2079-52-9

Upstream product

• 89-84-9 2',4'-dihydroxy-4-acetophenone 
• 106-95-6 allyl bromide 

Downstream Products

• 1039071-49-2 (E)-1-(2,4-dihydroxyphenyl)-3-(4-hydroxy-3-methoxy-5-(3-methylbut-2-en-1-yl)phenyl)prop-2-en-1-one 
• 202815-28-9 (E)-1-(2,4-dihydroxyphenyl)-3-(4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl)prop-2-en-1-one 
• 1261240-29-2 (E)-1-(2,4-dihydroxyphenyl)-3-(4-hydroxy-2-methoxy-5-(2-methylbut-3-en-2-yl)phenyl)prop-2-en-1-one 
• 108132-06-5 1-(2,4-dihydroxyphenyl)-3-(3,4,5-trimethoxyphenyl)prop-2-en-1-one 
• 6962-62-5 3-benzo[1,3] dioxo-5-yl-1-(2,4-dihydroxyphenyl)-prop-2-en-1-one 
• 104236-80-8 2′,4′-dihydroxy-3,4-dimethoxychalcone 
• 81674-91-1 1-(2,4-dihydroxyphenyl)-3-(4-methoxyphenyl)-prop-2-en-1-one 
• 1776-30-3 2',4'-dihydroxychalcone 

Relevant academic research and scientific papers

Synthesis and pharmacological properties of naturally occurring prenylated and pyranochalcones as potent anti-inflammatory agents

An efficient approach has been developed for the synthesis of naturally occurring prenylated chalcones viz. kanzonol C (1), stipulin (2), crotaorixin (3), medicagenin (4), licoagrochalcone A (5) and abyssinone D (6) along with the pyranochalcones paratocarpin C (7), anthyllisone (8) and 3-O-methylabyssinone A (9). The key step of the synthesis is a Claisen-Schmidt condensation. Subsequently, their anti-inflammatory effects were investigated in lipopolysaccharides (LPSs)-induced RAW-264.7 macrophages. Of the synthesized chalcones, compounds 5 (IC50 = 10.41 μmol/L), 6 (IC50 = 9.65 μmol/L) and 8 (IC50 = 15.34 μmol/L) show remarkable activity with no cytotoxicity. Compound 9 (IC50 = 4.5 μmol/L) exhibits maximum (83.6%) nitric oxide (NO) inhibition, but shows slight cytotoxicity. The results reveal that the chalcones bearing the prenyl group at 3- and/or 5-position on ring A (acetophenone moiety), i.e., 1-4 and 7 show weak, or no inhibition activity, whereas chalcones having the prenyl group only on ring B (aldehyde part), i.e., 5, 6 and 8 show significant activity on the production of inflammatory mediated NO with no cytotoxicity.

Synthesis of butein analogues and their anti-proliferative activity against gefitinib-resistant non-small cell lung cancer (NSCLC) through Hsp90 inhibition

Non-small cell lung cancer (NSCLC) is the most common type of lung cancer representing 85% of lung cancer patients. Despite several EGFR-targeted drugs have been developed in the treatment of NSCLC, the clinical efficacy of these EGFR-targeted therapies i

Butein disrupts hsp90's molecular chaperoning function and exhibits anti-proliferative effects against drug-resistant cancer cells

Hsp90 shows great promise as a therapeutic target due to its potential to disable multiple signaling pathways simultaneously. In this study, we discovered that a natural product, butein moderately inhibited the growth of drug-resistant cancer cells (A2780cis and H1975), and brought about the degradation of oncogenic Hsp90 client proteins. The study demonstrated that butein would be a therapeutic lead to circumvent drug-resistance in cancer chemotherapy. The structure-based screening, synthesis, and biological evaluation of butein are described herein.

Thermal Claisen Rearrangement Studies on 4,6- and 2,4-Diacetylresorcinol Bisallyl Ethers: Observation of Loss or Sigmatropic Shift of Acetyl Groups

Thermal Claisen rearrangement of 4,6-diacetylresorcinol bisallyl ether (2) in N,N-dimethylaniline gave a mixture of readily characterised products.While no rearrangement occurred with lower boiling solvents (benzene and dioxane), higher boiling solvents (diphenyl ether and glycerol) gave rise to more complex rearrangement and a lowering of the yields of isolable products.Trifluoroacetic acid both at room temperature and 60 deg C effected either partial or total deallylation but no rearrangement.Product formation has been rationalised in terms of symmetry allowed sigmatropic allyl, acetyl or H shifts followed by allyl or acetyl group loss; the latter is a novel obsrevation.The acetyl group, most probably eliminated as a cation, effected both O-acylation and nuclear acylation of the substrates.Claisen rearrangement of the bromo and nitro derivatives of compound (2) in which the ortho and para positions are blocked, gave products arising from bromo and nitro group elimination.Rearrangement of 2,4-diavetylresorcinol bisallyl ether N,N-dimethylaniline occurred similarly.