KobusinCAS# 36150-23-9 |
Quality Control & MSDS
3D structure
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Number of papers citing our products
| Cas No. | 36150-23-9 | SDF | Download SDF |
| PubChem ID | 182278 | Appearance | Powder |
| Formula | C21H22O6 | M.Wt | 370.40 |
| Type of Compound | Lignans | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | 5-[(3S,3aR,6S,6aR)-6-(3,4-dimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-1,3-benzodioxole | ||
| SMILES | COC1=C(C=C(C=C1)C2C3COC(C3CO2)C4=CC5=C(C=C4)OCO5)OC | ||
| Standard InChIKey | AWOGQCSIVCQXBT-VUEDXXQZSA-N | ||
| Standard InChI | InChI=1S/C21H22O6/c1-22-16-5-3-12(7-18(16)23-2)20-14-9-25-21(15(14)10-24-20)13-4-6-17-19(8-13)27-11-26-17/h3-8,14-15,20-21H,9-11H2,1-2H3/t14-,15-,20+,21+/m0/s1 | ||
| General tips | For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months. We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months. Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it. |
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| About Packaging | 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial. 2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial. 3. Try to avoid loss or contamination during the experiment. |
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| Shipping Condition | Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request. | ||
| Description | Kobusin, a Calmodulin inhibitor, shows mild antiplasmodial,anti-inflammatory, and cytotoxic activities; it may be beneficial for the treatment of neuro-inflammatory diseases through the inhibition of iNOS expression and peroxynitrite scavenging potential. Kobusin can mildly reduce gastrointestinal motility in mice, it activates CFTR and CaCCgie chloride channel activities in mouse colonic epithelia and shows inhibitory effects toward ANO1/CaCC-mediated short-circuit currents in ANO1/CaCC-expressing FRT cells. |
| Targets | NF-kB | NO | NOS | cAMP | CFTR | CaCCgie chloride channel | ATP |
| In vitro | Bioactive Constituents of Zanthoxylum rhetsa Bark and Its Cytotoxic Potential against B16-F10 Melanoma Cancer and Normal Human Dermal Fibroblast (HDF) Cell Lines.[Pubmed: 27231889 ]Molecules. 2016 May 24;21(6).
Zanthoxylum rhetsa is an aromatic tree, known vernacularly as "Indian Prickly Ash". It has been predominantly used by Indian tribes for the treatment of many infirmities like diabetes, inflammation, rheumatism, toothache and diarrhea. Furfuran lignans and a flavone from Artemisia gorgonum Webb and their in vitro activity against Plasmodium falciparum.[Pubmed: 21982788 ]J Ethnopharmacol. 2011 Nov 18;138(2):637-40.
Suppression of inducible nitric oxide synthase expression by furfuran lignans from flower buds of Magnolia fargesii in BV-2 microglial cells.[Pubmed: 19943243]Phytother Res. 2010 May;24(5):748-53.Activated microglia produces diverse neurotoxic factors such as nitric oxide (NO) and tumor necrosis factor-alpha that serve as apoptotic inducers resulting in various neurodegenerative diseases. The inhibition of microglia-derived NO production by inducible nitric oxide synthase (iNOS) has been reported to be beneficial in retarding neurodegenerative disorders. |
| Kinase Assay | Modulation of Chloride Channel Functions by the Plant Lignan Compounds Kobusin and Eudesmin.[Pubmed: 26635857 ]Front Plant Sci. 2015 Nov 25;6:1041.Plant lignans are diphenolic compounds widely present in vegetables, fruits, and grains. These compounds have been demonstrated to have protective effect against cancer, hypertension and diabetes. |
| Structure Identification | J Nat Prod. 2003 Feb;66(2):221-4.Calmodulin inhibitors from Leucophyllum ambiguum.[Pubmed: 12608853 ]
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Kobusin Dilution Calculator
Kobusin Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 2.6998 mL | 13.4989 mL | 26.9978 mL | 53.9957 mL | 67.4946 mL |
| 5 mM | 0.54 mL | 2.6998 mL | 5.3996 mL | 10.7991 mL | 13.4989 mL |
| 10 mM | 0.27 mL | 1.3499 mL | 2.6998 mL | 5.3996 mL | 6.7495 mL |
| 50 mM | 0.054 mL | 0.27 mL | 0.54 mL | 1.0799 mL | 1.3499 mL |
| 100 mM | 0.027 mL | 0.135 mL | 0.27 mL | 0.54 mL | 0.6749 mL |
| * Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations. | |||||
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Furfuran lignans and a flavone from Artemisia gorgonum Webb and their in vitro activity against Plasmodium falciparum.[Pubmed:21982788]
J Ethnopharmacol. 2011 Nov 18;138(2):637-40.
The chemical composition of the aerial parts of the Cape Verdean endemic shrub Artemisia gorgonum Webb (Asteraceae) was careful investigated, which led to the isolation and identification of six known furfuran lignans: eudesmin (1), magnolin (2), epimagnolin A (3), aschantin (4), Kobusin (5), sesamin (6) and a flavone: artemetin (7). Compounds 1-7 were evaluated in vitro for their cytotoxicity in a screening panel consisting of various mammalian tumor cell lines, for their antimalarial activity against chloroquine-resistant Plasmodium falciparum (FcB1 strain) and for their cytotoxicity against murine normal cells (CFU-GM). While no promising cytotoxicity against human tumor cells were noticed, marginal potency and selectivity was found for compounds 1-5 against murine colon 38. Besides, compounds 2-7 showed mild antiplasmodial activities, 6 and 7 being the most active compounds (IC(50) 3.37 and 3.50 mug/ml respectively) without noticeable toxicity on mammalian normal cells. This is the first report of antiplasmodial activity for furfuran lignans and the first isolation of 1-7 from Artemisia gorgonum.
