Quinone hemiacetal formation from protocatechuic acid during the dpph radical scavenging reaction

Bioscience, Biotechnology and Biochemistry

Volumn 67, Issue 7, 2003, Pages 1578-1579

  Saito, Shizuka ^a   Okamoto, Yasuko ^a   Kawabata, Jun ^a   Kasai, Takanori ^a  

^a HOKKAIDO UNIVERSITY   (Japan)

Author keywords

DPPH radical; Protocatechuic acid; Quinone hemiacetal; Radical scavenging reaction

Indexed keywords

1,1 DIPHENYL 2 PICRYLHYDRAZYL; 2,2-DIPHENYL-1-PICRYLHYDRAZYL; FREE RADICAL; HYDROXYBENZOIC ACID DERIVATIVE; PICRIC ACID; PROTOCATECHUIC ACID; QUINONE DERIVATIVE; SCAVENGER;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; OXIDATION REDUCTION REACTION; SYNTHESIS;

FREE RADICAL SCAVENGERS; FREE RADICALS; HYDROXYBENZOIC ACIDS; MAGNETIC RESONANCE SPECTROSCOPY; MOLECULAR STRUCTURE; OXIDATION-REDUCTION; PICRATES; QUINONES;

EID: 2442486654     PISSN: 09168451     EISSN: 13476947     Source Type: Journal    
DOI: 10.1271/bbb.67.1578     Document Type: Article

References (5)

1. Kawabata, J., Okamoto, Y., Kodama, A., Makimoto, T., and Kasai, T., Oxidative dimers produced from protocatechuic and gallic esters in the DPPH radical scavenging reaction. J. Agric, Food Chem., 50, 5468-5471 (2002).
2. Kimura, T., Yamamoto, S., Ogawa, I., Miura, H., and Hasegawa, M., Antioxidant ability of chicolic acid and its analogous compounds. Nippon Kagaku Kaishi (in Japanese), 739-750 (1999), [C.A., 132, 222322 (2000)].
3. Liao, C.-C., Chu, C.-S., Lee, T.-H., Rao, P. D., Ko, S., Song, L.-D., and Shiao, H.-C., Generation, stability, dimerization, and Diels-Alder reactions of masked o-benzoquinones. Synthesis of substituted bicy-clo[2.2.2]octanones from 2-methoxyphenols. J. Org. Chem., 64, 4102-4110 (1999).
4. Okuda, T., Yoshida, T., and Hatano, T., Constituents of Geranium thunbergii Sieb. et Zucc. Part 12. Hydrated stereostructure and equilibration of ger-aniin. J. Chem. Soc. Perkin 1, 9-14 (1982).
5. Feldman, K. S., Quideau, S., and Appel, H. M., Galloyl-derived orthoquinones as reactive partners in nucleophilic additions and Diels-Alder dimerizations: a novel route to dehydrodigalloyl linker unit of agrimoniin-type ellagitannins. J. Org. Chem., 61, 6656-6665 (1996).