Enhanced radical-scavenging activity of a planar catechin analogue

Kiyoshi Fukuhara; Ikuo Nakanishi; Hisao Kansui; Etsuko Sugiyama; Mitsuhiro Kimura; Tomokazu Shimada; Shiro Urano; Kentaro Yamaguchi; Naoki Miyata

doi:10.1021/ja0178259

Enhanced radical-scavenging activity of a planar catechin analogue

J Am Chem Soc. 2002 May 29;124(21):5952-3. doi: 10.1021/ja0178259.

Authors

Kiyoshi Fukuhara¹, Ikuo Nakanishi, Hisao Kansui, Etsuko Sugiyama, Mitsuhiro Kimura, Tomokazu Shimada, Shiro Urano, Kentaro Yamaguchi, Naoki Miyata

Affiliation

¹ Division of Organic Chemistry, National Institute of Health Sciences, Setagaya-ku, Tokyo 158-8501, Japan. fukuhara@nihs.go.jp

PMID: 12022823
DOI: 10.1021/ja0178259

Abstract

A catechin analogue in which the geometry was constrained to be planar was synthesized. The planar catechin showed excellent radical-scavenging ability, comparable to that of quercetin, and efficient protection against DNA strand breakage induced by the Fenton reaction.

MeSH terms

Antioxidants / chemistry*
Antioxidants / pharmacology*
Catechin / analogs & derivatives*
Catechin / chemistry
Catechin / pharmacology*
Crystallography, X-Ray
DNA Damage
DNA, Superhelical / chemistry
DNA, Superhelical / drug effects
Free Radical Scavengers / chemistry*
Free Radical Scavengers / pharmacology*
Hydroxyl Radical / chemistry
Quercetin / chemistry
Quercetin / pharmacology
Structure-Activity Relationship

Substances

Antioxidants
DNA, Superhelical
Free Radical Scavengers
Hydroxyl Radical
Catechin
Quercetin