28656-32-8

Upstream product

• 574-19-6 1-(2-hydroxy-1-naphthyl)ethan-1-one 
• 123-11-5 4-methoxy-benzaldehyde 

Downstream Products

• 28656-21-5 3-(4-methoxyphenyl)-2,3-dihydro-1H-benzo[f]chromen-1-one 
• 166761-76-8 3-(2-hydroxy-1-naphthyl)-5-(4-methoxy-phenyl)-2-isoxazoline 
• 1413433-52-9 (-)-3-(4-methoxyphenyl)-2,3-dihydrobenzo[f]chromen-1-one 
• 1413433-53-0 C₂₀H₁₆O₃ 
• 98166-72-4 4'-Hydroxy-beta-naphthoflavone 
• 152367-54-9 1-(5-(4-methoxyphenyl)-4,5-dihydro-1H-pyrazol-3-yl)naphthalen-2-ol 
• 320576-67-8 2-methoxy-3-(4-methoxyphenyl)-1H-benzo[f]chromen-1-one 
• 1456866-21-9 2-hydroxy-3-(4-methoxyphenyl)-1H-benzo[f]chromen-1-one 
• 125240-02-0 UCCF 040 
• 152598-56-6 Co(OC₁₀H₆C₃H₄N₂C₆H₄OCH₃)2(C₅H₅N)2 
• 152579-18-5 Ni(OC₁₀H₆C₃H₄N₂C₆H₄OCH₃)2(C₅H₅N)2 
• 1192824-29-5 RuCl(CO)(P(C₆H₅)3)2OC₁₀H₆COCHCHC₆H₄OCH₃ 
• 152579-12-9 Cu(OC₁₀H₆C₃H₄N₂C₆H₄OCH₃)2 
• 152598-58-8 Zn(OC₁₀H₆C₃H₄N₂C₆H₄OCH₃)2 

Relevant academic research and scientific papers

Fungal metabolism of naphthoflavones

Naphthoflavones (benzoflavones) are synthetic flavonoids commonly used in drug metabolism studies as selective activators or inhibitors of cytochrome P-450 enzymes. Nowadays they are also used as a component of food supplements for body builders. There is

A novel benzochalcones and composition for anticancer comprising the same

The present invention refers to same derivatives and including novel benzo knife cone is directed to anticancer composition.

Enantioselective biomimetic cyclization of 2′-hydroxychalcones to flavanones

A new family of organocatalysts based on aminoquinoline and pyrrolidine have been developed and shown to catalyze the direct and highly enantioselective cyclization of 2′-hydroxychalcones in imitation of the natural process of chalcone cyclization. The straightforward synthetic process occurs under mild reaction conditions, tolerates moisture and air, and gives an enantiomeric excess up to 99%. This approach provides a facile and efficient access to chiral flavanones.

Synthesis and biological evaluation of flavones and benzoflavones as inhibitors of BCRP/ABCG2

Multidrug resistance (MDR) often leads to a failure of cancer chemotherapy. Breast Cancer Resistance Protein (BCRP/ABCG2), a member of the superfamily of ATP binding cassette proteins has been found to confer MDR in cancer cells by transporting molecules with amphiphilic character out of the cells using energy from ATP hydrolysis. Inhibiting BCRP can be a solution to overcome MDR.We synthesized a series of flavones, 7,8-benzofl avones and 5,6-benzo flavones with varying substituents at positions 3, 3′ and 4′ of the (benzo)fl avone structure. All synthesized compounds were tested for BCRP inhibition in Hoechst 33342 and pheophorbide A accumulation assays using MDCK cells expressing BCRP. All the compounds were further screened for their P-glycoprotein (P-gp) and Multidrug resistance-associated protein 1 (MRP1) inhibitory activity by calcein AM accumulation assay to check the selectivity towards BCRP. In addition most active compounds were investigated for their cytotoxicity. It was observed that in most cases 7,8-benzoflavones are more potent in comparison to the 5,6-benzoflavones. In general it was found that presence of a 3-OCH3 substituent leads to increase in activity in comparison to presence of OH or no substitution at position 3. Also, it was found that presence of 3′,4′-OCH3 on phenyl ring lead to increase in activity as compared to other substituents. Compound 24, a 7,8-benzoflavone derivative was found to be most potent being 50 times selective for BCRP and showing very low cytotoxicity at higher concentrations.

