Novel ninhydrin adduct of catechin with potent antioxidative activity

Kiyoshi Fukuhara, Akiko Ohno, Ikuo Nakanishi, Kohei Imai, Asao Nakamura, Kazunori Anzai, Naoki Miyata, Haruhiro Okuda

Research output: Contribution to journalArticle

7 Citations (Scopus)

Abstract

The reaction of ninhydrin with (+)-catechin in the presence of TMSOTf resulted in condensation product 1, which consists of a 2:1 mixture of epimers at the C-2 position. The antioxidative radical-scavenging activity of 1 against the galvinoxyl radical, acting as an oxyl radical, was significantly enhanced compared to (+)-catechin. Our results offer a new method for chemical modification of a natural phenolic antioxidant.

Original languageEnglish
Pages (from-to)6989-6992
Number of pages4
JournalTetrahedron Letters
Volume50
Issue number50
DOIs
Publication statusPublished - 2009 Dec 16

Keywords

  • Antioxidant
  • Catechin
  • Galvinoxyl radical
  • Ninhydrin
  • Radical scavenging

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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  • Cite this

    Fukuhara, K., Ohno, A., Nakanishi, I., Imai, K., Nakamura, A., Anzai, K., Miyata, N., & Okuda, H. (2009). Novel ninhydrin adduct of catechin with potent antioxidative activity. Tetrahedron Letters, 50(50), 6989-6992. https://doi.org/10.1016/j.tetlet.2009.09.149