449173-64-2Relevant academic research and scientific papers
Two new antifungal saponins from the Tibetan herbal medicine Clematis tangutica
Du, Zhizhi,Zhu, Na,Ze-Ren-Wang-Mu, Na,Shen, Yuemao
, p. 547 - 551 (2007/10/03)
Bioassay-guided fractionation of the ethanol extract of the aerial parts of Clematis tangutica led to the isolation of two new antifungal triterpene saponins. Their structures were determined to be 3-O-α-L-arabinopyranosyl hederagenin 28-O-α-L-rhamnopyranosyl ester (1) and 3-O-β-D-glucopyranosyl-(1→4)-α-L-arabinopyranosyl hederagenin 28-O-α-L-rhamnopyranosyl ester (2) on the basis of spectral data and chemical evidence. Inhibitory activities of the two saponins against seven fungal strains were evaluated. Compounds 1 and 2 showed evident antifungal activity (MIA ≈ 2.5 μg/disc) against Saccharomyces cerevisiae, similar to the positive control amphotericin B and ordinary activities (MIA ≈ 10 μg/disc) against Penicillium avellaneum UC-4376, Candida glabrata, Trichosporon beigelii and Pyricularia oryzae. Compound 2 is a better antifungal agent than compound 1 against most of the fungal strains that were tested.
New lignan glycosides with potent antiinflammatory effect, isolated from Justicia ciliata
Day, Shiow-Hwa,Chiu, Nien-Yung,Tsao, Lo-Ti,Wang, Jih-Pyang,Lin, Chun-Nan
, p. 1560 - 1562 (2007/10/03)
Two new lignan glycosides, 4-O-[α-L-arabinopyranosyl-(1'''→2'')-β-D-xylopyranosyl-(1'''→5'')-β-D-ap iofuranosyl] diphyllin (1), named ciliatoside A (1), and 4-O-{[β-D-apiofuranosyl-(1''''→3''')-α-L-arabinopyranosyl-(1''''→2'')] [β-D-xylopyranosyl-(1''''→5'')]-β-D-apiofuranosyl}diphyllin (2), named ciliatoside B (2), were isolated from the whole plant of Justicia ciliata. The structures of 1 and 2 were determined by spectral and chemical methods. Compounds 1 and 2 strongly inhibited the accumulation of NO2- in lipopolysaccharide-stimulated RAW 264.7 cells in a concentration-dependent manner with IC50 values of 27.1 ± 1.6 and 29.4 ± 1.4 μM, respectively.
A New Cleavage Method for the Sugar-Aglycone Linkage in Saponin
Higuchi, Ryuichi,Tokimitsu, Yoshinori,Hamada, Naoko,Komori, Tetsuya,Kawasaki, Toshio
, p. 1192 - 1201 (2007/10/02)
A new cleavage method for the sugar-aglycone linkage in saponin is described.Treatment of 2)-O-α-L-arabinopyranosyl-(1->3)-β-D-glucopyranosid>uronic acid (1) with diazomethane-ether in methanol gave the aglycone 2 and the sugars 3 and 4.On the basis of chemical and spectral evidence they were determined as methyl 3β,23α-dihydroxy-3-O,23-methylenolean-12-en-28-oate (2), methyl 2)-O-α-L-arabinopyranosyl-(1->3)-α-D-glucopyranosid>uronate (3), and methyl O-β-D-galactopyranosyl-(1->2)-O-α-L-arabinopyranosyl-(1->3)-1,4-anhydro-α-D-glucopyranuronate (4).This method is useful for structure determination of some oleanane triterpenoid saponins and for yielding new oligosaccharides.The cleavage of the quillaic acid 3-O-glycoside 10 is also discussed.
18-NORSPIROSTANOL DERIVATIVES FROM TRILLIUM TSCHONOSKII
Nakano, Kimiko,Nohara, Toshihiro,Tomimatsu, Toshiaki,Kawasaki, Toshio
, p. 1047 - 1049 (2007/10/02)
Key Word Index - Trillium tschonoskii; Liliaceae; 18-norspirostanol oligoside; acetylated glycoside. Three 18-norspirostanol oligoglycosides partly acetylated in their sugar moieties were isolated from the underground parts of Trillium tschonoskii.Their structures were characterized, as 1-O-2)-α-L-arabinopyranosyl>-epitrillenogenin-24-O-acetate, 1-O-2)-α-L-arabinopyranosyl>-epitrillenogenin and 1-O-2)-α-L-arabinopyranosyl>-epitrillenogenin-24-O-acetate.
Studies on the Constituents of Clematis Species. V. On the Saponins of the Root of Clematis chinensis Osbeck. (5)
Kizu, Haruhisa,Tomimori, Tsuyoshi
, p. 3340 - 3346 (2007/10/02)
Three triterpenoid prosapogenins tentatively named CP0 (I), CP2a (VI) and CP3a (VIII) have been isolated from the alkaline hydrolysate of the crude saponin obtained from the root of Clematis chinensis Osbeck.On the basis of chemical and physicochemical evidence, they were characterized as follows: I, hederagenin 23-O-α-L-arabinopyranoside; VI, hederagenin 23-O-β-D-glucopyranoside; VIII, olean-12-ene-28-oic acid-3-β,24-diol (4-epihederagenin) 3-O-α-L-rhamnopyranosyl(1-2)-α-L-arabinopyranoside.I and VI are the first examples of 23-O-glycosides of oleanane-type triterpenes to be isolated from nature.Six less polar genuine saponins were isolated and they appeared to be identical with prosapogenins CP4, CP6, CP7, CP8, CP9 and CP10, on the basis of the results of high performance thin-layer chromatography (HPTLC).Keywords - Clematis chinensis; Ranunculaceae; saponin; prosapogenin; hederagenin 23-O-glycoside; 4-epihederagenin 3-O-glycoside; 13C-NMR
