4143-63-9Relevant articles and documents
Aminoalkyl-substituted flavonoids: synthesis, cholinesterase inhibition, β-amyloid aggregation, and neuroprotective study
Faraji, Laleh,Nadri, Hamid,Moradi, Alireza,Bukhari, Syed Nasir Abbas,Pakseresht, Bahar,Moghadam, Farshad Homayouni,Moghimi, Setareh,Abdollahi, Mohammad,Khoobi, Mehdi,Foroumadi, Alireza
, p. 974 - 983 (2019)
In this manuscript, 17 aminoalkyl-substituted flavonoid derivatives were synthesized and their anticholinesterase, anti-beta-amyloid (Aβ) aggregation and neuroprotective activities were evaluated. The synthesized compounds were prepared through four-step reaction, started from the reaction between 2-hydroxyacetophenone and 4-methoxy benzaldehyde. Among the final compounds, 6j displayed the best anti-butyrylcholinesterase activity (IC50 = 0.335 μM). Moreover, compound 6i significantly protected PC12 neurons against H2O2-induced cell death. This compound could also inhibit acetylcholinesterase and self-induced Aβ peptide aggregation by 51.3% and 49.2%, respectively. The results indicated that compound 6i could be considered as a lead compound towards the discovery of disease-modifying drugs for Alzheimer’s disease (AD) therapy.
Silica gel supported InBr3 and InCl3: New catalysts for the facile and rapid oxidation of 2′-hydroxychalcones and flavanones to their corresponding flavones under solvent free conditions
Ahmed, Naseem,Ali, Hasrat,Van Lier, Johan E.
, p. 253 - 256 (2005)
Silica gel supported InBr3 or InCl3 (15-20 mol %) were explored as a new solid-support catalysts for the facile and efficient oxidation, under solvent free conditions, of 2′-hydroxychalcones and flavanones to yield the corresponding flavones in >80% yield. The catalysts are easily prepared, stable, and efficient under mild reaction conditions.
Preference for O-demethylation reactions in the oxidation of 2′-, 3′-, and 4′-methoxyflavones by human cytochrome P450 enzymes
Nagayoshi, Haruna,Murayama, Norie,Tsujino, Masaki,Takenaka, Shigeo,Katahira, Jun,Kim, Vitchan,Kim, Donghak,Komori, Masayuki,Yamazaki, Hiroshi,Guengerich, F. Peter,Shimada, Tsutomu
, p. 1158 - 1169 (2020/05/11)
2′-, 3′-, and 4′-Methoxyflavones (MeFs) were incubated with nine forms of recombinant human cytochrome P450 (P450 or CYP) enzymes in the presence of an NADPH-generating system and the products formed were analyzed with LC-MS/MS methods. CYP1B1.1 and 1B1.3
Microwave-assisted synthesis of novel bis-flavone dimers as new anticancer agents
McGown, Andrew,Ragazzon-Smith, Abby,Hadfield, John A.,Potgetier, Herman,Ragazzon, Patricia A.
supporting information, p. 66 - 75 (2019/05/04)
In this study, we describe a microwave-based click chemistry method used to prepare a family of novel bis-flavone dimers. The substituted 7-hydroxy and 4’-hydroxy flavonoids were linked through a triazole ring. The compounds were easily synthesized and purified in high yields. The bis-flavonoids were tested on different cell lines including HCT116, HepG2, MCF7 and MOLT-4. Several analogues showed to have anticancer activity with IC50 values in the range of 20-60 μM. Flavonoids are known for their anticancer properties and this method provides the basis for new medicinal structures.
