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

6 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

Fingerprint

Ninhydrin
Catechin
Scavenging
Chemical modification
Condensation
Antioxidants
galvinoxyl

Keywords

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

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Fukuhara, K., Ohno, A., Nakanishi, I., Imai, K., Nakamura, A., Anzai, K., ... 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

Novel ninhydrin adduct of catechin with potent antioxidative activity. / Fukuhara, Kiyoshi; Ohno, Akiko; Nakanishi, Ikuo; Imai, Kohei; Nakamura, Asao; Anzai, Kazunori; Miyata, Naoki; Okuda, Haruhiro.

In: Tetrahedron Letters, Vol. 50, No. 50, 16.12.2009, p. 6989-6992.

Research output: Contribution to journalArticle

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, vol. 50, no. 50, pp. 6989-6992. https://doi.org/10.1016/j.tetlet.2009.09.149
Fukuhara, Kiyoshi ; Ohno, Akiko ; Nakanishi, Ikuo ; Imai, Kohei ; Nakamura, Asao ; Anzai, Kazunori ; Miyata, Naoki ; Okuda, Haruhiro. / Novel ninhydrin adduct of catechin with potent antioxidative activity. In: Tetrahedron Letters. 2009 ; Vol. 50, No. 50. pp. 6989-6992.
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