60402-30-4Relevant academic research and scientific papers
Rapid synthesis of flavone-based monoamine oxidase (MAO) inhibitors targeting two active sites using click chemistry
Jia, Wei Zhen,Cheng, Feng,Zhang, Yin Jun,Ge, Jin Yan,Yao, Shao Q.,Zhu, Qing
, p. 141 - 151 (2016/12/16)
A new library of flavone derivatives targeting two active sites of monoamine oxidases (“aromatic cage” and substrate cavity) were designed and synthesized using click chemistry (CuAAC reaction) between 6-N3-2-phenyl chromones (Az1–Az2) and a series of alkynes (k1–k20). Their inhibitory activities against MAO isoforms (MAO-A and MAO-B) are evaluated. Compounds with fluorine, amide bonds, or amino bonds have shown better inhibition. The most potent flavone MAO inhibitor studied is Az2k19 (1.6?μm for MAO-A, 2.1?μm for MAO-B), while Az1k15 and Az2k15 displayed better selectivity toward MAO-B (SI?>?10). Docking studies are in accordance with our hypothesis that these inhibitors are most likely located at both the substrate cavity and the “aromatic cage”. Our results show that it is considerable to develop new MAO inhibitors from C6 substitution of flavone derivatives and that these compounds are also potential for the treatment of diseases associated with MAOs.
Pd(OAc)2/S=PPh3 accelerated activation of gem-dichloroalkenes for the construction of 3-arylchromones
Liu, Jianming,Song, Weiwei,Yue, Yuanyuan,Liu, Ren,Yi, Hong,Zhuo, Kelei,Lei, Aiwen
supporting information, p. 17576 - 17579 (2015/12/08)
The Pd-catalyzed regioselective intramolecular nucleophilic substitution of gem-dichloroalkene derivatives with salicylaldehydes leading to the synthesis of 3-arylchromones has been developed. Pd(OAc)2/S=PPh3 could activate gem-dichloroalkenes and undergo nucleophilic substitution by salicylaldehydes with the aid of a base.
Investigation on the substitution effects of the flavonoids as potent anticancer agents: A structure-activity relationships study
Wang, Xiao-Bing,Yang, Lei,Kong, Ling-Yi,Liu, Wei,Guo, Qing-Long
, p. 1833 - 1849,17 (2020/07/30)
Three series of flavonoid analogues substituted with different aminomethyl substitutions at C-6, C-7, and C-8 were designed and synthesized for the structure-activity relationship studies as potent anticancer agents. The prepared analogues were evaluated for their in vitro inhibitory activity against the growth of the hepatic cancer cell lines HepG2 and SMMC-7721. Structure-activity relationships indicated that not only the compounds with amino methyl groups were more active than those without the groups in the same series but also the compounds substituted by aminomethyl groups at position C-8 were more active than those at positions C-6 and C-7.
Synthesis and biological activities of some flavones
Sawant,Gill,Nirwan
, p. 61 - 66 (2013/12/04)
Chalcones are synthesized by a base catalyzed Claisen Schmidt condensation reaction and then treated with dimethylsulphoxide in presence of iodine to get flavones. The synthesized compounds were evaluated for their antibacterial activity against Escherichia coilt P. aeruginosa, S. epidermidis and B. subtilis. All the flavones showed moderate to good activity. The structures of these compounds were confirmed by IR, UV, 1H NMR, Mass and elemental analysis.
Synthesis and biological activities of some flavones
Sawant,Gill,Nirwan
, p. 297 - 300 (2013/09/24)
Chalcones are synthesized by a base catalyzed Claisen Schmidt condensation reaction and then treated with dimethylsulphoxide in presence of iodine to get flavones. The synthesized compounds were evaluated for their antibacterial activity against Escherichia coli, P. aeruginosa, S. epidermidis and B. subtilis. All the flavones showed moderate to good activity. The structures of these compounds were confirmed by IR, UV, 1H NMR, Mass and elemental analysis.
A new synthesis of flavones and pyranoflavone by intramolecular photochemical Wittig reaction in water
Das, Jhantu,Ghosh, Somnath
, p. 7189 - 7194 (2012/01/05)
A new synthetic approach toward the synthesis of flavones and pyranoflavone has been developed by light induced intramolecular photochemical Wittig reaction in water onto aryloxycarbonyl groups and suitably substituted phosphonium bromides sans any phase transfer catalyst or promoter.
A facile synthesis of flavones catalysed by gallium(III) triflate
Jin, Can,He, Fei,Wu, Huayue,Chen, Jiuxi,Su, Weike
experimental part, p. 27 - 29 (2009/09/25)
Ga(OTf)3 was explored as a novel catalyst for the cyclisation of 1-(2-hydroxyphenyl)-3-aryl-1,3-propanediones in nitromethane to flavones with excellent yields.
Manganese(III) acetate mediated oxidation of flavanones: A facile synthesis of flavones
Singh, Om V.,Muthukrishnan,Raj, Gopan
, p. 2723 - 2728 (2007/10/03)
Oxidation of flavanones (1a-o) with manganese(III) acetate by heating in acetic acid in presence of perchloric acid afforded exclusively flavones (2a-o) by dehydrogenation in almost quantitative yields. Copyright Taylor & Francis, Inc.
Hypervalent iodine oxidation of flavanones: A new synthesis of methyl 2-aryl-2,3-dihydrobenzofuran-3-carboxylates by 1,2-aryl shift
Prakash,Tanwar
, p. 1168 - 1171 (2007/10/02)
Flavanones (1), on oxidation with (diacetoxyiodo)benzene-sulfuric acid (DIB-H2SO4) or (hydroxy(tosyloxy)iodo)benzene (HTIB) in trimethyl orthoformate, undergo facile ring contraction by 1,2-aryl shift, thereby yielding methyl 2-aryl-2,3-dihydrobenzofuran-3-carboxylates (4) as major products (40-80%). cis-3-Methoxyflavanones (5) and flavones (3) are the minor products formed in variable ratios.
