Ombuoside
目录号 : GC60277Ombuoside是从绞股蓝(Gynostemmapentaphyllum)分离得到的糖苷复合物。Ombuoside具有抗微生物活性,对几种革兰氏阳性菌和革兰氏阴性菌以及白色念珠菌(Candidaalbicans)有抑制作用。Ombuoside具有清除自由基和ROS抗氧化作用。
Cas No.:20188-85-6
Sample solution is provided at 25 µL, 10mM.
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Ombuoside is a glycoside ombuoside isolated from Gynostemma pentaphyllum.Ombuoside has antimicrobial activity against several strains of gram-positive and gram-negative bacteria and the yeast Candida albicans[1]. Ombuoside has antioxidant effects by scavenging free radicals and ROS[2].
[1]. J M Amaro-Luis, et al. Isolation, Identification and Antimicrobial Activity of Ombuoside From Stevia Triflora. Ann Pharm Fr. 1997;55(6):262-8. [2]. Uchralsaikhan Davaasambuu, et al. Ombuoside From Gynostemma Pentaphyllum Protects PC12 Cells From L-DOPA-Induced Neurotoxicity.Planta Med
Cas No. | 20188-85-6 | SDF | |
Canonical SMILES | O=C1C(O[C@@H]([C@@H]([C@H]2O)O)O[C@@H]([C@H]2O)CO[C@H](O[C@H]3C)[C@@H]([C@@H]([C@H]3O)O)O)=C(C(C=C4)=CC(O)=C4OC)OC5=CC(OC)=CC(O)=C15 | ||
分子式 | C29H34O16 | 分子量 | 638.57 |
溶解度 | DMSO : 50 mg/mL (78.30 mM; Need ultrasonic) | 储存条件 | |
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1 mg | 5 mg | 10 mg | |
1 mM | 1.566 mL | 7.83 mL | 15.66 mL |
5 mM | 0.3132 mL | 1.566 mL | 3.132 mL |
10 mM | 0.1566 mL | 0.783 mL | 1.566 mL |
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2.
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Ombuoside from Gynostemma pentaphyllum Protects PC12 Cells from L-DOPA-Induced Neurotoxicity
Planta Med 2018 Sep;84(14):1007-1012.PMID:29734446DOI:10.1055/a-0595-7899.
This study investigated the effects of Ombuoside on L-3,4-dihydroxyphenylalanine (L-DOPA)-induced neurotoxicity in PC12 cells. Ombuoside did not affect cell viability at concentrations of up to 50 µM for 24 h, and Ombuoside (1, 5, and 10 µM) significantly inhibited L-DOPA-induced (100 and 200 µM) decreases in cell viability. L-DOPA (100 and 200 µM) induced sustained phosphorylation of extracellular signal-regulated kinases (ERK1/2) for 6 h, which were significantly decreased by cotreatments with Ombuoside (1, 5, and 10 µM). L-DOPA (100 and 200 µM) alone significantly increased c-Jun N-terminal kinase (JNK1/2) phosphorylation for 6 h and cleaved-caspase-3 expression for 24 h, both of which were partially, but significantly, blocked by Ombuoside (1, 5, and 10 µM). In addition, Ombuoside (1, 5, and 10 µM) significantly restored the L-DOPA-induced (100 and 200 µM) decrease in superoxide dismutase (SOD) activity for 24 h. Taken together, these findings indicate that Ombuoside protects against L-DOPA-induced neurotoxicity by inhibiting L-DOPA-induced increases in sustained ERK1/2 and JNK1/2 phosphorylation and caspase-3 expression and L-DOPA-induced decrease in SOD activity in PC12 cells. Thus, Ombuoside might represent a novel neuroprotective agent that warrants further study.
Separation and Purification of Ombuoside from Gynostemma Pentaphyllum by Microwave-Assisted Extraction Coupled with High-Speed Counter-current Chromatography
J Chromatogr Sci 2017 Jan;55(1):69-74.PMID:27993866DOI:10.1093/chromsci/bmw152.
