911292-32-5Relevant academic research and scientific papers
Kinetics of curcumin oxidation by 2,2-diphenyl-1-picrylhydrazyl (DPPH): An interesting case of separated coupled proton-electron transfer
Foti, Mario C.,Slavova-Kazakova, Adriana,Rocco, Concetta,Kancheva, Vessela D.
, p. 8331 - 8337 (2016)
The decay of dpph in absolute ethanol at 25 °C and in the presence of curcumin (1), 4-methylcurcumin (3), 4,4-dimethylcurcumin (4) or curcumin 4′-methyl ether (5) follows bi-exponential kinetics. These unusual reaction kinetics are compatible with a two-step process in which an intermediate accumulates in a reversible first step followed by an irreversible process. As in other similar cases (Foti et al., Org. Lett., 2011, 13, 4826-4829), we have hypothesised that the intermediate is a π-stacked complex, formed between one curcumin anion (in the case of 1, 3 and 5 the enolate anion) and the picryl moiety of dpph, in which an intra-complex electron transfer from the (enolate) anion takes place. By comparing the kinetics of curcumin 4′,4′′-dimethyl ether (2) (no phenolic OH), (5) (one phenolic OH) and (1) (two phenolic OHs), we have deduced that the electron transfer process must be accompanied by a simultaneous proton transfer from the phenolic OHs to the bulk solvent (separated coupled proton-electron transfer). The rate constants kα for the forward reaction of 2, 5 and 1 with dpph are in fact ~0, 7.5 × 103 and 1.8 × 104 M-1 s-1, respectively, in a clear dependence on the number of phenolic OHs.
Method for restraining proliferation of tumor cells through cooperation of 4,4-dimethyl curcumin with ultrasonic
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Paragraph 0022; 0025; 0026, (2019/08/01)
The invention relates to a method for restraining proliferation of tumor cells through cooperation of 4,4-dimethyl curcumin with ultrasonic, and belongs to the technical field of medicine. The proliferation of the tumor cells is restrained through coopera
Curcumin analogues and preparation and application thereof
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Paragraph 0127; 0128, (2016/10/07)
The invention belongs to the field of medical technology and relates to preparation and application of a series of curcumin analogues. The curcumin analogues have structures as shown in the formula I, formula II and formula III, wherein R, R1 and R2 are a
Synthesis and antiproliferative effect of novel curcumin analogues
Liu, Bingmi,Xia, Mingyu,Ji, Xiaoling,Xu, Liying,Dong, Jinhua
, p. 757 - 763 (2013/07/26)
Novel curcumin analogues with α,β-unsaturated ketone moiety and/or α,β-saturated ketone structure were synthesized from curcumin via alkylation at the central carbon and the phenolic hydroxy groups, and hydrogenation of α,β-unsaturated ketone moiety. The antiproliferative activities were tested in five human solid tumor cell lines in vitro. Most of the compounds exhibited increased antiproliferative activities comparing with that of curcumin. Structure-activity relationship (SAR) analysis revealed that the α,β-unsaturated ketone structure was not required for antiproliferative activity of these curcumin analogues. Among these compounds, 1,7-bis(3-methoxy-4-(3-(4-methylpiperazinyl-1-yl)propoxy)phenyl)-4, 4-dibenzylheptane-3,5-dione (16f) was the most effective one with IC 50 value below 1μM, which was 9- to 81-fold more potent than curcumin.
