Synthesis, characterization, biological activity and electrochemistry studies of iron(III) complex with curcumin‐oxime ligand

Abstract

Iron overload is a key target in drug development. This study aimed to investigate the coordination of Fe(III) ions with a curcumin-oxime ligand that may be used in the treatment of iron overload. The synthesis of the curcumin-oxime ligand and curcumin-oxime-Fe(III) complex were successfully made and characterized in its solid-state and solution-state using FT-IR, UV-Vis, elemental analysis, and 1 H-NMR. However, in this study, we investigated the apoptotic effects of the curcumin-oxime Fe (III) complex on SW480. SW480 cells were exposed to 99.2% medium for 48 hours. After 48 hours, the incubation period, cells were harvested by centrifugation and washed in phosphate-buffered saline (PBS) and lysed in radio-immunoprecipitation assay (RIPA) buffer for 20 minutes and supernatants were taken and pellets were discarded. ELISA test was used to examine the expression, and activity of cleaved caspase-3, Bax, and Bcl-2 proteins in SW480 cells. ELISA test results indicated that the activities of apoptotic proteins Bax, caspase 3 and Bcl-2 in human SW480 cell lines significantly increased in 48 hours treatment. Also, the activity of Bcl-2 was observed to decrease significantly. Catalase activities of the complex were investigated. The findings showed that the complex has a catalase activity. The findings suggest that this type of complex may constitute a new and interesting basis for the future search of new and more potent drugs. The SOD activity of the result showed that the complexes possessed a considerable SOD activity with an IC50 value of 7.685 µM. Also, when compared with the control, a complex increased the SOD levels (P < .05). Electrochemistry studies in the literature have shown that the Fe 3+ /Fe 2+ couple redox process occurs in low potential. This value is within the range of compounds that are expected to show superoxide dismutase activity. The I pc /I pa shows that one electron transport takes place in the complex. Our results suggest that curcumin-oxime may represent a new approach in the treatment of iron overload.

Effects of Curcumin on Iron Overload in Rats

“…Curcumin molecule has been reported to be the active site involved in the chelation of iron. It has chemical properties consistent with iron chelator activity [42][43][44]. This study aimed to investigate the effect of curcumin on iron overload in rats.…”

“…However, when iron is present in excess, iron-mediated oxidative stress occurs. In the presence of molecular oxygen generating oxygen-derived free radicals such as hydroxyl radicals, the highly reactive hydroxyl radicals attack the cell membrane, destroying DNA base sequences and sugar groups [11][12][13][14][15][16].…”

“…Therefore, there exists an urgent clinical need for new chelation agents for iron. Consequently, the successful design of a nontoxic, orally active, selective iron chelator has become a much sought-after goal [11][12][13][14][15][16][17][18][19][20].…”

Curcumin Electrochemistry—Antioxidant Activity Assessment, Voltammetric Behavior and Quantitative Determination, Applications as Electrode Modifier

“…Similar conclusions were drawn for the Fe 3+ -CU-oxime complex. The authors suggested that CU and CU-oxime may be used to treat iron overload [146].…”

Neuroprotective Effects of the Lithium Salt of a Novel JNK Inhibitor in an Animal Model of Cerebral Ischemia–Reperfusion

“…Since oximes, including derivatives of 11 H -indeno[1,2- b ]quinoxalin-11-ones and related tryptanthrin analogs, could form complexes with different metal ions, and the ion-chelating properties of ligands can alter to their biological activities [ 38 , 39 , 40 ], we hypothesized that other salts of IQ-1 may lead to a change in therapeutic potential of the resulting ion complexes. In particular, we evaluated lithium salts of IQ-1 because Li + is also a promising candidate for the treatment of ischemic stroke [ 41 , 42 , 43 , 44 , 45 , 46 , 47 , 48 , 49 ].…”