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1,2-Methylenedioxy-3,10,11-trimethoxynoraporphine

1,2-Methylenedioxy-3,10,11-trimethoxynoraporphine

Catalog No. BCN1573
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20mg $298 In stock
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Quality Control of 1,2-Methylenedioxy-3,10,11-trimethoxynoraporphine

Chemical structure

1,2-Methylenedioxy-3,10,11-trimethoxynoraporphine

1,2-Methylenedioxy-3,10,11-trimethoxynoraporphine Dilution Calculator

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1,2-Methylenedioxy-3,10,11-trimethoxynoraporphine Molarity Calculator

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Chemical Properties of 1,2-Methylenedioxy-3,10,11-trimethoxynoraporphine

Cas No. 14050-90-9 SDF Download SDF
SMILES COC1=C(C2=C(CC3C4=C2C5=C(C(=C4CCN3)OC)OCO5)C=C1)OC
Standard InChIKey CHTZCWLHHIYAJY-UHFFFAOYSA-N
Standard InChI InChI=1S/C20H21NO5/c1-22-13-5-4-10-8-12-15-11(6-7-21-12)17(23-2)20-19(25-9-26-20)16(15)14(10)18(13)24-3/h4-5,12,21H,6-9H2,1-3H3
Type of Compound Alkaloids Appearance Powder
Formula C20H21NO5 M.Wt 355.4
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
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.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other courier with RT , or blue ice upon request.

Preparing Stock Solutions of 1,2-Methylenedioxy-3,10,11-trimethoxynoraporphine

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.8137 mL 14.0687 mL 28.1373 mL 56.2746 mL 70.3433 mL
5 mM 0.5627 mL 2.8137 mL 5.6275 mL 11.2549 mL 14.0687 mL
10 mM 0.2814 mL 1.4069 mL 2.8137 mL 5.6275 mL 7.0343 mL
50 mM 0.0563 mL 0.2814 mL 0.5627 mL 1.1255 mL 1.4069 mL
100 mM 0.0281 mL 0.1407 mL 0.2814 mL 0.5627 mL 0.7034 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.

Preparation of 1,2-Methylenedioxy-3,10,11-trimethoxynoraporphine

This product is isolated and purified from the herbs of Cassytha filiformis

References on 1,2-Methylenedioxy-3,10,11-trimethoxynoraporphine

Synthesis and the interaction of 2-(1H-pyrazol-4-yl)-1H-imidazo[4,5-f][1,10]phenanthrolines with telomeric DNA as lung cancer inhibitors.[Pubmed: 28376371]


A novel series of 2-(1H-pyrazol-4-yl)-1H-imidazo[4,5-f][1,10]phenanthrolines were designed, synthesized and evaluated for their antitumor activity against lung adenocarcinoma by CCK-8 assay, electrophoretic mobility shift assay (EMSA), UV-melting study, wound healing assay and docking study. These compounds showed good inhibitory activities against lung adenocarcinoma. Especially compound 12c exhibited potential antiproliferative activity against A549 cell line with the half maximal inhibitory concentration (IC50) value of 1.48 μM, which was a more potent inhibitor than cisplatin (IC50 = 12.08 μM) and leading compound 2 (IC50 = 1.69 μM), and the maximum cell inhibitory rate being up to 98.40%. Moreover, further experiments demonstrated that compounds 12a-d can strongly interact with telomeric DNA to stabilize G-quadruplex DNA with increased ΔTm values from 12.44 to 20.54 °C at a ratio of DNA to compound 1:10. These results implied that growth inhibition of A549 cells mediated by these phenanthroline derivatives is possibly positively correlated to the fact their interaction with telomeric G-quadruplexs.

Tuning Electron-Transfer Properties in 5,10,15,20-Tetra(1'-hexanoylferrocenyl)porphyrins as Prospective Systems for Quantum Cellular Automata and Platforms for Four-Bit Information Storage.[Pubmed: 28375630]


Metal-free (1) and zinc (2) 5,10,15,20-tetra(1'-hexanoylferrocenyl)porphyrins were prepared using an acid-catalyzed tetramerization reaction between pyrrole and 1'-(1-hexanoyl)ferrocencarboxaldehyde. New organometallic compounds were characterized by combination of 1H, 13C, and variable-temperature NMR, UV-vis, magnetic circular dichroism, and high-resolution electrospray ionization mass spectrometry methods. The redox properties of 1 and 2 were probed by electrochemical (cyclic voltammetry and differential pulse voltammetry), spectroelectrochemical, and chemical oxidation approaches coupled with UV-vis-near-IR and Mössbauer spectroscopy. Electrochemical data recorded in the dichloromethane/TBA[B(C6F5)4] system (TBA[B(C6F5)4] is a weakly coordinating tetrabutylammonium tetrakis(pentafluorophenyl)borate electrolyte) are suggestive of "1e- + 1e- + 2e-" oxidation sequence for four ferrocene groups in 1 and 2, which followed by oxidation process centered at the porphyrin core. The separation between all ferrocene-centered oxidation electrochemical waves is very large (510-660 mV). The nature of mixed-valence [1]n+ and [2]n+ (n = 1 or 2) complexes was probed by the spectroelectrochemical and chemical oxidation methods. Analysis of the intervalence charge-transfer band in [1]+ and [2]+ is suggestive of the Class II (in Robin-Day classification) behavior of all mixed-valence species, which correlate well with Mössbauer data. Density functional theory-polarized continuum model (DFT-PCM) and time-dependent (TD) DFT-PCM methods were applied to correlate redox and optical properties of organometallic complexes 1 and 2 with their electronic structures.

High cytotoxicity of vanadium(IV) complexes with 1,10-phenanthroline and related ligands is due to decomposition in cell culture medium.[Pubmed: 28374136]


Cytotoxic effects of Metvan (cis-[VIVO(OSO3)(Me2phen)2], where Me2phen = 4,7-dimethyl-1,10-phenanthroline) and its analogues with 1,10-phenanthroline (phen) and 2,2'-bipyridine (bpy) ligands in cultured human lung cancer (A549) cells have been re-investigated in conjunction with reactivity of the V(IV) complexes in neutral aerated aqueous solutions and in cell culture medium. All the V(IV) complexes underwent rapid oxidation to the corresponding V(V) species (cis-[VV(O)2L2]+), followed by release of free ligands (shown by electrospray mass spectrometry). Decomposition of V(IV) complexes in cell culture medium within minutes at 310 K was confirmed by UV-Vis and EPR spectroscopies. High cytotoxicities (low μM or sub-μM IC50 range in 72 h assays) were observed for the phen and Me2phen complexes, but they were not different from that of the corresponding free ligands, which confirmed that the original V(IV) complexes played no significant role in the observed biological activities. The cytotoxicities of the ligands were most likely due to their complexation of redox-active essential metal ions, such as Cu(II) and Fe(II), in the medium, and their increased cellular uptake, leading to oxidative stress-related cell death. These results emphasize the need to assess the stability of metal-based drugs under the conditions of biological assays, particularly when biologically active ligands, such as 1,10-phenanthroline and its derivatives, are used. These ligands have high systemic toxicities in vivo and their release in the GI tract and blood makes the complexes unsuitable for use as anti-cancer drugs.

[Pubmed: 28364952]




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