Anti-Inflammatory Triterpenoids from the Caulophyllum robustum Maximin LPS-Stimulated RAW264.7 Cells.

Caulophyllum robustum Maxim is widely distributed in China and used as a traditional herbal medicine to induce childbirth, ease the pain of labor, rectify delayed or irregular menstruation, alleviate heavy bleeding and pain during menstruation, and treat external injuries and irregular menses. According to our detailed chemical investigation, three new triterpene derivatives (1⁻3), together with seven known compounds, were isolated from the root and rhizome of C. robustum Maxim. Their structures were elucidated by 1D- and 2D-NMR spectroscopic analysis and physio-chemical methods. They were identified as (1) 23-hydroxy-3,19-dioxo-olean-12-en-28-oic-acid; (2) 23-hydroxy-3,11-dioxo-olean-12-en-28-oic acid; and (3) 16α,23-dihydroxy-3-oxo-olean-12-en-28-oic acid. Compounds (1⁻10) inhibited the LPS-activated NO production in RAW264.7 cells. Furthermore, the anti-inflammatory characteristics of these compounds were confirmed on the basis of decreases in iNOS and NF-κB protein expression in RAW264.7 cells.

Two New Phenanthrene Glucosides from Cremastra appendiculata and their Cytotoxic Activities.

Two new phenanthrene glucosides, named 2'-hydroxy-4,4',7'-trimethoxy-1, l'-biphenanthrene-2,7-di-O-ß-D-glucoside (1) and 1-(4-hydroxybenzyl)-4-methoxy-2,7-dihydroxy-phenanthrene-8-O-ß-D-glucoside (2), together with three known compounds were isolated from the tubers of Cremastra appendiculata (D.Don) Makino. Their structures were elucidated on the basis of spectral data. Compounds 1-4 showed moderate cytotoxic activity and compound 5 showed weak cytotoxic activity against the two cell lines tested. This is the first reported occurrence of an unusual biphenanthrene glucoside in this plant.

[Chemical Constituents from Cremastra appendiculata].

OBJECTIVE: To study the chemical constituents of Cremastra appendiculata. METHODS: The compounds were isolated by repeated column chromatography with silica gel, Sephadex LH-20 and ODS-HPLC. The structures were elucidated by analysis of spectroscopic data(1H-NMR and 13C-NMR). RESULTS: Ten compounds were isolated from the EtOAc extract in the tuber of Cremastra appendiculata. Their structures were identified as shancigusin I (I), 4-O-ß-D-glucopyranosyl cinnamate (II), bulbocodin D (III), blestriarene A (IV), 7-hydroxy-2,4-dimethoxy phenanthrene (V), coelonin (VI), militarine (VII), gastrodine (VIII), 3-hydroxyphenylpropionic acid (IX) and cinnamic acid (X). CONCLUSION: Compounds I-III, IX and X are isolated from Cremastra appendiculata for the first time.

[Chemical constituents from Pleione bulbocodioides].

OBJECTIVE: To study the chemical constituents of Pleione bulbocodioides. METHODS: The compounds were isolated by repeated column chromatography with silica gel, Sephadex LH-20 and ODS-HPLC. The structures were elucidated by analysis of spectroscopic data (1H-NMR, 13C-NMR). RESULTS: Nine compounds were isolated from the EtOAc extract in the rhizoma of Pleione bulbocodioides. Their structures were identified as amentoflavone(I), kayaflavone(II), gymconopin D(III), methyl(4-OH) phenylacetate (IV), p-hydroxy benzaldehyde(V), p-hydroxybenzcic acid (VI), 4-oxopentanoic acid (VII), p-dihydroxy benzene (VIII), gastrodine (IX). CONCLUSION: Compounds I - IX are isolated from this plant for the first time.

Two new stilbenoids from Pleione bulbocodioides.

Two new stilbenoids, 9-(4'-hydroxy-3'-methoxyphenyl)-10-(hydroxymethyl)-11-methoxy-5,6,9,10-tetrahydrophenanthro[2,3-b]furan-3-ol and 2-(4''-hydroxybenzyl)-3-(3'-hydroxyphenethyl)-5-methoxy-cyclohexa-2,5-diene-1,4-dione, together with the three known stilbenoids were isolated from the tubers of Pleione bulbocodioides (Franch.) Rolfe. Their structures were elucidated by spectroscopic methods.