| Item type |
文献 / Documents(1) |
| 公開日 |
2022-01-28 |
| アクセス権 |
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|
アクセス権 |
open access |
| 資源タイプ |
|
|
資源タイプ識別子 |
http://purl.org/coar/resource_type/c_6501 |
|
資源タイプ |
journal article |
| 出版社版DOI |
|
|
|
識別子タイプ |
DOI |
|
|
関連識別子 |
https://doi.org/10.3390/molecules26154684 |
|
|
言語 |
ja |
|
|
関連名称 |
10.3390/molecules26154684 |
| 出版タイプ |
|
|
出版タイプ |
VoR |
|
出版タイプResource |
http://purl.org/coar/version/c_970fb48d4fbd8a85 |
| タイトル |
|
|
タイトル |
Antiallergic Activity of 6-Deoxy-2-O-methyl-6-(N-hexadecanoyl)amino-L-ascorbic Acid |
|
言語 |
en |
| 著者 |
ミウラ, カオリ
マツノ, ヒロアキ
イワオカ, ユウジ
イトウ, ヒデユキ
田井, 章博
|
| 抄録 |
|
|
内容記述タイプ |
Abstract |
|
内容記述 |
Allergy is an excessive immune response to a specific antigen. Type I allergies, such as hay fever and food allergies, have increased significantly in recent years and have become a worldwide problem. We previously reported that an ascorbic acid derivative having palmitoyl and glucosyl groups, 2-O-α-D-glucopyranosyl-6-O-hexadecanoyl-L-ascorbic acid (6-sPalm-AA-2G), showed inhibitory effects on degranulation in vitro and on the passive cutaneous anaphylaxis (PCA) reaction in mice. In this study, several palmitoyl derivatives of ascorbic acid were synthesized and a structure–activity relationship study was performed to discover more potent ascorbic acid derivatives with degranulation inhibitory activity. 6-Deoxy-2-O-methyl-6-(N-hexadecanoyl)amino-L-ascorbic acid (2-Me-6-N-Palm-AA), in which a methyl group was introduced into the hydroxyl group at the C-2 position of ascorbic acid and in which the hydroxyl group at the C-6 position was substituted with an N-palmitoyl group, exhibited much higher inhibitory activity for degranulation in vitro than did 6-sPalm-AA-2G. 2-Me-6-N-Palm-AA strongly inhibit the PCA reaction in mice at lower doses than those of 6-sPalm-AA-2G. These findings suggest that 2-Me-6-N-Palm-AA may be a promising therapeutic candidate for allergic diseases. |
|
言語 |
en |
| キーワード |
|
|
言語 |
en |
|
主題Scheme |
Other |
|
主題 |
ascorbic acid derivatives |
| キーワード |
|
|
言語 |
en |
|
主題Scheme |
Other |
|
主題 |
degranulation |
| キーワード |
|
|
言語 |
en |
|
主題Scheme |
Other |
|
主題 |
passive cutaneous anaphylaxis |
| キーワード |
|
|
言語 |
en |
|
主題Scheme |
Other |
|
主題 |
structure-activity relationship |
| 書誌情報 |
en : Molecules
巻 26,
号 15,
p. 4684,
発行日 2021-08-03
|
| 収録物ID |
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|
収録物識別子タイプ |
ISSN |
|
収録物識別子 |
14203049 |
| 出版者 |
|
|
出版者 |
MDPI |
|
言語 |
en |
| 権利情報 |
|
|
言語 |
en |
|
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 (https://creativecommons.org/licenses/by/4.0/). |
| EID |
|
|
識別子 |
378637 |
|
識別子タイプ |
URI |
| 言語 |
|
|
言語 |
eng |
molecules_26_15_4684.pdf (1.52 MB)
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