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Oleonuezhenide Sale

目录号 : GC60275

Oleonuezhenide 是从 Fructus Ligustri Lucidi 中分离出的,具有神经保护作用。

Oleonuezhenide Chemical Structure

Cas No.:112693-21-7

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1mg
¥900.00
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5mg
¥2,800.00
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产品描述

Oleonuezhenide, isolated from Fructus Ligustri Lucidi, exerts neuroprotective effects[1].

[1]. Deng X, et al. The combined effect of oleonuezhenide and wedelolactone on proliferation and osteoblastogenesis of bone marrow mesenchymal stem cells. Phytomedicine. 2019 Dec;65:153103.

Chemical Properties

Cas No. 112693-21-7 SDF
Canonical SMILES O[C@@H]([C@@H]([C@@H](COC(C[C@H]1/C([C@H](O[C@H]2[C@@H]([C@H]([C@@H]([C@@H](CO)O2)O)O)O)OC=C1C(OC)=O)=C\C)=O)O3)O)[C@@H](OC(C[C@H]4/C([C@H](O[C@H]5[C@@H]([C@H]([C@@H]([C@@H](CO)O5)O)O)O)OC=C4C(OC)=O)=C\C)=O)[C@@H]3OCCC6=CC=C(O)C=C6
分子式 C48H64O27 分子量 1073.01
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1 mM 0.932 mL 4.6598 mL 9.3196 mL
5 mM 0.1864 mL 0.932 mL 1.8639 mL
10 mM 0.0932 mL 0.466 mL 0.932 mL
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Research Update

The combined effect of Oleonuezhenide and wedelolactone on proliferation and osteoblastogenesis of bone marrow mesenchymal stem cells

Phytomedicine 2019 Dec;65:153103.PMID:31805425DOI:10.1016/j.phymed.2019.153103.

Background: Regulation of the survival and differentiation of bone marrow mesenchymal stem cells is an essential consideration in the development of targeted drugs for treatment of osteoporosis. Purpose: The present study aimed to evaluate the combined effect of wedelolactone and Oleonuezhenide, two compounds from Chinese formula Er-Zhi-Wan, on osteoblastogenesis and the underlying molecular mechanisms. Methods: MTT assay was taken to evaluate cell proliferation. The alkaline phosphatase (ALP) activity assay was used to determine the activity of ALP. Alizarin red S (ARS) staining was taken to indicate the intensity of the calcium deposits. Quantitative real-time PCR and Western blot were performed to the levels of Runx2, Osteocalcin, and Osterix expression in mouse bone marrow mesenchymal stem cells (BMSCs). Ovariectomized mouse model and bone histomorphometric analysis were also used to research the effects of wedelolactone and Oleonuezhenide on bone loss caused by ovariectomy. Results: Wedelolactone combined with Oleonuezhenide enhanced osteoblast differentiation and bone mineralization. Osteoblastogenesis-related marker genes including osteocalcin, Runx2, and osteorix were upregulated in the presence of wedelolactone and Oleonuezhenide. At the molecular level, Oleonuezhenide did not affect GSK-3β phosphorylation induced by wedelolactone, but elevated casein kinase 2-alpha (CK2α) expression, resulting in β-catenin and Runx2 nuclear translocation. In addition, 30 µM wedelolactone-induced cytotoxicity in bone marrow mesenchymal stem cells was relieved by 9 µM Oleonuezhenide. These cells were protected by Oleonuezhenide and maintained osteoblastic activity. Oleonuezhenide increased Wnt5a and CK2α expression. Wedelolactone-reduced extracellular signal-regulated kinase (ERK) phosphorylation was reversed by Oleonuezhenide. In ovariectomized mice, administration of wedelolactone and Oleonuezhenide prevented ovariectomy-induced bone loss by enhancing osteoblastic activity. Conclusion: These results suggested that Oleonuezhenide enhanced the effects of wedelolactone on osteoblastogenesis. These two compounds could be developed as a combined therapeutic agent for osteoporosis.

Evaluation of MMP Inhibitors Isolated from Ligustrum japonicum Fructus

Molecules 2019 Feb 8;24(3):604.PMID:30744075DOI:10.3390/molecules24030604.

