67047-05-6

Upstream product

• 491-67-8 5,6,7-trihydroxy-2-phenyl-4H-1-benzopyran-4-one 
• 108-24-7 acetic anhydride 
• 21967-41-9 baicalin 
• 93-97-0 benzoic acid anhydride 
• 119892-40-9 6-hydroxy-5,7-dimethoxyflavone 
• 6962-57-8 3,6-dihydroxy-2,4-dimethoxyacetophenone 
• 6959-90-6 1-(6-hydroxy-2,3,4-trimethoxy-phenyl)-3-phenyl-propane-1,3-dione 
• 973-67-1 5,6,7-trimethoxyflavone 

Downstream Products

• 67047-06-7 7-(benzyloxy)-4-oxo-2-phenyl-4H-1-benzopyran-5,6-diyl diacetate 
• 67047-07-8 5,6-diacetoxy-7-hydroxyflavone 
• 74304-67-9 5,6-Diacetoxy-7-hydroxyflavon-7-O-(2,3,4-tri-O-acetyl-β-D-glucopyranosiduronsaeure-methylester) 
• 74293-55-3 5,6-Diacetoxy-7-hydroxyflavon-7-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosid) 
• 57396-78-8 Oroxin A 
• 21967-41-9 baicalin 
• 1345982-11-7 5,6-diacetoxy-7-(pyridin-4-ylmethoxy)-flavone 
• 1345982-12-8 7-((4-fluorobenzyl)oxy)-5,6-dihydroxy-2-phenyl-4H-chromen-4-one 
• 944830-50-6 5,6-dihydroxy-7-(4'-methoxy-benzyloxy)-flavone 
• 1345982-13-9 5,6-dihydroxy-7-(pyridin-4-ylmethoxy)-flavone 
• 944830-44-8 5,6-bis(benzyloxy)-2-phenyl-7-(prop-2-en-1-yloxy)-4H-1-benzopyran-4-one 
• 199446-39-4 5,6-bis(benzyloxy)-7-hydroxy-2-phenyl-4H-1-benzopyran-4-one 
• 1345982-14-0 5,6-dibenzyloxy-7-(2-morpholin-4-yl-ethoxy)-flavone 
• 1345982-15-1 5,6-dibenzyloxy-7-(2-piperidin-1-yl-ethoxy)-flavone 

Relevant academic research and scientific papers

Concise synthesis and antidiabetic activity of natural flavonoid glycosides, oroxins C and D, isolated from the seeds of Oroxylum indium

The first concise synthesis of natural flavonoid glycosides, oroxins C (1) and D (2), which were isolated from the seeds of Oroxylum indicum, was efficiently achieved by a convergent strategy. The synthesized natural products 1 and 2 were evaluated for th

Synthetic method of oroxylin

The invention relates to a synthetic method of oroxylin. The method disclosed by the invention comprises the following steps: carrying out acetylation reaction on 5, 6, 7-trihydroxy flavone and aceticanhydride in pyridine at room temperature; reacting an obtained acetylate with benzyl bromide or benzyl chloride in the presence of an inorganic base, and carrying out hydrolysis reaction on a product in alkaline water; and reacting with methyl iodide in the presence of an inorganic base, and finally debenzylating in the presence of concentrated sulfuric acid to obtain the target product oroxylin. The method for synthesizing oroxylin provided by the invention has the advantages of simple and feasible operation, high product purity, high reaction yield and the like, and is easier for industrial production compared with the existing method.

Baicalein active probe and synthetic method and application thereof

The invention discloses a baicalein active probe, and provides a synthetic method and application of the baicalein active probe. The active probe uses baicalein as a reaction group, uses diethyleneimine as a photocrosslinking group, and uses alkynyl as a biologically orthogonal group. A structural formula is as follows: (Please see the specification for the formula). The baicalein active probe hasthe beneficial effects that (1) an anticancer mechanism based on a cell oxidative phosphorylation pathway is a novel anticancer mechanism, and is possible to achieve the effect of selectively killingcancer cells; (2) baicalein is the first discovered activator of the cell oxidative phosphorylation pathway; and (3) key proteins ATP4A(P20648), ATP5A1(P25705), ATP5F1(P24539), ATP5L(O75964), ATP6V1A(P38606), ATP6V1H(Q9UI12), ATP12A(P54707) and NDUFA13(Q9P0J0) in the cell oxidative phosphorylation pathway are targets for the development of novel anticancer drugs.

