In the present study, ergosterol peroxide and ergosterol were isolated for the first time from fresh fruit bodies of Hygrophoropsis aurantiaca (False Chanterelle). The substances were characterized mainly by spectroscopic methods (¹H-NMR, (13)C-NMR, DEPT-45, DEPT-90, DEPT-135, 2D-NMR). In our study, a new specific thin layer chromatographic method was developed for determination of ergosterol and ergosterol peroxide in H.
View Article and Find Full Text PDFMorphological characters and molecular analyses of Cichorium calvum and C. pumilum do not allow clear discrimination between these closely related wild species. Therefore, the aim of this study was to characterize the secondary metabolites of C.
View Article and Find Full Text PDFAppl Biochem Biotechnol
December 2013
A 12-year-old hairy root culture of Cichorium intybus L., a callus culture of the plant as well as roots and leaves of a wild plant of chicory, and roots of two C. intybus L.
View Article and Find Full Text PDFA total of 19 sesquiterpene lactones were isolated from roots of Lactuca canadensis L., of which 10 were reported for the first time from Lactuca species and two were unknown. This is also the first report on the co-occurrence of three pairs of zaluzanin C-type guaianolides, epimeric at C-3, and on the presence of six eudesmanolides, oxygenated at C-1 and C-3, in Lactuca species.
View Article and Find Full Text PDFFrom the root tubers of Lactuca tuberosa, a wild edible plant species, nine phenolic compounds were isolated, including two new furofuran lignan glucosides, named lactuberin A and lactuberin B. Their structures were elucidated by spectroscopic methods, especially HRESIMS and 2D NMR techniques. This is the first time that compounds belonging to the epi series of 2,6-diaryl-3,7-dioxabicyclo[3.
View Article and Find Full Text PDFFrom a root culture of Salvia austriaca, transformed with Agrobacterium rhizogenes, a new diterpenoid was isolated and its chemical structure was determined as 7-(2-oxohexyl)-11-hydroxy-6, 12-dioxo-7,9(11),13- abietatriene [= 7-(2-oxohexyl)-taxodione] on the basis of spectroscopic methods, especially 1D and 2D NMR, and by comparison with structurally related compounds. This compound represents a hitherto unknown 2-oxohexyl diterpenoid derivative. Cytotoxic studies revealed that the new compound exhibited high cytotoxic activity against three cancer cell lines with IC(50) values ranging from 0.
View Article and Find Full Text PDFComplete (1)H and (13)C NMR signal assignments of two lactucin-type sesquiterpene lactone glycosides, derivatives of 11β,13-dihydrolactucin, isolated from roots of Picris conyzoides, were achieved by one- and two-dimensional NMR experiments, allowing the correction of previously published data for cichorioside B and the structure elucidation of its new ester with 3-hydroxy-2-methylpropanoic acid. In addition, seven known sesquiterpene lactones and three phenolic compounds were isolated from the plant material.
View Article and Find Full Text PDFFrom roots of Taraxacum udum, two new and four known sesquiterpene lactones were isolated, together with five known phenolic compounds. The new compounds were characterized as 11beta, 13-dihydrotaraxinic acid and taraxinic acid 6-O-acetyl-beta-glucopyranosyl ester by spectroscopic methods, especially 1D and 2D NMR, and by comparison with structurally related compounds. The plant material was shown to be a good source of taraxinic acid derivatives.
View Article and Find Full Text PDF1l-1,5-Di-O-p-hydroxyphenylacetyl-chiro-inositol was isolated from the leaves of Taraxacumudum, along with seven other secondary metabolites. Identification of the inositol derivative, based on extensive spectroscopic analyses ((1)H, (13)C and 2D NMR) in two solvents, allowed the correction of previously published data and conformational studies. This is the second report on the presence of inositol esters with p-hydroxyphenylacetic acid in plants.
View Article and Find Full Text PDFTwo new sesquiterpene lactone xylosides, derivatives of the guaianolides 9alpha-hydroxyleucodin and 9alpha-hydroxy-11,13-dehydroleucodin, were isolated from roots of Lactuca triangulata. Their structures were established on the basis of (1)H and (13)C NMR spectra, 2D NMR (HMQC, HMBC, COSY, NOESY) techniques and comparison with the literature data. The compounds represent the first example of sesquiterpene lactone xylosides.
