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

Daisuke Yasuda, Kyoko Takahashi, Tomohiro Kakinoki, Yoko Tanaka, Tomoyuki Ohe, Shigeo Nakamura, Tadahiko Mashino

Research output: Contribution to journalArticle

12 Citations (Scopus)

Abstract

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.

Original languageEnglish
Pages (from-to)527-529
Number of pages3
JournalMedChemComm
Volume4
Issue number3
DOIs
Publication statusPublished - 2013 Mar 1

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Medicine
  • Pharmacology
  • Pharmaceutical Science
  • Drug Discovery
  • Organic Chemistry

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