Kaerophyllin, A New Lignan fromChaerophyllum maculatum

Abstract

From the methanolic extract of roots of spotted cow parsley (Chaerophyllum maculatum Willd.) a new lignan, named kaerophyllin, has been isolated and identified as A-(trans-3,4-dimethoxybenzylidene)- beta-(3,4-methylenedioxylbenzyl)-gamma-butyrolactone. Its structure has been established on the basis of the analysis of UV, IR-, (1)H-NMR, (13)C-NMR and mass spectra.

Immunosuppressive flavones and lignans from Bupleurum scorzonerifolium

“…The known compounds were identified as nemerosin (1) (Feliciano et al, 1989), isoscutellarein-8-methyl ether (4) (Tomimori et al, 1982), oroxylin (5) (Buschi et al, 1991;Biekofsky et al, 1991), wogonin (6) (Harrison et al, 1994;Joshi et al, 1983), eugenin (7) (Ali et al, 1990;Tsui and Brown, 1996), saikochromone A (8) (Kobayashi et al, 1990), kaerophyllin (9) (Mikaya et al, 1981), isokaerophyllin (10) (Gonzalez et al, 1990), (À)-yatein (11) (Badheka et al, 1986), chinensinaphthol (12) (Harrowven, 1993;Iwasaki et al, 1995) and 1,2,3,7-tetramethoxyxanthone (13) (Ikeya et al, 1991;Ito et al, 1977), by comparison of spectroscopic data in the literature and/or authentic compounds. Among these, compounds, 4-12 are reported for the first time from this plant.…”

Anti-inflammatory and analgesic activities of the ethanolic extracts from Zanthoxylum riedelianum (Rutaceae) leaves and stem bark

“…The phytochemical study of BCED led to the isolation of seven compounds ( Figure 1B), and its HPLC chromatographic profile is displayed in Figure 1B. The chemical structures of all isolated compounds ( Figure 1A) were established by UV-vis, 1 H and 13 C NMR data analysis in comparison with the literature, as follows: lupeol (1), sesamin (2), hinokinin (3), piperitol-4′-O-g,g-dimethylallyl ether (4), methylpluviatolide (5), kaerophyllin (6) and dimethylmatairesinol (7) (Abe et al 1974;Pelter et al 1976;Rucker & Langmann 1978;Mikaya et al 1981;Lopes et al 1983;Agrawal & Thakur 1985;Koul et al 1988;González et al 1990;Bastos 1996;Chang et al 2000;Heleno et al 2006).…”

Essential oils composition, antioxidant and antimicrobial activity of the leaves and flowers of Chaerophyllum macropodum Boiss

“…Its aerial parts are frequently used in food and cheese preparations and also as an edible vegetable in Iran and Turkey (Coruh, Sagdicoglu Celep, & Ozgokce, 2007;Dini & Babakhanlou, 2002;Durmaz, Sagun, Tarakci, & Ozgokce, 2006;Mozaffarian, 1996). Phytochemical investigations on Chaerophyllum species have demonstrated the presence of lignans, phenylpropanoids and polyacetylenes (Mikaya, Turabelidze, Kemertelidze, & Wulfson, 1981;Rollinger, Zidorn, Dobner, Ellmerer, & Stuppner, 2003), phenolic acids and related compounds (Dall'Acqua, Viola, Piacente, Cappelletti, & Innocenti, 2004), flavonoid glycosides (Gonnet, 1983(Gonnet, , 1986 and carbohydrates (Ayala Garay, Briard, Peron, & Planchot, 2003) in these plants. However, except for two reports from Turkey, one on the antioxidant (Coruh et al, 2007) and the other on the antibacterial (Durmaz et al, 2006) activity of C. macropodum, no studies regarding its bioactivity have yet been conducted.…”