• Archives of Pharmacal Research
• /
• v.28 no.1
• /
• pp.39-43
• /
• 2005

Eight compounds were isolated from the methanolic extract of the twigs of Celtis sinensis through repeated silica gel and Sephadex LH-20 column chromatography. Their chemical structures were elucidated as two triterpenoids, germanicol and epifriedelanol, two amide compounds, trans-N-caffeoyltyramine and cis-N-coumaroyltyramine, two lignan glycoside, pinoresinol glycoside and pinoresinol rutinoside, and two steroids by spectroscopic analysis.

• Natural Product Sciences
• /
• v.19 no.3
• /
• pp.227-230
• /
• 2013

One new iridoid glycoside, 10-p-dihydrocoumaroyl-6-${\alpha}$-hydroxygeniposide (1), and six known iridoid glycoside derivatives, 10-p-dihydrocoumaroyl deacetylasperuloside (2), asperulosidic acid methylester (3), asperuloside (4), asperulosidic acid (5), deacetylasperuloside (6), and scandoside (7) were isolated from the methanolic extract of the whole plant of Galium verum var. asiaticum Nakai (Rubiaceae) through repeated column chromatography. Their chemical structures were characterized by spectroscopic analysis. This is the first report of the characterization of compounds 1 - 7 from this plant.

• Korean Journal of Pharmacognosy
• /
• v.47 no.4
• /
• pp.301-306
• /
• 2016

Four phenylpropanoid glycosides and a monoterpene glycoside were isolated from the flower of Clerodendrum trichotomum. Structures of the isolated compounds were identified as acteoside (1), martynoside (2), leucosceptoside A (3), isoacteoside (4) and neohancoside A (5) by spectroscopic analysis. Compounds 1-4 were isolated from the flower of C. trichotomum for the first time. Compound 5 was first obtained from genus Clerodendrum as well as family Verbenaceae. The antioxidant activity of compounds 1-5 were evaluated by the DPPH free radical scavenging assay. Compounds 1-4 exhibited strong antioxidant activity.

• Natural Product Sciences
• /
• v.22 no.2
• /
• pp.107-110
• /
• 2016

A new stereoisomeric monoterpene glycoside and five already-known compounds were isolated from the n-BuOH soluble fraction of Clematis heracleifolia leaves. On the basis of spectral data, the structures of the isolated compounds were identified as protocatechuic acid (1), ferulic acid (2), caffeic acid (3), aesculin (4), (6Z)-9-hydroxylinaloyl glucoside (5), and 9-hydroxylinaloyl glucoside (6) and these were isolated for the first time from this plant. Among these compounds, (6Z)-9-hydroxylinaloyl glucoside (5) is a newly isolated from plant source.

• Bulletin of the Korean Chemical Society
• /
• v.35 no.12
• /
• pp.3447-3452
• /
• 2014

Detailed chemical investigation of Boscia senegalensis (Per) Lam. ex Poir. led to the isolation of one new flavonol glycoside, rhamnocitrin-3-O-${\beta}$-$\small{D}$-(6"-O-E-feruloyl)-glucopyranoside named bosenegaloside A (1), with seven known compounds, rhamnocitrin-3-O-${\beta}$-$\small{D}$-(6"-O-E-p-coumaroyl)-glucopyranoside (2), rhamnocitrin-3-O-${\beta}$-$\small{D}$-glucopyranoside (3), 3,4,5-trimethoxyphenol-${\beta}$-$\small{D}$-glucopyrinoside (4), lasianthionoside A (5), 3,7-dimethyl-1-octene-3,6,7-triol-6-O-${\beta}$-$\small{D}$-glucopyranoside (6), syringin (7), and austroside B (8). The chemical structures of these compounds were elucidated from spectroscopic data and by comparison of these data with previously published results. The inhibitory activity of the isolated compounds on soluble epoxide hydrolase (sEH) was assessed. Compounds 1-3 potently inhibited sEH activity with $IC_{50}$ values of $12.8{\pm}0.5$, $18.4{\pm}0.2$, and $11.3{\pm}0.9{\mu}M$, respectively.

• Biomolecules & Therapeutics
• /
• v.7 no.3
• /
• pp.205-209
• /
• 1999

Stability of the $\beta$-sitosterol glycoside from Schima wallichii sp. at various physical conditions were investigated, mutagenecity of the steroid saponin was determined by Ames test. When exposed in pH 3 to pH 8, the $\beta$-sitosterol glycoside was stable on antimicrobial activity against yeasts. The antimicrobial activity of the $\beta$-sitosterol glycoside also stable in high temperature, $N_2$, $O_2$ gas and light exposure, and metal ion. Ames test result revealed that $\beta$-sitosterol glycoside did not have any mutagenic activity. These results suggest that the $\beta$-sitosterol glycoside might be a promising candidate as a natural antimicrobial compound.

