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Conjugate between Chondroitin Sulfate and Prednisolone with a Glycine Linker: Preparation and in Vitro Conversion Analysis
https://stella.repo.nii.ac.jp/records/457
https://stella.repo.nii.ac.jp/records/45785cd0945-11a5-49a6-8c28-6cd3398bdc97
名前 / ファイル | ライセンス | アクション |
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ChemPharmBull_61‐9_p902.pdf (1.2 MB)
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Item type | 学術雑誌論文 / Journal Article(1) | |||||
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公開日 | 2016-02-01 | |||||
タイトル | ||||||
言語 | en | |||||
タイトル | Conjugate between Chondroitin Sulfate and Prednisolone with a Glycine Linker: Preparation and in Vitro Conversion Analysis | |||||
言語 | ||||||
言語 | eng | |||||
キーワード | ||||||
言語 | en | |||||
主題Scheme | Other | |||||
主題 | prednisolone | |||||
キーワード | ||||||
言語 | en | |||||
主題Scheme | Other | |||||
主題 | chondroitin sulfate | |||||
キーワード | ||||||
言語 | en | |||||
主題Scheme | Other | |||||
主題 | conjugate | |||||
キーワード | ||||||
言語 | en | |||||
主題Scheme | Other | |||||
主題 | prodrug | |||||
キーワード | ||||||
言語 | en | |||||
主題Scheme | Other | |||||
主題 | conversion rate | |||||
キーワード | ||||||
言語 | en | |||||
主題Scheme | Other | |||||
主題 | adjuvant-induced arthritis | |||||
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 | |||||
著者 |
Onishi, Hiraku
× Onishi, Hiraku× Matsuyama, Mototaka |
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抄録 | ||||||
内容記述タイプ | Abstract | |||||
内容記述 | A conjugate between prednisolone (PD) and chondroitin sulfate (CS) with glycine as a linker was prepared in order to obtain an effective macromolecular prodrug against inflammatory disease, especially rheumatoid arthritis. First, PD was converted to the N-trityl-glycine ester (Tr-GP), and the glycine ester of PD (GP) was obtained by detritylation of Tr-GP. Then, GP and CS were condensed with water-soluble carbodiimide to yield CS-GP. The obtained conjugate had a PD content of 2.24% (w/w). Conversion characteristics were investigated for GP and CS-GP to evaluate their potential as a prodrug. In the stability test of GP, PD was released well in the buffer at pH 6–7.4, but degraded rapidly at pH 8 without sufficient release of PD. As to CS-GP, PD was released more slowly than in GP, and the release rate rose with the increase in the medium pH. PD was released gradually from CS-GP over 24 h at a physiological pH. The conversion profiles of both GP and CS-GP almost followed pseudo-first order kinetics. The calculated conversion rate constants supported the gradual and effective release from CS-GP. The release rate of PD from GP and CS-GP was accelerated by the addition of rat plasma, but the promotion of release from CS-GP was small, suggesting that PD should be released gradually from CS-GP in the systemic circulation. It was demonstrated from the preliminary pharmacological study using rats with adjuvant-induced arthritis that CS-GP had high anti-inflammatory potential against arthritis. | |||||
書誌情報 |
Chemical and Pharmaceutical Bulletin 巻 61, 号 9, p. 902-912, 発行日 2013 |
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出版者 | ||||||
出版者 | 日本薬学会 | |||||
ISSN | ||||||
収録物識別子タイプ | ISSN | |||||
収録物識別子 | 0009-2363 | |||||
書誌レコードID | ||||||
収録物識別子タイプ | NCID | |||||
収録物識別子 | AA00602100 | |||||
論文ID(NAID) | ||||||
関連タイプ | isIdenticalTo | |||||
識別子タイプ | NAID | |||||
関連識別子 | 130003360823 | |||||
DOI | ||||||
関連タイプ | isIdenticalTo | |||||
識別子タイプ | DOI | |||||
関連識別子 | info:10.1248/cpb.c13-00189 | |||||
権利 | ||||||
権利情報 | 日本薬学会 | |||||
フォーマット | ||||||
内容記述タイプ | Other | |||||
内容記述 | application/pdf | |||||
著者版フラグ | ||||||
出版タイプ | VoR | |||||
出版タイプResource | http://purl.org/coar/version/c_970fb48d4fbd8a85 |