Abstract
The freely rotating single bond between the pyrogallol and chroman substructures in epigallocatechin (EGC) was constrained by reaction of EGC with acetone in the presence of trimethylsilyl trifluoromethanesulfonate to prepare the rigidified analog in good yield. The synthesized analog was examined for free radical scavenging activity toward the galvinoxyl radical and was found to be 27-fold more potent than EGC.
| Original language | English |
|---|---|
| Pages (from-to) | 1417-1419 |
| Number of pages | 3 |
| Journal | Chemistry Letters |
| Volume | 40 |
| Issue number | 12 |
| DOIs | |
| Publication status | Published - 2011 |
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ASJC Scopus subject areas
- Chemistry(all)
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Synthesis and enhanced radical scavenging activity of a conformationally constrained epigallocatechin analogue. / Imai, Kohei; Nakanishi, Ikuo; Anzai, Kazunori; Ozawa, Toshihiko; Miyata, Naoki; Urano, Shiro; Okuda, Haruhiro; Nakamura, Asao; Fukuhara, Kiyoshi.
In: Chemistry Letters, Vol. 40, No. 12, 2011, p. 1417-1419.Research output: Contribution to journal › Article
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TY - JOUR
T1 - Synthesis and enhanced radical scavenging activity of a conformationally constrained epigallocatechin analogue
AU - Imai, Kohei
AU - Nakanishi, Ikuo
AU - Anzai, Kazunori
AU - Ozawa, Toshihiko
AU - Miyata, Naoki
AU - Urano, Shiro
AU - Okuda, Haruhiro
AU - Nakamura, Asao
AU - Fukuhara, Kiyoshi
PY - 2011
Y1 - 2011
N2 - The freely rotating single bond between the pyrogallol and chroman substructures in epigallocatechin (EGC) was constrained by reaction of EGC with acetone in the presence of trimethylsilyl trifluoromethanesulfonate to prepare the rigidified analog in good yield. The synthesized analog was examined for free radical scavenging activity toward the galvinoxyl radical and was found to be 27-fold more potent than EGC.
AB - The freely rotating single bond between the pyrogallol and chroman substructures in epigallocatechin (EGC) was constrained by reaction of EGC with acetone in the presence of trimethylsilyl trifluoromethanesulfonate to prepare the rigidified analog in good yield. The synthesized analog was examined for free radical scavenging activity toward the galvinoxyl radical and was found to be 27-fold more potent than EGC.
UR - http://www.scopus.com/inward/record.url?scp=84876094353&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=84876094353&partnerID=8YFLogxK
U2 - 10.1246/cl.2011.1417
DO - 10.1246/cl.2011.1417
M3 - Article
AN - SCOPUS:84876094353
VL - 40
SP - 1417
EP - 1419
JO - Chemistry Letters
JF - Chemistry Letters
SN - 0366-7022
IS - 12
ER -