Oxidation reactions of 1,3-diphenylpropane-1,3-dione |
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Authors: | Medha Rele B S Patro S Adhikari G P Kalena S Chattopadhyay and T Mukherjee |
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Institution: | (1) Radiation Chemistry and Chemical Dynamics Division, Bhabha Atomic Research Centre, 400 085 Mumbai, India;(2) Bio-Organic Division, Bhabha Atomic Research Centre, 400 085 Mumbai, India |
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Abstract: | The free radical scavenging properties and possible antioxidant activity of 1,3-diphenylpropane-1,3-dione (1) are reported.
Pulse radiolysis technique was employed to study the one-electron oxidation of 1 with various radicals viz. CCl3O2
•, N3
• and•OH in homogeneous aqueous solution. All these radicals reacted with 1 under ambient conditions at almost diffusion controlled
rates producing transient species with an absorption maximum around 420 nm that decayed at first order rates. The transient
absorption peak was shifted in the case of CCl3OO• radical reaction with 1 due to change in the polarity of the medium. Formation of a stable product with a broad absorption
band starting from 400 nm and cut off at 230 nm was observed in the oxidation of 1 with•OH and•N3 radicals. In a biological system also, 1 showed significant inhibitory activity against Fe2+-mediatedlipidperoxidation. Based on these observations, a suitable mechanism for the oxidation of 1 has been proposed. |
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Keywords: | β -Diketone pulse radiolysis oxidation lipid peroxidation |
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