| Item type |
文献 / Documents(1) |
| 公開日 |
2019-08-29 |
| アクセス権 |
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アクセス権 |
open access |
| 資源タイプ |
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資源タイプ識別子 |
http://purl.org/coar/resource_type/c_6501 |
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資源タイプ |
journal article |
| 出版社版DOI |
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関連識別子 |
https://doi.org/10.1248/cpb.c18-00035 |
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関連名称 |
10.1248/cpb.c18-00035 |
| 出版タイプ |
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|
出版タイプ |
VoR |
|
出版タイプResource |
http://purl.org/coar/version/c_970fb48d4fbd8a85 |
| タイトル |
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タイトル |
Carotenoid Stereochemistry Affects Antioxidative Activity of Liposomes Co-encapsulating Astaxanthin and Tocotrienol |
| 著者 |
イシカワ, ミスズ
ヒライ, ショウタ
吉田, 達貞
シブヤ, ナツミ
ハマ, ススム
タカハシ, ユウ
福田, 達也
田中, 保
ホソイ, シンゾウ
小暮, 健太朗
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| 抄録 |
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内容記述 |
We previously found that antioxidative activity of liposomes co-encapsulating astaxanthin (Asx) and tocotrienols (T3s) was higher than the calculated additive activity, which results from intermolecular interactions between both antioxidants (J. Clin. Biochem. Nutr., 59, 2016, Kamezaki et al.). Herein, we conducted experiments to optimize Asx/α-T3 ratio for high antioxidative activity, and tried to elucidate details of intermolecular interaction of Asx with α-T3. Higher activity than calculated additive value was clearly observed at an Asx/α-T3 ratio of 2 : 1, despite two α-T3 would potentially interact with two terminal rings of one Asx. The synthetic Asx used in this study was a mixture of three stereoisomers, 3R,3'R-form (Asx-R), 3S,3'S-form (Asx-S) and 3R,3'S-meso form (Asx-meso). The calculated binding energy of the Asx-S/α-T3 complex was higher than those of Asx-R/α-T3 and Asx-meso/α-T3, suggesting that Asx-S and α-T3 is the most preferable combination for the intermolecular interaction. The optimal Asx-S/α-T3 ratio for antioxidation was shown to be 1 : 2. These results suggest that the Asx stereochemistry affects the intermolecular interaction of Asx/α-T3. Moreover, the absorption spectrum changes of Asx-S upon co-encapsulation with α-T3 in liposomes indicate that the electronic state of Asx-S is affected by intermolecular interactions with α-T3. Further, intermolecular interactions with α-T3 affected the electronic charges on the C9, C10 and C15 atoms in the polyene moiety of Asx-S. In conclusion, the intermolecular interaction of Asx/T3 depends on the Asx stereochemistry, and caused a change in the electronic state of the Asx polyene moiety by the presence of double bond in the T3 triene moiety. |
| キーワード |
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|
主題 |
antioxidation |
| キーワード |
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|
主題 |
astaxanthin stereoisomer |
| キーワード |
|
|
主題 |
tocotrienol |
| キーワード |
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|
主題 |
intermolecular interaction |
| 書誌情報 |
en : Chemical and Pharmaceutical Bulletin
巻 66,
号 7,
p. 714-720,
発行日 2018-07-01
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| 収録物ID |
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収録物識別子タイプ |
ISSN |
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収録物識別子 |
00092363 |
| 収録物ID |
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収録物識別子タイプ |
ISSN |
|
収録物識別子 |
13475223 |
| 収録物ID |
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|
収録物識別子タイプ |
NCID |
|
収録物識別子 |
AA00602100 |
| 出版者 |
|
|
出版者 |
The Pharmaceutical Society of Japan |
| EID |
|
|
識別子 |
339050 |
| 言語 |
|
|
言語 |
eng |
cpb_66_7_714.pdf (883 KB)
