23202-78-0Relevant academic research and scientific papers
New Phenylpropanoid Glycerol Glucosides from the Bulbs of Lilium Species
Shimomura, Hiroko,Sashida, Yutaka,Mimaki, Yoshihiro,Kudo, Yashue,Maeda, Katsuhiko
, p. 4841 - 4848 (2007/10/02)
The fresh bulbs of the genus Lilium have yielded new phenylpropanoid glycerol glucosides, epi-regaloside A (6b), epi-regaloside C (7b) and epi-regaloside F (10b), as mixtures with the corresponding (2S)-regalosides (6a, 7a and 10a), and regaloside G (11).Compounds 6b and 7b have been obtained from Lilium pardarinum, and 6b, 10b and 11 from L. auratum.The spectroscopic data and chemical evidence have allowed us to assign the structures of 6b, 7b, 10b and 11 as (2R)-1-O-p-coumaroyl-3-O-β-D-glucopyranosylglycerol, (2R)-1-O-caffeoyl-3-O-β-D-glucopyranosylglycerol, (2R)-1-O-feruloyl-3-O-β-D-glucopyranosylglycerol and (2S)-1-O-feruloyl-2-O- β-D-glucopyranosylglycerol, respectively.In addition, jatropham and its glucoside have been detected in the fresh bulbs of L. medeoloides.Several previously reported compounds have also been obtained and identified.Keywords - Lilium pardarinum; Lilium auratum; Lilium medeoloides; Liliaceae; phenolic glycerol glucoside; epi-regaloside A; epi-regaloside C; epi-regaloside F; regaloside G; jatropham
STRUCTURAL INVESTIGATIONS OF THE GALACTAN OF THE SNAIL LYMNAEA STAGNALIS
Bretting, Hagen,Jacobs, Guenter,Thiem, Joachim,Koenig, Wilfried A.,Knaap, Wil van der
, p. 201 - 218 (2007/10/02)
A galactan, isolated from the spawn of the snail Lymnaea stagnalis, contained D-galactose and 0.9percent of nitrogen, but neither L-galactose nor phosphate groups.The D20 values of the galactan and its first Smith-degradation product were +19.5 deg and +20 deg, respectively.During each of two consecutive Smith-degradations of the galactan, 1 mol of periodate was consumed and 0.45 mol of formic acid was liberated per mol of "anhydrogalactose" unit.Methylation analyses of the galactan and its first Smith-degradation product yielded equal proportions of 2,3,4,6-tetra-O-methyl- and 2,4-di-O-methyl-galactose.Only small quantities of 2,4,6- 4.9 molpercent) and 2,3,4-tri-O-methylgalactose (0.7 molpercent) were formed from the galactan, whereas the first Smith-degraded product gave 15.6 and 20.4 molpercent, respectively.The product of the second Smith-degradation disintegrated and the following oligosaccharides were identified: β-D-Gal-(1-1)-L-Gro, β-D-Gal-(1-3)-β-D-Gal-(1-1)-L-Gro, β-D-Gal-(1-6)-β-D-Gal-(1-1)-L-Gro, β-D-Gal-(1-6)-D-Gal-β-D-Gal-(1-3)-β-D-Gal-(1-1)-L-Gro, β-D-Gal-(1-3)--β-D-Gal-(1-1)-L-Gro, β-D-Gal-(1-3)-β-D-Gal-(1-3)-β-D-Gal-(1-6)-β-D-Gal-(1-1)-L-Gro, and β-D-Gal-(1-3)-β-D-Gal-(1-3)-β-D-Gal-(1-1)-L-Gro.Thus, the galactan is highly branched with the backbone containing sequences of either exclusively (1-6)-linked or of more or less regularly alterneting (1-3)- and (1-6)-linked units.The side chains vary in length and in the degree of branching.In immunoprecipitin studies, a high degree of species-specificity was seen when various snail galactans were tested with the antiserum to the Lymnaea stagnalis galactan.
