Antioxidant activities of phenols in different solvents using DPPH assay

Antioxidant activities of phenols in different solvents using DPPH assay Studies on the antioxidant activity of two model phenols containing either an electron withdrawing (p-nitrophenol) or electron donating (p-aminophenol) group and p-hydroxyacetophenone in different solvents are reported using the 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical assay by spectrophotometry and stopped-flow techniques. The second-order rate constants measured with p-nitrophenol were found to be (1.2–5.5) × 10−2 dm3 mol−1 s−1 but the DPPH radical reacts much faster with p-aminophenol (k = 0.5–1.1 × 104 dm3 mol−1 s−1). The normal kinetic solvent effect in H atom transfer was seen in the case of p-nitrophenol with the solvent independent rate constant k o = 0.1 dm3 mol−1 s−1. The IC50 values in p-nitrophenol are similar to those measured in p-hydroxyacetophenone. On the other hand, much lower IC50 values of more than four orders of magnitude with p-aminophenol were observed. This work demonstrates that the phenol with the electron donating –NH2 substituent is a better antioxidant. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Research on Chemical Intermediates Springer Journals

Antioxidant activities of phenols in different solvents using DPPH assay

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Publisher
Springer Journals
Copyright
Copyright © 2010 by Springer Science+Business Media B.V.
Subject
Chemistry; Inorganic Chemistry ; Physical Chemistry ; Catalysis
ISSN
0922-6168
eISSN
1568-5675
D.O.I.
10.1007/s11164-010-0220-8
Publisher site
See Article on Publisher Site

Abstract

Studies on the antioxidant activity of two model phenols containing either an electron withdrawing (p-nitrophenol) or electron donating (p-aminophenol) group and p-hydroxyacetophenone in different solvents are reported using the 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical assay by spectrophotometry and stopped-flow techniques. The second-order rate constants measured with p-nitrophenol were found to be (1.2–5.5) × 10−2 dm3 mol−1 s−1 but the DPPH radical reacts much faster with p-aminophenol (k = 0.5–1.1 × 104 dm3 mol−1 s−1). The normal kinetic solvent effect in H atom transfer was seen in the case of p-nitrophenol with the solvent independent rate constant k o = 0.1 dm3 mol−1 s−1. The IC50 values in p-nitrophenol are similar to those measured in p-hydroxyacetophenone. On the other hand, much lower IC50 values of more than four orders of magnitude with p-aminophenol were observed. This work demonstrates that the phenol with the electron donating –NH2 substituent is a better antioxidant.

Journal

Research on Chemical IntermediatesSpringer Journals

Published: Nov 25, 2010

References

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