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- Nakano Mayo
- Faculty of Pharmaceutical Science, Tokushima Bunri University
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- Sakamoto Kyohei
- Faculty of Pharmaceutical Science, Tokushima Bunri University
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- Yamasaki Naoto
- Faculty of Pharmaceutical Science, Tokushima Bunri University Institute of Pharmacognosy, Tokushima Bunri University
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- Asano Yui
- Faculty of Pharmaceutical Science, Tokushima Bunri University
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- Oda Masataka
- Control of Innate Immunity Collaborative Innovation Partnership Department of Research and Development, Lecher Co., Ltd.
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- Takahashi Hironobu
- Faculty of Pharmaceutical Science, Tokushima Bunri University
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- Kawakami Takashige
- Faculty of Pharmaceutical Science, Tokushima Bunri University
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- Inoue Masahisa
- Faculty of Pharmaceutical Science, Tokushima Bunri University
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- Yamamoto Hirofumi
- Faculty of Pharmaceutical Science, Tokushima Bunri University Institute of Pharmacognosy, Tokushima Bunri University
抄録
<p>Vizantin, 6,6′-bis-O-(3-nonyldodecanoyl)-α,α′-trehalose, has been developed as a safe immunostimulator on the basis of a structure–activity relationship study with trehalose 6,6′-dicorynomycolate. Our recent study indicated that vizantin acts as an effective Toll-like receptor-4 (TLR4) partial agonist to reduce the lethality of an immune shock caused by lipopolysaccharide (LPS). However, because vizantin has low solubility in water, the aqueous solution used in in vivo assay systems settles out in tens of minutes. Here, vizantin was chemically modified in an attempt to facilitate the preparation of an aqueous solution of the drug. This paper describes the concise synthesis of a water-soluble vizantin analogue in which all the hydroxyl groups of the sugar unit were replaced by sulfates. The vizantin derivative displayed micelle-forming ability in water and potent TLR-4 partial agonist activity.</p>
収録刊行物
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- CHEMICAL & PHARMACEUTICAL BULLETIN
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CHEMICAL & PHARMACEUTICAL BULLETIN 72 (2), 226-233, 2024-02-27
公益社団法人 日本薬学会
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詳細情報 詳細情報について
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- CRID
- 1390580793825480192
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- ISSN
- 13475223
- 00092363
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- 本文言語コード
- en
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- データソース種別
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- JaLC
- Crossref
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- 抄録ライセンスフラグ
- 使用不可