of whole plants of Ligularia pleurocaulis led to isolation of five sesquiterpenoids, including an eremophilenolide dimer named biligupleurolide, along with eight known sesquiterpenoids. Their structures were determined by spectroscopic methods including 2D NMR techniques, and the structures of biligupleurolide and ligupleurolide were confirmed by X-ray diffraction analysis. All of the isolated compounds were tested for their cytotoxic activity against three cancer cell lines (HepG2, A549 and MCF-7), and biligupleurolide showed moderate inhibitory activities, with IC50 values of 5.2, 5.6 and 8.4 µM against MCF-7, HepG2 and A549, respectively.

Terpenoids from Ligularia kangtingensis.

BACKGROUND: Ligularia kangtingensis, a species from the genus Ligularia (Compositae), is an indigenous plant in Southwest China and more than 20 species in this genus have been used as folk medicines in China. OBJECTIVE: The chemical constituents of the whole plant of L. kangtingensis were studied. MATERIALS AND METHODS: The dried whole plants were extracted with ethanol. Its chemical constituents were mainly isolated and purified by silica gel and Sephadex LH-20 column chromatography and their structures were identified on the basis of spectral analysis. RESULTS: Twelve known terpenoids, including two monoterpenoids, five sesquiterpenoids and five triterpenoids, were isolated and identified from the whole plant of L. kangtingensis. CONCLUSION: All of the 12 known compounds were isolated for the first time from L. kangtingensis.

Triterpenoid glycosides from the leaves of Ilex pernyi.

Ten triterpenoid glycosides, including five new ones (1-5), were isolated from the leaves of Ilex pernyi. The chemical structures of 1-5 were determined on the basis of the chemical and spectroscopic evidence.

An effective O-demethylation of some C19-diterpenoid alkaloids with HBr-glacial acetic acid.

The aconitine-type alkaloids talatisamine (1), 8,14-diacetyltalatisamine (11), and compound 3, the lycoctonine-type alkaloid deltaline (5), and the 7,17-seco C(19)-diterpenoid alkaloids 7 and 9 were treated with HBr-glacial acetic acid to give useful O-demethylated derivatives 2, 2, 4, 6, 8, and 10 respectively in good to high yields (49-90%).

Chemical constituents from the leaves of Ilex pernyi.

A new compound and five known compounds were isolated from the ethanolic extract of the leaves of Ilex pernyi Franch. Their structures were established on the basis of spectral analysis and identified as trans-isoeugenyl-alpha-L-arabinopynosyl (1 --> 6) -beta-D-glucopyranoside (1) , kaempferol-3-O-sambubioside (2), quercetin-3-O-sambubioside (3), isoquercitrin (4), (+) -syringaresinol-O-beta-D-glucopyranoside (5), amarantholidoside IV (6). Among them, compound 1 is a new phenolic glycoside, named as ilexperphenoside A, and compounds 2-6 were isolated from this plant for the first time.

[Studies on triterpenoid constituents in leaf of Ilex pernyi].

OBJECTIVE: To investigate the chemical constituents of Ilex pernyi. METHOD: The chemical constituents were isolated by various column chromatographic methods. The structures were identified by spectral data. RESULT: Eight triterpenoid compounds were isolated and identified as ursolic acid (1), lupeol (2), alpha-amyrin (3), uvaol (4), 3beta-hydroxyurs-11-ene-13beta-olide (5), pomolic acid (6), lup-20 (29)-ene-3beta, 24-diol (7), 3beta, 23-dihydroxy-urs-12-en-28-oic acid (8). CONCLUSION: The eight compounds were obtained from this plant for the first time.

Complete assignments of (1)H and (13)C NMR spectroscopic data for two new triterpenoid saponins from Ilex pernyi.

Ilexpernoside A and ilexpernoside B, two new pentacyclic C(4)-nortriterpenoid saponins, were isolated from the leaves of Ilex pernyi Franch. Their chemical structures were determined by MS, NMR spectroscopy and chemical analysis. Complete assignments of the (1)H and (13)C NMR spectroscopic data were achieved by 1D and 2D NMR experiments (HSQC, HMBC, (1)H-(1)H COSY and NOESY).