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Enhanced Radical‐Scavenging Activity of Artepillin C Derivatives
Author(s) -
Nakanishi Ikuo,
Ohkubo Kei,
Uto Yoshihiro,
Kawashima Tomonori,
Manda Sushma,
Kanazawa Hideko,
Hori Hitoshi,
Fukuhara Kiyoshi,
Okuda Haruhiro,
Ozawa Toshihiko,
Ikota Nobuo,
Fukuzumi Shunichi,
Anzai Kazunori
Publication year - 2007
Publication title -
the faseb journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.709
H-Index - 277
eISSN - 1530-6860
pISSN - 0892-6638
DOI - 10.1096/fasebj.21.6.lb80
Subject(s) - scavenging , chemistry , hydroxymethyl , antioxidant , electron paramagnetic resonance , propionitrile , radical , stereochemistry , organic chemistry , nuclear magnetic resonance , physics , acetonitrile
Artepillin C, a major component of Brazilian propolis, is known to act as an antioxidant, which efficiently scavenges reactive oxygen species generated in the biological systems. In order to improve the radical‐scavenging activity of artepillin C, we synthesized four artepillin C derivatives and compared their scavenging rate constants of cumylperoxyl radical (PhCMe 2 OO • ) in propionitrile at −70 °C by the electron spin resonance (ESR) technique. More than two‐fold higher PhCMe 2 OO • ‐scavenging activity as compared to Artepillin C was observed with a derivative, where the isoprenyl and carboxyl groups in Artepillin C are substituted by methoxy and hydroxymethyl groups, respectively.