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Antioxidant activity of polyphenolics in diets. Rate constants of reactions of chlorogenic acid and caffeic acid with reactive species of oxygen and nitrogen.
Biochim Biophys Acta. 1997 Jun 06; 1335(3):335-42.BB

Abstract

Phenolic non-flavonoid compounds in diets, such as chlorogenic acid and caffeic acid are widely recognized to be antioxidants. However, it is not known how these phenolics scavenge reactive species of oxygen and nitrogen. We determined the rate constants of the reactions between the phenolics with superoxide and hydroxyl radical with a pulse radiolysis. The second-order rate constants of the reactions of chlorogenic acid with superoxide and hydroxyl radical were 1.67 +/- 0.14 x 10(6) M(-1) s(-1) and 3.34 +/- 0.19 x 10(9) M(-1) s(-1), respectively, while those of caffeic acid with superoxide and hydroxyl radical were 0.96 +/- 0.01 x 10(6) M(-1) s(-1) and 3.24 +/- 0.12 x 10(9) M(-1) s(-1), respectively. By scavenging peroxy radical chlorogenic acid inhibited the initiation of chain lipid peroxidations by organic free radical. The second-order rate constant of the reaction of chlorogenic acid with peroxy radical was estimated to be 1.28 +/- 0.11 x 10(5) M(-1) s(-1). Chlorogenic acid was rapidly oxidized by peroxynitrite in concentration- and pH-dependent manners and its rate constant was determined to be 1.6 +/- 0.7 x 10(5) M(-1) s(-1), using competitive inhibitions by glutathione and methionine.

Authors+Show Affiliations

Department of Life Science and Biotechnology, Faculty of Life and Environmental Science, Shimane University, Matsue, Japan. ykono@life.shimane-u.ac.jpNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info available

Pub Type(s)

Journal Article

Language

eng

PubMed ID

9202196

Citation

Kono, Y, et al. "Antioxidant Activity of Polyphenolics in Diets. Rate Constants of Reactions of Chlorogenic Acid and Caffeic Acid With Reactive Species of Oxygen and Nitrogen." Biochimica Et Biophysica Acta, vol. 1335, no. 3, 1997, pp. 335-42.
Kono Y, Kobayashi K, Tagawa S, et al. Antioxidant activity of polyphenolics in diets. Rate constants of reactions of chlorogenic acid and caffeic acid with reactive species of oxygen and nitrogen. Biochim Biophys Acta. 1997;1335(3):335-42.
Kono, Y., Kobayashi, K., Tagawa, S., Adachi, K., Ueda, A., Sawa, Y., & Shibata, H. (1997). Antioxidant activity of polyphenolics in diets. Rate constants of reactions of chlorogenic acid and caffeic acid with reactive species of oxygen and nitrogen. Biochimica Et Biophysica Acta, 1335(3), 335-42.
Kono Y, et al. Antioxidant Activity of Polyphenolics in Diets. Rate Constants of Reactions of Chlorogenic Acid and Caffeic Acid With Reactive Species of Oxygen and Nitrogen. Biochim Biophys Acta. 1997 Jun 6;1335(3):335-42. PubMed PMID: 9202196.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Antioxidant activity of polyphenolics in diets. Rate constants of reactions of chlorogenic acid and caffeic acid with reactive species of oxygen and nitrogen. AU - Kono,Y, AU - Kobayashi,K, AU - Tagawa,S, AU - Adachi,K, AU - Ueda,A, AU - Sawa,Y, AU - Shibata,H, PY - 1997/6/6/pubmed PY - 1997/6/6/medline PY - 1997/6/6/entrez SP - 335 EP - 42 JF - Biochimica et biophysica acta JO - Biochim Biophys Acta VL - 1335 IS - 3 N2 - Phenolic non-flavonoid compounds in diets, such as chlorogenic acid and caffeic acid are widely recognized to be antioxidants. However, it is not known how these phenolics scavenge reactive species of oxygen and nitrogen. We determined the rate constants of the reactions between the phenolics with superoxide and hydroxyl radical with a pulse radiolysis. The second-order rate constants of the reactions of chlorogenic acid with superoxide and hydroxyl radical were 1.67 +/- 0.14 x 10(6) M(-1) s(-1) and 3.34 +/- 0.19 x 10(9) M(-1) s(-1), respectively, while those of caffeic acid with superoxide and hydroxyl radical were 0.96 +/- 0.01 x 10(6) M(-1) s(-1) and 3.24 +/- 0.12 x 10(9) M(-1) s(-1), respectively. By scavenging peroxy radical chlorogenic acid inhibited the initiation of chain lipid peroxidations by organic free radical. The second-order rate constant of the reaction of chlorogenic acid with peroxy radical was estimated to be 1.28 +/- 0.11 x 10(5) M(-1) s(-1). Chlorogenic acid was rapidly oxidized by peroxynitrite in concentration- and pH-dependent manners and its rate constant was determined to be 1.6 +/- 0.7 x 10(5) M(-1) s(-1), using competitive inhibitions by glutathione and methionine. SN - 0006-3002 UR - https://www.unboundmedicine.com/medline/citation/9202196/Antioxidant_activity_of_polyphenolics_in_diets__Rate_constants_of_reactions_of_chlorogenic_acid_and_caffeic_acid_with_reactive_species_of_oxygen_and_nitrogen_ L2 - https://linkinghub.elsevier.com/retrieve/pii/S0304-4165(96)00151-1 DB - PRIME DP - Unbound Medicine ER -