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 | |
| Publication status | Published - 2009 Dec 16 |
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Keywords
- Antioxidant
- Catechin
- Galvinoxyl radical
- Ninhydrin
- Radical scavenging
ASJC Scopus subject areas
- Biochemistry
- Organic Chemistry
- Drug Discovery
Cite this
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 journal › Article
}
TY - JOUR
T1 - Novel ninhydrin adduct of catechin with potent antioxidative activity
AU - Fukuhara, Kiyoshi
AU - Ohno, Akiko
AU - Nakanishi, Ikuo
AU - Imai, Kohei
AU - Nakamura, Asao
AU - Anzai, Kazunori
AU - Miyata, Naoki
AU - Okuda, Haruhiro
PY - 2009/12/16
Y1 - 2009/12/16
N2 - 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.
AB - 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.
KW - Antioxidant
KW - Catechin
KW - Galvinoxyl radical
KW - Ninhydrin
KW - Radical scavenging
UR - http://www.scopus.com/inward/record.url?scp=70350491978&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=70350491978&partnerID=8YFLogxK
U2 - 10.1016/j.tetlet.2009.09.149
DO - 10.1016/j.tetlet.2009.09.149
M3 - Article
AN - SCOPUS:70350491978
VL - 50
SP - 6989
EP - 6992
JO - Tetrahedron Letters
JF - Tetrahedron Letters
SN - 0040-4039
IS - 50
ER -