Modulation of Chloride Channel Functions by the Plant Lignan Compounds Kobusin and Eudesmin.[Pubmed:26635857]
Front Plant Sci. 2015 Nov 25;6:1041.
Plant lignans are diphenolic compounds widely present in vegetables, fruits, and grains. These compounds have been demonstrated to have protective effect against cancer, hypertension and diabetes. In the present study, we showed that two lignan compounds, Kobusin and eudesmin, isolated from Magnoliae Flos, could modulate intestinal chloride transport mediated by cystic fibrosis transmembrane conductance regulator (CFTR) and calcium-activated chloride channels (CaCCs). The compounds activated CFTR channel function in both FRT cells and in HT-29 cells. The modulating effects of Kobusin and eudesmin on the activity of CaCCgie (CaCC expressed in gastrointestinal epithelial cells) were also investigated, and the result showed that both compounds could stimulate CaCCgie-mediated short-circuit currents and the stimulation was synergistic with ATP. In ex vivo studies, both compounds activated CFTR and CaCCgie chloride channel activities in mouse colonic epithelia. Remarkably, the compounds showed inhibitory effects toward ANO1/CaCC-mediated short-circuit currents in ANO1/CaCC-expressing FRT cells, with IC50 values of 100 muM for Kobusin and 200 muM for eudesmin. In charcoal transit study, both compounds mildly reduced gastrointestinal motility in mice. Taken together, these results revealed a new kind of activity displayed by the lignan compounds, one that is concerned with the modulation of chloride channel function.
Calmodulin inhibitors from Leucophyllum ambiguum.[Pubmed:12608853]
J Nat Prod. 2003 Feb;66(2):221-4.
Activity-directed fractionation of a CH(2)Cl(2)-MeOH (1:1) extract of Leucophyllum ambiguum led to the isolation of two new lignans designated with the trivial names of 2'-methoxyKobusin (1) and 2'-methoxy-4' '-hydroxydemethoxyKobusin (2). In addition, the known compounds Kobusin (3), 2',2' '-dimethoxysesamin (4), trans-cinnamic acid, apigenin, and apigetrin were obtained. The identification of the novel analogues 1 and 2 was accomplished by spectral methods. The structure of 1 was unequivocally confirmed by X-ray analysis. Compounds 1-4 interacted with bovine-brain calmodulin and inhibited the activation of the calmodulin-dependent enzyme cAMP phosphodiesterase.
Bioactive Constituents of Zanthoxylum rhetsa Bark and Its Cytotoxic Potential against B16-F10 Melanoma Cancer and Normal Human Dermal Fibroblast (HDF) Cell Lines.[Pubmed:27231889]
Molecules. 2016 May 24;21(6). pii: molecules21060652.
Zanthoxylum rhetsa is an aromatic tree, known vernacularly as "Indian Prickly Ash". It has been predominantly used by Indian tribes for the treatment of many infirmities like diabetes, inflammation, rheumatism, toothache and diarrhea. In this study, we identified major volatile constituents present in different solvent fractions of Z. rhetsa bark using GC-MS analysis and isolated two tetrahydrofuran lignans (yangambin and Kobusin), a berberine alkaloid (columbamine) and a triterpenoid (lupeol) from the bioactive chloroform fraction. The solvent fractions and purified compounds were tested for their cytotoxic potential against human dermal fibroblasts (HDF) and mouse melanoma (B16-F10) cells, using the MTT assay. All the solvent fractions and purified compounds were found to be non-cytotoxic to HDF cells. However, the chloroform fraction and Kobusin exhibited cytotoxic effect against B16-F10 melanoma cells. The presence of bioactive lignans and alkaloids were suggested to be responsible for the cytotoxic property of Z. rhetsa bark against B16-F10 cells.
Suppression of inducible nitric oxide synthase expression by furfuran lignans from flower buds of Magnolia fargesii in BV-2 microglial cells.[Pubmed:19943243]
Phytother Res. 2010 May;24(5):748-53.
Activated microglia produces diverse neurotoxic factors such as nitric oxide (NO) and tumor necrosis factor-alpha that serve as apoptotic inducers resulting in various neurodegenerative diseases. The inhibition of microglia-derived NO production by inducible nitric oxide synthase (iNOS) has been reported to be beneficial in retarding neurodegenerative disorders. Three active lignans have been isolated from the flower buds of Magnolia fargesii by the bioassay-guided fractionation using lipopolysaccharide (LPS)-activated BV-2 microglial cell culture system. The structures of them were identified as Kobusin (1), aschantin (2) and fargesin (3) by the analyses of spectroscopic data. They inhibited the production of NO by activated microglia. Their IC(50) values were 21.8 +/- 3.7, 14.8 +/- 2.5 and 10.4 +/- 2.8 microg/mL, respectively. They suppressed LPS-induced NF-kappaB activation and the expression of iNOS protein and mRNA. Furthermore, they showed scavenging activity of neurotoxic peroxynitrite that can be produced by NO and superoxide anion. These results imply that lignans from Magnolia fargesii might be beneficial for the treatment of neuro-inflammatory diseases through the inhibition of iNOS expression and peroxynitrite scavenging potential.
