2000年
Antioxidant activity of eugenol and related monomeric and dimeric compounds
Chemical and Pharmaceutical Bulletin
- ,
- ,
- ,
- 巻
- 48
- 号
- 10
- 開始ページ
- 1467
- 終了ページ
- 1469
- 記述言語
- 英語
- 掲載種別
- DOI
- 10.1248/cpb.48.1467
- 出版者・発行元
- Pharmaceutical Society of Japan
Since the inhibitory effect of eugenol (a), which was isolated as an antioxidative component from plant, Caryopylli flos, on lipid peroxidation was less than that of α-tocopherol, we synthesized, the eugenol-related compounds dieugenol (b), tetrahydrodieugenol (c), and dihydroeugenol (d), to find new strong antioxidants and assessed them for their inhibitory effect on lipid peroxidation and scavenging ability for superoxide and hydroxyl radicals. The antioxidative activities were in the order: (b)>
(c)>
(d)>
(a) for the thiobarbituric acid reactive substance (TBARS) formation. These results suggest that the dimerized compounds have higher antioxidant activities than that of the monomers. Electron spin resonance (ESR) spin trapping experiments revealed that eugenol and its dimer, having allyl groups in the structure, scavenged superoxide, and that only eugenol trapped hydroxyl radicals under the conditions used. These finding suggest that eugenol and dieugenol have a different mechanism of antioxidation, i.e. eugenol may inhibit lipid peroxidation at the level of initiation, however, the related dimeric compounds may inhibit lipid peroxidation at the level of propagation of free radical chain reaction like α-tocopherol.
(c)>
(d)>
(a) for the thiobarbituric acid reactive substance (TBARS) formation. These results suggest that the dimerized compounds have higher antioxidant activities than that of the monomers. Electron spin resonance (ESR) spin trapping experiments revealed that eugenol and its dimer, having allyl groups in the structure, scavenged superoxide, and that only eugenol trapped hydroxyl radicals under the conditions used. These finding suggest that eugenol and dieugenol have a different mechanism of antioxidation, i.e. eugenol may inhibit lipid peroxidation at the level of initiation, however, the related dimeric compounds may inhibit lipid peroxidation at the level of propagation of free radical chain reaction like α-tocopherol.
- リンク情報
- ID情報
-
- DOI : 10.1248/cpb.48.1467
- ISSN : 0009-2363
- CiNii Articles ID : 110003635310
- PubMed ID : 11045452
- SCOPUS ID : 0033791895