Synthesis, radical scavenging activity and structure-activity relationship of uric acid analogs

被引：15

作者：

Yasuda, Daisuke ^{[1
]}

Takahashi, Kyoko ^{[1
]}

Kakinoki, Tomohiro ^{[1
]}

Tanaka, Yoko ^{[1
]}

Ohe, Tomoyuki ^{[1
]}

Nakamura, Shigeo ^{[2
]}

Mashino, Tadahiko ^{[1
]}

机构：

[1] Keio Univ, Fac Pharm, Dept Pharmaceut Sci, Minato Ku, Tokyo, Japan

[2] Nippon Med Sch, Dept Chem, Nakahara Ku, Kawasaki, Kanagawa, Japan

来源：

MEDCHEMCOMM | 2013年 / 4卷 / 03期

关键词：

DERIVATIVES;

D O I：

10.1039/c2md20287e

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Uric acid (UA) is known to play an important role as an endogenous antioxidant. However, its insolubility in the serum is a risk for hyperuricemia. We assume that UA is an equivalent to hydroquinone or p-aminophenol, which can be oxidized to quinone/quinoimine and thus acts as a radical scavenger. Based on this hypothesis, a series of UA analogs was designed and synthesized. In the chemical radical scavenging assay, active compounds were considered as hydroquinone or p-aminophenol equivalents. A highly functionalized UA structure is not essential to have radical scavenging activity. Potent active 5-hydroxyindolinones (1a, 2a, and 3a) showed sufficient activity with high solubility and low cytotoxicity.

引用

页码：527 / 529

页数：3

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