View Article and Find Full Text PDFFrom aerial parts of Lactuca sibirica, two new and one known furofuran lignans were isolated, together with four known lactucin-like guaianolides. On the basis of spectral data, the new lignans were characterized as acylated glucopyranosides of 4alpha, 8alpha-dihydroxypinoresinol.
View Article and Find Full Text PDFThe first guaian-12-oic acid glucopyranosyl ester was isolated from the roots of Picris rhagadioloides (L.) Desf. (Asteraceae), in addition to five costuslactone-type guaianolides, four germacranolides and three phenolic compounds.
View Article and Find Full Text PDFTwelve known sesquiterpene lactones and the new guaianolide 10beta-methoxy-1alpha, 11beta,13-tetrahydrolactucin (10), together with three known phenolic acid esters were isolated from roots of Cichorium endivia var. crispum. The compounds were characterized by spectral methods.
View Article and Find Full Text PDFThe aim of this study was the isolation and structural elucidation of steroidal glycosides from the underground parts of ramson Allium ursinum L. The structures of the isolated compounds were established based upon chromatographic methods and 1D- and 2D-NMR, MS and IR analyses. The mixture of two steroidal saponins: (25R)-spirost-5-en-3b-ol tetrasaccharide and (25R)-spirost-5, 25(27)-dien-3b-ol tetrasaccharide, along with a 3-hydroxypregna-5,16-dien-20-one glycoside were identified.
View Article and Find Full Text PDF10-Isobutyryloxy-8,9-epoxythymol isobutyrate was found to be a major constituent of Inula helenium and Inula royleana root cultures. The compound showed moderate antimicrobial activity against Staphylococcus aureus, Enterococcus faecalis, Escherischia coli, Pseudomonas aeruginosa and Candida albicans.
View Article and Find Full Text PDFEleven sesquiterpene lactones, including the new guaianolide 11beta-hydroxydeacetylmatricarin-8-O-beta-glucopyranoside, along with four known phenolic glucosides were isolated from Taraxacum hondoense. The compounds were characterized by spectral methods.
View Article and Find Full Text PDFA root culture of Inula helenium L. was established from leaf explants of aseptic seedlings. An ethanol extract from the lyophilised roots was fractionated using different chromatographic techniques (CC, TLC).
View Article and Find Full Text PDFSesquiterpene lactones (SLs) are the active compounds of a variety of traditionally used medicinal plants from the Asteraceae family. They are known to possess a considerable antiinflammatory activity in different inflammation models. They inhibit the transcription factor NF-kappaB probably by alkylating cysteine38 in the DNA binding domain of the p65 subunit.
View Article and Find Full Text PDFZ Naturforsch C J Biosci
March 2004
From the aerial parts of Santolina pinnata subsp. neapolitana, one new and four known germacrane derivatives were isolated. The new compound was characterized as 1alpha,10beta-epoxy-7alphaH-germacr-4(15)-ene-2/beta5alpha,6beta-triol by spectral methods.
View Article and Find Full Text PDFZ Naturforsch C J Biosci
March 2004
Two eudesmanolides, eight lactucin-like guaianolides and five phenolic compounds were isolated for the first time from roots of Cichorium pumilum, along with two previously reported eudesmane-type sesquiterpene lactones. Rearrangements of some lactucin-like guaianolides during isolation procedures were also discussed.
View Article and Find Full Text PDFTwo new guaianolide glucosides, deacetylmatricarin 8-O-beta-glucopyranoside and 11beta-hydroxyleukodin 11-O-beta-glucopyranoside, were isolated from roots of Taraxacum obovatum, along with four known sesquiterpene lactones, deacetylmatricarin, sonchuside A, taraxinic acid beta-glucopyranosyl ester and its 11beta,13-dihydro derivative. Their structures were established by spectral methods.
View Article and Find Full Text PDFZ Naturforsch C J Biosci
April 2003
A transformed root culture of Cichorium intybus L. (Asteraceae) was found to produce sesquiterpene lactones of guaiane and germacrane type. Lactucopicrin, 8-desoxylactucin and three sesquiterpene lactone glycosides: crepidiaside B, sonchuside A and ixerisoside D were isolated from the roots.
View Article and Find Full Text PDFPhytochemistry
December 2002
From Picris kamtschatica two new guaianolide glycosides, including a beta-allopyranosyl analogue of ixerin F, were isolated, in addition to ten known sesquiterpene lactones and six phenolic compounds. This is the first time a sesquiterpene lactone alloside has been described from plants. The compounds were characterized based on mass, 1D and 2D NMR spectral data.
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