Synthesis of oroxylin A starting from naturally abundant baicalin

– A new approach to oroxylin A, a monomethylated trihydroxyflavone, is described. The starting material was baicalin, a representative naturally abundant flavonoid glucuronide. First, conditions for the cleavage of the glycosidic bond were established, using a mixture of water and conc. sulfuric acid (5:2) at 121 °C for 40 min. The hydrolysis was performed in a high-pressure steam sterilizer so that the temperature and reaction time were precisely controlled. Subsequent acetylation of the crude material furnished baicalein 6,7-diacetate on a preparative scale and in a reproducible manner. Next, the C-7 position was protected site-selectively with a methoxymethyl (MOM) group, taking advantage of an unexpected sequential migration of the two acetyl groups among the C-5, C-6, and C-7 positions under basic conditions. The removal of the two remaining acetyl groups followed by site-selective methylation of the C-6 position furnished 5-hydroxy-6-methoxy-7-methoxymethoxyflavone (oroxylin A C-7 MOM ether). Finally, by the deprotection of the MOM ether, oroxylin A was obtained in 6 total steps and 62% overall yield from baicalin.

2-substituted benzopyran-4-one compounds and application thereof

The invention relates to the technical field of medicine and discloses 2-substituted benzopyran-4-one compounds with a structure shown in general formula I and an application of the compounds in preparation of antifungal drugs and synergistic antifungal drugs. The compounds can be jointly used with azole antifungal drugs, can improve sensibility of drug-resistance bacteria to the azole drugs, reverses drug resistance and produces a synergistic antifungal function.

Design and discovery of flavonoid-based HIV-1 integrase inhibitors targeting both the active site and the interaction with LEDGF/p75

HIV integrase (IN) is an essential enzyme for the viral replication. Currently, three IN inhibitors have been approved for treating HIV-1 infection. All three drugs selectively inhibit the strand transfer reaction by chelating a divalent metal ion in the

Synthesis of ring A-modified baicalein derivatives

Baicalein, an important active constituent of the traditional Chinese herb Scutellaria baicalensis, exhibited antitumor activity and inhibitory activity against P-gp 170. The syntheses of 25 baicalein derivatives, 2-26 (Table), are described here (Scheme

Novel synthetic baicalein derivatives caused apoptosis and activated AMP-activated protein kinase in human tumor cells

Studies on the anti-proliferative activities of novel baicalein derivatives demonstrated that compounds 8 and 9 were able to activate AMPK by enhancing the levels of phosphorylated AMPKα, and showed more potent anti-proliferative effects than baicalein an

COMPOUNDS AND METHODS TO INCREASE ANTI-P-GLYCOPROTEIN ACTIVITY OF BAICALEIN BY ALKYLATION ON THE A RING

The present invention is directed to analogs of baicalein according to formula (I): where R5 is H, (CI-C12)alkyl, (C2-C13)acyl, or an optionally substituted phenyl or benzyl group, an acyl group, a C1-C20 alkyl or ether group, a phosphate, diphosphate, triphosphate or phosphodiester group; R6 and R7 are each independently H, (C1-C12)alkyl, (C2-C13)acyl, or an optionally substituted phenyl or benzyl or together form a -OCR1R20- group wherein each of R1 and R2 is independently H, a C1-C3 alkyl group or an optionally substituted phenyl or benzyl group; and R8 is H, OH, an O-acyl group, a C1,-C4 alkyl or alkoxy group, F, Cl, Br or I, or a pharmaceutically acceptable salt thereof, which exhibit anti-P-glycoprotein activity and methods of enhancing the bioavailability of active compounds, especially orally administered compounds, by inhibition of P-glycoprotein 170 (P-gp 170) and/or CYP450 enzyme, especially CYP450 3A4 enzyme. Pharmaceutical compositions based upon these novel derivatives according to the present invention are also described herein.

Increased anti-P-glycoprotein activity of baicalein by alkylation on the A ring

The aqueous extract of Scutellariae baicalensis Georgi has inhibitory activity against P-gp 170, a multiple drug resistant gene product. Baicalein, one of the major flavones, was found to be responsible for this activity. The hydroxyl groups of the A ring