Tensioactive Compounds from the Aquatic Plant Ranunculus fluitans L. (Ranunculaceae)

Abstract

In the search for the cause for the formation of persistent foam in the Rhine River below the Rhine Fall at Schaffhausen, an investigation of the tensioactive principles from the aquatic plant Ranunculus fluitans L. (Ranunculaceae) was carried out. Two new (see 1 and 2) and four known bisdesmosidic triterpene saponins (see 4 ± 6) were isolated along with the two known diacylglycerol galactosides 7 and 8. The saponin structures were established by the identification of the aglycon and sugar moieties by HPLC and chiral capillary zone electrophoresis (CZE), ion-spray LC/MS and extensive 1-and 2D homo-and heteronuclear NMR spectroscopy. The structures of the new oleanane-type saponins were identified as 3 (2). LC/MS Studies of tensioactive fractions revealed the presence of additional glycoglycerolipids.

Chemical constituents of Triticum aestivum and their effects on adipogenic differentiation of 3T3-L1 preadipocytes

“…Briefly, the following isolated compounds were identified (Fig. 1) including five glycolipids: 2-a-linolenoylglycerol 1-O-b-D-galactopyranoside (1) (Ha et al 2006), 3-a-linolenoylglycerol 1-O-b-D-galactopyranoside (2) (Tuntiwachwuttikul et al 2004), 2,3-di-a-linolenoylglycerol 1-O-b-D-galactopyranoside (3) (Ha et al 2006), 2,3-di-a-linolenoylglycerol 1-O-(6-O-linolenoyl-b-D-galactopyranoside) (4) (Ruberto and Tringali 2004), and 2,3-di-a- (Wegner et al 2000); two glycerides: trilinolenin (6) (Hui et al 2003), trilinolein (7) (Park et al 2001); four unsaturated fatty acids: a-linolenic (8) (Takaya et al 2003), a-linolenic acid methyl ester (9) (Takaya et al 2003), oleic acid (10) (Batchelor et al 1974), and 12(Z)-octadecenoic acid (11) (Batchelor et al 1974); three sterol: b-sitosterol (12), daucosterol (13), 6 0 -O-linolenlydaucosterol (14) (Luyen et al 2014); two alkaloids: (2R)-2-O-b-D-glucopyranosyl-4,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one (15), adenosine (16) (Luyen et al 2014); and four phenolics: triticumoside (17), isoorientin (18), isoscoparin (19), and a-tocopherol (20) (Luyen et al 2014). Among them, compound 17 was determined to be a new compound, named as triticumoside (Luyen et al 2014).…”

Foam-forming properties of Ilex paraguariensis (mate) saponin: foamability and foam lifetime analysis by Weibull equation

“…[26][27][28] Nonetheless, mate saponins foamability is seldom mentioned and no precedent analytical studies about its foam-forming properties are related as far as we know.…”

Syntheses of an α-d-Gal-(1→6)-β-d-Gal diglyceride, as lipase substrate

“…Among the recent papers dealing with 0008 such compounds, the isolation of DGDG derivatives bearing poly-unsaturated lipid chains, [5][6][7] poly-unsaturated and saturated lipid chains 8,9 or saturated lipid chains only can be mentioned. 10 All these compounds have been fully characterized by 1 H, 13 C NMR and mass spectrometry.…”