A rapid and efficient method for the separation and purification of Ombuoside from Gynostemma pentaphyllum by microwave-assisted extraction coupled with high-speed counter-current chromatography (HSCCC) was successfully developed. Using an orthogonal array design L9 (34), the extraction conditions, including microwave power, irradiation time, solid-to-liquid ratio and extraction times, were optimized. Ombuoside was isolated and purified from the crude extraction by HSCCC with two-phase solvent system composed of n-hexane:ethyl acetate:ethanol:water (5:6:5:5, v/v) in a single run. A 210 mg quantity of the crude extract containing 2.16% Ombuoside was loaded, yielding 3.9 mg of Ombuoside at 96.7% purity. The chemical structure of Ombuoside was determined by comparison with the high-performance liquid chromatography retention time of standard substance as well as UV, FT-IR, ESI-MS, 1H NMR and 13C NMR spectra. The purified Ombuoside had strong 1,1-diphenyl-2-picrylhydrazyl and hydroxyl free radical scavenging activities.
Isolation, identification and antimicrobial activity of Ombuoside from Stevia triflora
Ann Pharm Fr 1997;55(6):262-8.PMID:9453171doi
From aerial parts of Stevia triflora DC the flavonol glycoside Ombuoside (7,4'-di-O-methylquercetin-3-O-beta-rutinoside) has been isolated and identified on the basis of spectral data. Ombuoside and the synthetic derivatives octa-acetylombuoside, ombuine and retusine were tested for antimicrobial activity against several strains of Gram-positive and Gram-negative bacteria and the yeast Candida albicans, using the agar diffusion method. The flavonol glycoside Ombuoside and the respective aglycone ombuine, both exhibited moderated activity against Corynebacterium diphtheria, Staphylococcus aureus, Escherichia coli and Candida albicans. To a lesser degree, octaacetylombuoside and retusine showed activity against the Gram-positive bacteria C. diphtheria and S. aureus, but proved to be inactive against Gram-negative bacteria and Candida albicans. These results indicate that the presence of free hydroxyl groups, either alcoholic or phenolic, is an important chemical feature for the expression of flavonol antimicrobial activity. It is worth noting that this is the first study reported on the antibacterial and antifungal activity of these substances.
Four new phenolic glycosides from Dobinea delavayi
Nat Prod Res 2023 Apr;37(7):1146-1153.PMID:34702089DOI:10.1080/14786419.2021.1994966.
Three new benzophenone glycosides, 2-O-β-D-glucopyranosyl-6,3',4'-trihydroxy-4-methoxybenzophenone (1), 4'-O-β-D-glucopyranosyl-2,4,6,3'-tetramethoxybenzophenone (2) and 2-O-β-D-glucopyranosyl-4'-hydroxy-6-methylbenzophenone (3), and a new flavonoid glycoside 5'-hydroxyombuoside (6), along with three known phenolic glycosides 4-O-β-D-glucopyranosyl-2,6,4'-trihydroxybenzophenone (4), mangiferin (5), and Ombuoside (7), were isolated from the 80% ethanol extract of roots of Dobinea delavayi. Their structures were determined by the comprehensive analyses of the physicochemical properties and spectroscopic data (1D NMR, 2D NMR, and HR-ESI-MS). Cytotoxicity and in vitro antimalarial activity of compounds 1, 3, 4, 6, and 7 were evaluated by MTT colorimetric assay and β-hematin formation inhibition assay, respectively.
Antioxidant compounds from Ebenus pinnata
Fitoterapia 2007 Jan;78(1):32-4.PMID:17067757DOI:10.1016/j.fitote.2006.09.013.
Activity-guided fractionation of the methanol extract of Ebenus pinnata aerial parts led to the isolation of Ombuoside (1), kaempferol 3-O-rutinoside (2), rutin (3), catechin (4), and picein (5), along with beta-sitosterol and beta-sitosterol glucoside. Compounds 1-4 showed significant antioxidant activity in the DPPH, and TEAC, reducing power assays.