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

doi:10.1016/j.tetlet.2009.09.149

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 journal › Article

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 language	English
Pages (from-to)	6989-6992
Number of pages	4
Journal	Tetrahedron Letters
Volume	50
Issue number	50
DOIs	https://doi.org/10.1016/j.tetlet.2009.09.149
Publication status	Published - 2009 Dec 16

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Keywords

Antioxidant
Catechin
Galvinoxyl radical
Ninhydrin
Radical scavenging

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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

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AU - Fukuhara, Kiyoshi

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AU - Nakamura, Asao

AU - Anzai, Kazunori

AU - Miyata, Naoki

AU - Okuda, Haruhiro

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KW - Ninhydrin

KW - Radical scavenging

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10.1016/j.tetlet.2009.09.149