Chemical Studies on Antioxidant Mechanism of Curcuminoid:  Analysis of Radical Reaction Products from Curcumin

Abstract

In the course of studies on the antioxidant mechanism of curcumin, its radical reaction was investigated. Curcumin was reacted with radical species, which were generated from the pyrolysis of 2, 2'-azobis(isobutyronitrile) under an oxygen atmosphere, and the reaction products from curcumin were followed by HPLC. The reaction at 70 degrees C gave several products, three of which were structurally identified to be vanillin, ferulic acid, and a dimer of curcumin after their isolation. The dimer was a newly identified compound bearing a dihydrofuran moiety, and its chemical structure was elucidated using spectroscopic analyses, especially 2D NMR techniques. A mechanism for the dimer production is proposed and its relation to curcumin's antioxidant activity discussed. The time course and gel permeation chromatography studies of the reaction were also investigated, and the results indicate that the dimer is a radical-terminated product in the initial stage.

Stabilization of Emulsion and Butter like Products Containing Essential Fatty Acids Using Kalonji Seeds Extract and Curcuminoids

“…In alkaline conditions, they rapidly decompose to ferulic acid and feruloylmethane 26 that further undergo hydrolysis to form vanillin and acetone. Masuda et al 27 also supported autoxidation of curcuminoids. In neutral and acidic solutions from pH 3 to 7 , the keto form predominates that acts as H-atom donor.…”

Synthesis, Characterization, Antimicrobial and Anticancer Activities of 14-Membered Macrocyclic Schiff Base Metal Complexes

“…A search through literature reveals that more have been posted on the studies of Schiff bases [18][19][20]. But, there is no research articles accounted on the synthesis of macrocyclic Schiff base first row transition metal complexes using benzalidene-curcuminyl-4-iminoantipyrine with 2,6-diaminopyridine [21][22][23][24][25]. Hence, the synthesis, characterization, bioloSynthesis, Characterization, Antimicrobial and Anticancer Activities of 14-Membered Macrocyclic Schiff Base Metal Complexes gical and cytotoxic activities of fully conjugated 14-membered macrocyclic pentaza transition metal Schiff base complexes derived by the condensation between benzalidene-curcuminyl-4-iminoantipyrine and 2,6-diaminopyridine is reported.…”

Curcumin inhibits LPS-induced inflammation in rat vascular smooth muscle cells in vitro via ROS-relative TLR4-MAPK/NF-κB pathways

“…Cur has diverse pharmacological effects, such as anti-inflammatory, anti-carcinogenic, and anti-oxidative effects, and it also provides cardiovascular protection. Cur harbors these benefits because it regulates certain molecular targets, including proinflammatory cytokines, growth factors, factors involved in proliferation and apoptosis, adhesion molecules, and transcription factors, associated with many different cell types [6][7][8][9] . In vascular cells specifically, Cur has been found to inhibit oxidized low-density lipoprotein (ox-LDL)-induced overexpression of pro-inflammatory cytokines in VSMCs [4] .…”