The current study investigated the ability of two secoiridoids, GL-3 (1) and Oleonuezhenide (2), isolated from the fruits of Ligustrum japonicum to inhibit MMP-2 and -9 activity in phorbol 12-myristate 13-acetate (PMA)-induced HT-1080 human fibrosarcoma cells. Both compounds 1 and 2 were able to exert lowered gelatin digestion activity for MMP-2 and -9 tested by gelatin zymography via suppressing the release of MMPs to culture medium according to ELISA results. Treatment with compounds was also able to suppress the expression of both mRNA and protein levels of MMP-2 and -9. Action mechanism behind the MMP inhibitory effect of the compounds was suggested to be via MAPK pathway indicated by decreased levels of phosphorylated p38, ERK and JNK proteins evaluated employing immunoblotting. Compound 1 was shown to be slightly more active to inhibit MMP-2 and -9, however, compound 2 showed more regular dose-dependency during inhibition. In conclusion, this study suggested that GL-3 and Oleonuezhenide were notable natural origin potent MMP inhibitors and could serve as lead compounds for development of anti-invasive MMP inhibitors against tumor metastasis.

New secoiridoid glucosides from Ligustrum lucidum induce ERK and CREB phosphorylation in cultured cortical neurons

Planta Med 2010 Jul;76(10):998-1003.PMID:20143293DOI:10.1055/s-0029-1240869.

Two new secoiridoid glucosides, namely iso-oleonuezhenide (1) and methyloleoside 7-ethyl ester (2), along with five known ones, Oleonuezhenide (3), nuezhenide (4), oleuropein (5), G13 (6), and jaspolyside methyl ester (7), were isolated from the fruits of Ligustrum lucidum. Their structures were assigned based on 1H-NMR, 13C-NMR, and 2D-NMR analyses, in combination with HR-MS experiments and the comparison with literature data of related compounds, as well as on chemical experiments. We have examined the ability of these compounds to activate ERK and CREB in cultured cortical neurons. Our studies demonstrate that compound 1 induces ERK and CREB phosphorylation in primary cortical neurons in a dose- and temporal-dependent manner, suggesting its bioactivity on neurons.

Pharmacokinetic comparison of nine bioactive components in rat plasma following oral administration of raw and wine-processed Ligustri Lucidi Fructus by ultra-high-performance liquid chromatography coupled with triple quadrupole mass spectrometry

J Sep Sci 2020 Nov;43(21):3995-4005.PMID:32864882DOI:10.1002/jssc.202000625.

An accurate and sensitive ultra-high-performance liquid chromatography coupled with triple quadrupole mass spectrometry method was established and validated for the determination of nine bioactive compounds of Ligustri Lucidi Fructus in rat plasma. Separation was performed on Halo® C18 column with a mobile phase of acetonitrile and 0.1% formic acid in water. The eluate was detected by multiple reaction monitoring scanning operating in the negative ionization mode. This assay method was validated for selectivity, linearity, intra- and interday precision, accuracy, recovery, matrix effect, and stability, and all methodological parameters fulfilled the Food and Drug Administration criteria for bioanalytical validation. The established method was successfully applied to a comparative pharmacokinetic study of raw and wine-processed Ligustri Lucidi Fructus in rats for the first time. It was found that the AUC0-24 and Cmax value of salidroside, hydroxytyrosol, and nuezhenidic acid were increased significantly after processing, while the AUC0-24 and Cmax value of oleoside 11-methyl ester, 1'''-O-β-d-glucosylformoside, specnuezhenide, G13, Oleonuezhenide, and oleanolic acid were decreased, which suggested that processing affects the absorption and bioavailability of Ligustri Lucidi Fructus. The results might be valuable for the clinical reasonable application and understanding the processing mechanism of Ligustri Lucidi Fructus.

A new neuroprotective compound of Ligustrum japonicum leaves

Planta Med 2006 Jan;72(1):62-4.PMID:16450298DOI:10.1055/s-2005-873140.

A new secoiridoid glycoside characterized as (8 Z)-nuezhenide A along with five known glycosides, (8 E)-nuezhenide, (8 Z)-nuezhenide, Oleonuezhenide, osmanthuside B and osmanthuside D, were isolated from the n-BuOH fraction of Ligustrum japonicum leaves. All six compounds significantly protected human neuroblastoma SH-SY5Y cells from 6-hydroxydopamine-induced neurotoxicity.