Effects of the Interaction of Tannins with Co-existing Substances. VI. Effects of Tannins and Related Polyphenols on Superoxide Anion Radical, and on l,l-Diphenyl-2-picrylhydrazyl Radical

Tsutomu Hatano, Rei Edamatsu, Takuo Okuda, Midori Hiramatsu, Akitane Mori, Yuzaburo Fujita, Taeko Yasuhara, T. Takashi

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695 Citations (Scopus)

Abstract

The scavenging effects of twenty-five tannins including low-molecular polyphenols on the superoxide anion radical (CV) generated in the hypoxanthine-xanthine oxidase system were estimated by electron spin resonance (ESR) measurements of the adducts formed by 5,5-dimethyl-l-pyrroline-A^-oxide (DMPO) and the radical. The scavenging effects of tannins and related polyphenols having orf/ro-trihydroxyl (pyrogallol) structure [galloyl, hexahydroxydiphenoyl (HHDP) groups in hydrolyzable tannins, galloyl group in acylated proanthocyanidins, and the B-ring of some flavan-3-ols] were stronger than the effects of unacylated proanthocyanidins. The effects of tannins and related polyphenols on the superoxide anion radical were also compared with those on the l,l-diphenyl-2-picrylhydrazyI (DPPH) radical. Each tannin in an ethanol solution of DPPH radical reduced the intensity of the signal of the DPPH radical, and gave a weak signal assignable to a radical derived from that tannin, in a similar way to the appearance of the signal of <//-a-tocopherol radical, accompanied with reduction of the signal of DPPH radical, in a mixture of dl-a-tocopherol and the DPPH radical. In contrast to the case of the superoxide anion radical, the effects of unacylated proanthocyanidins on DPPH radical were comparable with those of the other types of tannins. The scavenging effects of all of the tannins and related polyphenols tested in the experiments on DPPH radical were stronger than that of dl-a-tocopherol.

Original languageEnglish
Pages (from-to)2016-2021
Number of pages6
JournalChemical and Pharmaceutical Bulletin
Volume37
Issue number8
DOIs
Publication statusPublished - 1989

Keywords

  • anion xanthine oxidase l
  • l-diphenyl-2-picrylhydrazyl radical a-tocopherol tannin hydrolyzable tannin condensed tannin proanthocyanidin polyphenol radical scavenger superoxide

ASJC Scopus subject areas

  • Chemistry(all)
  • Drug Discovery

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