520-34-3 Usage
Chemical Properties
Yellow Powder
Uses
Different sources of media describe the Uses of 520-34-3 differently. You can refer to the following data:
1. Diosmetin (Diosmin EP Impurity F) is a metabolite of Apigenin. Antibacterial.
2. A metabolite of Apigenin. Antibacterial
Definition
ChEBI: A monomethoxyflavone that is the 4'-methyl ether derivative of luteolin.
Flammability and Explosibility
Notclassified
Biological Activity
diosmetin (dio) is an agonist of the aryl hydrocarbon receptor (ahr). it potently inhibited the enzyme activity of cytochrome p450 1a1 (cyp1a1) in a dose-dependent manner with an ic50 value of approximately 30 nm, in microsomes from mcf-7 cells [1].ahr belongs to the per, arnt, sim/basic-helix-loop-helix superfamily of ligand-activated transcription factors. ahr mediates the toxic effects of polycyclic aromatic hydrocarbons, 2,3,7,8-tetrachlorodibenzo-p-dioxin (tcdd) and polychlorinated biphenyls. these chemicals all bind to ahr, and result in the activation of a battery of genes, including the cytochromes p450 cyp1a1, cyp1a2, and cyp1b1 [2].in mcf-7 cells, at 24 h after the incubation of diosmetin, cyp1a1 mrna was increased in a dose-dependent manner. in mcf-7 cells, diosmetin at 2.5 μm modestly increased cyp1a1 enzyme activity, with an activity increase in cells, while diosmetin at 5 μm did not increase the enzyme activity compared to controls in cells. compared with controls, diosmetin dose-dependently increased the capacity of nuclear extracts to bind an oligonucleotide containing the ahr-binding sequence of cyp1a1 [1].in the presence of cyp1a inhibitor, the concentration of diosmetin ranged from 25 μm at 0 h to 22 μm. in the absence of cyp1a inhibitor, the concentration of diosmetin ranged from 25 μm at 0 h to 15 μm [3].no in vivo result from the administration of diosmetin had been found.
references
[1]. ciolino hp, wang tt and yeh gc. diosmin and diosmetin are agonists of the aryl hydrocarbon receptor that differentially affect cytochrome p450 1a1 activity. cancer res, 1998, 58(13):2754-60.[2]. gonzalez fj and fernandez-salguero p. the aryl hydrocarbon rreceptor studies using the ahr-null mice. drug metabolism and disposition, 1998, 26(12): 1194-1198.[3]. androutsopoulos vp and spandidos da. the flavonoids diosmetin and luteolin exert synergistic cytostatic effects in human hepatoma hepg2 cells via cyp1a-catalyzed metabolism, activation of jnk and erk and p53/p21 up-regulation. j nutr biochem, 2013, 24(2):496-504.
Check Digit Verification of cas no
The CAS Registry Mumber 520-34-3 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,2 and 0 respectively; the second part has 2 digits, 3 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 520-34:
(5*5)+(4*2)+(3*0)+(2*3)+(1*4)=43
43 % 10 = 3
So 520-34-3 is a valid CAS Registry Number.
InChI:InChI=1/C16H12O6/c1-21-13-3-2-8(4-10(13)18)14-7-12(20)16-11(19)5-9(17)6-15(16)22-14/h2-7,17-19H,1H3
520-34-3Relevant articles and documents
New Compounds from Flowers of Phlojodicarpus sibiricus
Olennikov,Chirikova
, (2020)
Chromatographic separation of the MeOH extract from flowers of Phlojodicarpus sibiricus (Fisch.) Koso.-Pol. (Apiaceae) isolated 27 compounds including three new glycosides, the structures of which were established by UV, IR, and NMR spectroscopy and mass
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Dement,Mabry
, p. 1089,1093 (1972)
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Continuous flow microchannel synthesis process of flavonoid compounds
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Paragraph 0050-0060, (2021/06/22)
The invention provides a continuous flow microchannel synthesis process of flavonoid compounds. According to the process, hesperidin and iodine elementary substance are used as raw materials and react in a continuous flow microchannel reactor in the presence of a reaction solvent to synthesize the flavonoid compound as shown in a formula A. Compared with a traditional kettle-type preparation process, the process disclosed by the invention has the advantages that the preparation time is obviously shortened, and the conversion rate of raw materials and the yield of products are obviously improved; and especially, when the diosmin is prepared under optimal process conditions of continuous flow microchannel synthesis, the conversion rate of the raw material hesperidin is as high as 96.48%, and the yield of the product diosmin is as high as 81.96%. The continuous flow micro-channel synthesis process provided by the invention is beneficial to realizing safe, efficient and rapid industrial production of flavonoid compounds, and has a wide application prospect.
Synthesis, in Silico and in vitro evaluation of some flavone derivatives for Acetylcholinesterase and BACE-1 inhibitory activity
Le, Minh-Tri,Mai, Thanh-Tan,Nguyen, Ngoc-Le,Thai, Khac-Minh,Tran, Thai-Son,Tran, Thanh-Dao,Tran, The-Huan
, (2020/09/18)
Acetylcholinesterase (AChE) and β-secretase (BACE-1) have become attractive therapeutic targets for Alzheimer’s disease (AD). Flavones are flavonoid derivatives with various bioactive effects, including AChE and BACE-1 inhibition. In the present work, a series of 14 flavone derivatives was synthesized in relatively high yields (35–85%). Six of the synthetic flavones (B4, B5, B6, B8, D6 and D7) had completely new structures. The AChE and BACE-1 inhibitory activities were tested, giving pIC50 3.47–4.59 (AChE) and 4.15–5.80 (BACE-1). Three compounds (B3, D5 and D6) exhibited the highest biological effects on both AChE and BACE-1. A molecular docking investigation was conducted to explain the experimental results. These molecules could be employed for further studies to discover new structures with dual action on both AChE and BACE-1 that could serve as novel therapies for AD.