Complete assignments of 1H and 13C NMR data for 21 naphthalenyl-phenyl-pyrazoline derivatives

To find potent new chemotherapy drugs, we designed and synthesized a series of naphthochalcones bearing naphthalenyl-phenyl-pyrazoline moieties. The complete 1H and 13C NMR data for these compounds are reported here and can be used t

Investigation of chalcones and benzochalcones as inhibitors of breast cancer resistance protein

Breast cancer resistance protein (BCRP/ABCG2) belongs to the ATP binding cassette family of transport proteins. BCRP has been found to confer multidrug resistance in cancer cells. A strategy to overcome resistance due to BCRP overexpression is the investigation of potent and specific BCRP inhibitors. The aim of the current study was to investigate different multi-substituted chalcones for their BCRP inhibition. We synthesized chalcones and benzochalcones with different substituents (viz. OH, OCH3, Cl) on ring A and B of the chalcone structure. All synthesized compounds were tested by Hoechst 33342 accumulation assay to determine inhibitory activity in MCF-7 MX and MDCK cells expressing BCRP. The compounds were also screened for their P-glycoprotein (P-gp) and Multidrug resistance-associated protein 1 (MRP1) inhibitory activity in the calcein AM accumulation assay and were found to be selective towards inhibition of BCRP. Substituents at position 2′ and 4′ on chalcone ring A were found to be essential for activity; additionally there was a great influence of substituents on ring B. Presence of 3,4-dimethoxy substitution on ring B was found to be optimal, while presence of 2- and 4-chloro substitution also showed a positive effect on BCRP inhibition.

Asymmetric ion-pairing catalysis of the reversible cyclization of 2'-hydroxychalcone to flavanone: Asymmetric catalysis of an equilibrating reaction

The asymmetric catalytic cyclization of the simple 2'-hydroxychalcone (1) to flavanone (2), a model for the chalcone isomerase reaction, has been realized as a catalytic asymmetric ion-pairing process with chiral quaternary ammonium salts (e.g., 9-anthracenylmethlycinchoninium chloride; 9-Am-CN-Cl) and NaH as small-molecule co-catalyst. In toluene/CHCl3 solution, the process reaches an intrinsic enantioselectivity of up to S = 14.4 (er = 93.5:6.5). The reversible reaction proceeds in two steps: A fast initial reaction approaches a quasi-equilibrium with KR/S = 4.5, followed by a second, slow racemization phase approaching Krac = 9. A simple mechanistic model featuring a living ion-pairing catalysis with full reversibility is proposed. Deuterium transfer from co-solvent CDCl3 to product 2 and isolation of a Michael conjugate formed from 2 and 1 demonstrate the intermediacy of flavanone enolate ion pairs. A kinetic model shows good agreement with the experimentally observed, peculiar, time-dependent evolution of the species concentrations and the enantiomeric excess of 2. The reaction is a chemical model of the chalcone isomerase enzymatic reaction. Furthermore, it is an ideal model for studying the characteristic behavior of reversible asymmetric catalyses close to their equilibria.

Ruthenium(II) chalconate complexes: Synthesis, characterization, catalytic, and biological studies

A series of new hexa-coordinated ruthenium(II) carbonyl complexes of the type [RuCl(CO)(EPh3)(B)(L)] (E = P or As; B = PPh3, AsPh3 or Py; L = 2′-hydroxychalcones) have been prepared by reacting [RuHCl(CO)(EPh3)2(B)] (E = P or As; B = PPh3, AsPh3 or Py) with 2′-hydroxychalcones in benzene under reflux. The new complexes have been characterized by analytical and spectral (IR, electronic, 1H, 31P and 13C NMR) data. Based on the above data, an octahedral structure has been assigned for all the complexes. The new complexes exhibit catalytic activity for the oxidation of primary and secondary alcohols into their corresponding aldehydes and ketones in the presence of N-methylmorpholine-N-oxide (NMO) as co-oxidant and also found efficient catalyst in the transfer hydrogenation of ketones. The antifungal properties of the complexes have also been examined and compared with standard Bavistin.

Synthesis and antidepressant activity of some 1,3,5-triphenyl-2-pyrazolines and 3-(2″-hydroxy naphthalen-1″-yl)-1,5-diphenyl-2-pyrazolines

Five new 1,3,5-triphenyl-2-pyrazolines were synthesised by reacting 1,3-diphenyl-2-propene-1-one with phenyl hydrazine hydrochloride and another five new 3-(2″-hydroxy naphthalen-1″-yl)-1,5-diphenyl-2-pyrazolines were synthesised by reacting 1-(2′-hydroxy

REACTION OF 2'-HYDROXY-5',6'-BENZOCHALCONE DERIVATIVES WITH BORON TRIFLUORIDE-ETHER COMPLEX

By reaction of substituted 2'-hydroxy-5',6'-benzochalcone with BF3-ether complex BF2-containing chelates with substituents in the benzene ring of the cinnamoyl group were synthesized.IR and UV spectral data for the compounds prepared are presented and analyzed.