ID | 117746 |
著者 |
Miura, Kaori
Prefectural University of Hiroshima
Morishita, Yuta
Prefectural University of Hiroshima
Matsuno, Hiroaki
Prefectural University of Hiroshima
Aota, Yusuke
Prefectural University of Hiroshima
Ito, Hideyuki
Okayama Prefectural University
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キーワード | ascorbic acid derivatives
anti-allergic activity
degranulation
hyaluronidase
passive cutaneous anaphylaxis
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資料タイプ |
学術雑誌論文
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抄録 | 2-O-α-D-Glucopyranosyl-L-ascorbic acid (AA-2G) is one of the stable ascorbic acid (AA) derivatives known as provitamin C agents. We have previously synthesized two types of monoacylated derivatives of AA-2G, 6-O-acyl-2-O-α-D-glucopyranosyl-L-ascorbic acids having a straight-acyl chain of varying length from C4 to C18 (6-sAcyl-AA-2G) and a branched-acyl chain of varying length from C6 to C16 (6-bAcyl-AA-2G) in order to improve the bioavailability of AA-2G. In this study, 6-sAcyl-AA-2G and 6-bAcyl-AA-2G per se showed the inhibitory effects on hyaluronidase activity and degranulation. 6-sAcyl-AA-2G exhibited strong inhibitory effects on hyaluronidase activity and degranulation in a concentration-dependent manner, and the inhibitory effects tended to become stronger with increasing length of the acyl chain. 2-O-α-D-Glucopyranosyl-6-O-hexadecanoyl-L-ascorbic acid (6-sPalm-AA-2G), which has a straight C16 acyl chain, was the most potent effective for inhibition of hyaluronidase activity and for inhibition of degranulation among the 6-sAcyl-AA-2G derivatives and the two isomers of 6-sPalm-AA-2G. Furthermore, percutaneous administration of 6-sPalm-AA-2G significantly inhibited IgE-mediated passive cutaneous anaphylaxis reaction in mice. These findings suggest that 6-sPalm-AA-2G will be useful for treatment of allergies.
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掲載誌名 |
Molecules
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ISSN | 14203049
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出版者 | MDPI
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巻 | 22
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号 | 12
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開始ページ | 2202
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発行日 | 2017-12-12
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権利情報 | This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
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出版社版DOI | |
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言語 |
eng
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著者版フラグ |
出版社版
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部局 |
生物資源系
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