• Archives of Pharmacal Research
• /
• v.27 no.10
• /
• pp.1023-1028
• /
• 2004

A new 12a-dehydrorotenoid 1, 11-dihydroxy-9, 10-methylenedioxy-12a-dehydrorotenoid (1), together with a new isoflavonoid glycoside tectorigenin-7-O-${\beta}$-glucosyl-4'-O-${\beta}$-glucoside (3), were isolated and identified from the rhizomes of I. spuria (Zeal). In addition, 4 known compounds, tectorigenin (2) tectorigenin-7-O-${\beta}$-glucosyl $(1{\leftrightarrow}6)$ glucoside (4), tectoridin (a tectorigenin- 7-O-${\beta}$-glucoside) (5) and tectorigenin-4'-O-${\beta}$-glucoside (6) were isolated and identified for the first time from this plant. The structures of the isolated compounds were determined by spectroscopic methods (UV, IR, $^1H,\;^{13}C$NMR, DEPT, HMQC, NOESY, and HMBC experiments and MS spectrometry) and by comparison with literature data of known compounds. Compounds 2, 4, 5, and 6 are reported for the first time from this plant through the present study.

• Archives of Pharmacal Research
• /
• v.27 no.6
• /
• pp.619-623
• /
• 2004

Tissue factor (TF, tissue thromboplastin) is a membrane bound glycoprotein, which acceler-ates the blood clotting, activating both the intrinsic and the extrinsic pathways to serve as a cofactor for activated factor VII (Vila). The TF-factor Vila complex (TF/VIIa) proteolytically activates factors IX and X, which leads to the generation of thrombin and fibrin clots. In order to isolate TF inhibitors, by means of a bioassay-directed chromatographic separation technique, from the leaves of Eriobotrya japonica Lindley (Rosaceae), a known sesquiterpene glycoside (2) and ferulic acid (3) were isolated as inhibitors that were evaluated using a single-clotting assay method for determining TF activity. Another sesquiterpene glycoside (1) was also isolated but was inactive in the assay system. Compound 3 was yielded by alkaline hydrolysis of compound 2. The structures of compounds 1, 2, and 3 were identified by means of spectral analysis as $3-O-{\alph}-L-rhamnopyranosyl-(1{\rightarrow}4)-a-L-rhamnopyranosyl-(1{\rightarrow}2)-[{\alph}-L-rhamnopyrano-syl-(1{\rightarrow}6)]-{\beta}-D-glucopyranosyl nerolidol$ (1), $3-O-{\alph}-L-rhamnopyranosyl-(1{\rightarrow}4)-{\alph}-L-rhamnopyr-anosyl-(1{\rightarrow}2)-[{\alph}-L-(4-trans-feruloyl)-rhamnopyranosyl-(1{\rightarrow}6)]-{\beta}-D-glucopyranosyl$ nerolidol (2) and ferulic acid (3), respectively. Compounds 2 and 3 inhibited 50% of the TF activity at con-centrations of 2 and $369{\;}\mu\textrm{m}/TF$ units, respectively.

• Natural Product Sciences
• /
• v.24 no.3
• /
• pp.213-218
• /
• 2018

Chemical investigation of the plant Tristemma hirtum P. Beauv (Melastomataceae) resulted to the isolation of a new flavonol glycoside named quercetin-7-O-${\alpha}$-D-arabinofuranoside (1), together with nine known compounds including 3'-hexadecanoyl-2'-(9aZ)-tetradecanoyl-glycerol 1'-O-[${\beta}$-D-galactopyranosyl-(1'' ${\rightarrow}$ 6'')-${\alpha}$-D-galactopyranoside] (2), arjunolic acid (3), ${\beta}$-sitosterol-3-O-${\beta}$-D-glucopyranoside (4), terminolic acid (5), quercetin (6), asiatic acid (7), maslinic acid (8), $1{\beta}$-O-galloylpedunculagin (9) and 6-hydroxyapigenin 7-O-${\beta}$-D-glucopyranoside (10) from the methanol extract using normal and reversed phase column chromatography. The structures of these compounds were determined by comprehensive interpretation of their spectral data mainly including 1D- 2D-NMR ($^1H-^1H$ COSY, HSQC, and HMBC) spectroscopic and ESI-TOF-MS mass spectrometric analysis.

• Animal cells and systems
• /
• v.7 no.4
• /
• pp.327-330
• /
• 2003

We analyzed and compared profiles of flavonols extracted from leaves and exocarps of the grape Kyoho by TLC, HPLC and UV spectrophotometry. In the exocarps, quercetin 3-O-glucoside was the main compound while isorhamnetin 3-O-glycoside (I) was present in minor amounts. In leaves, on the other hand, quercetin 3-O-glucoside and quercetin 3-O-glucoside-7-O-glucronide were the major compounds while isorhamnetin 3-O-glycoside (II) and kaempferol 3, 7-O-diglycoside were present in minor amounts.