JP5284566B2 - 糖二分岐シクロデキストリン誘導体 - Google Patents
糖二分岐シクロデキストリン誘導体 Download PDFInfo
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- JP5284566B2 JP5284566B2 JP2006063078A JP2006063078A JP5284566B2 JP 5284566 B2 JP5284566 B2 JP 5284566B2 JP 2006063078 A JP2006063078 A JP 2006063078A JP 2006063078 A JP2006063078 A JP 2006063078A JP 5284566 B2 JP5284566 B2 JP 5284566B2
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- sugar
- cyclodextrin
- benzyl
- glucosamine
- cyclodextrin derivative
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- 0 *C(COC(CO)C1O)(C1O)O Chemical compound *C(COC(CO)C1O)(C1O)O 0.000 description 2
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- Polysaccharides And Polysaccharide Derivatives (AREA)
Description
T. Furuikeら、「Chemical and Enzymatic synthesis of Glycocluster Having Sialyl Lewis X Arrays Using β-Cyclodexytrin As a Key Scaffold Material」、Tetrahedron, 2005年, 61巻, 1737ページ. R. Royら、「Synthesis of Persialylated β-Cyclodextrins」、Journal of Organic Chemistry, 2000年, 65巻, 8743ページ. H. Abeら、「Structural Effects of Oligosaccharide-branched Cyclodextrins on The Dual Recognition Toward Lectin and Drug」、Journal of Inclusion Phenomena and Macrocyclic Chemistry, 2002年, 44巻, 39ページ. T. Yamanoiら、「Synthesis of mono-Glucose-branched Cyclodextrins With a High Inclusion Ability For Doxorubicin And Their Efficient Glycosylation Using Mucor hiemalis Endo-β-N-acetylglucosaminidase」、Bioorganic & Medicinal Chemistry Letters, 2005年, 15巻, 1009ページ.
本発明は、アントラサイクリン系抗生物質を高い会合定数で包接することが期待され、医薬輸送キャリアとして有効な糖二分岐シクロデキストリン誘導体に関するものである。
[実施例1]
ヘプタキス-(2,3-ジ-O-ベンジル)-6B,6C,6E,6F,6G-ペンタ-O-ベンジル-β-シクロデキストリン(67.8 mg/ 0.023 mmol)と(3−ヨードプロピルオキシフェニル)エチル2,3,4,6-テトラ-O-ベンジル-β-D-ガラクトピラノシド(76.8 mg/0.093 mmol)をナスフラスコに入れて、ジメチルホルムアミド(7 ml)を加え、更に、水酸化カリウム(177.3 mg/2.7 mmol)とヨウ化テトラアンモニウム(1.8 mg/0.006 mmol)を加えて、塩化カルシウム管をつけて、室温で3日間攪拌した。酢酸エチルと塩を用いて有機層を抽出し、無水硫酸ナトリウムによって乾燥させた。薄層クロマトグラフィー(展開溶媒比ヘキサン:酢酸エチル=2:1)によって精製を行い、ヘプタキス(2,3-ジ-O-ベンジル)-6A,6D-ジ-O-{(3−プロピルオキシフェニル)エチル2,3,4,6-テトラ-O-ベンジル-β-D-ガラクトピラノシド}-6B,6C,6E,6F,6G-ペンタ-O-ベンジル-β-シクロデキストリン(63.9 mg)が収率63%、オイルで得られた。
MALDI-TOF MS; Found: m/z [M+Na]+ 4272.9: Calcd for [M+Na]+ 4268.9.
MALDI-TOF MS; Found: m/z [M+Na]+ 1837.9: Calcd for [M+Na]+ 1837.7.
Claims (4)
- 2-(4-ヒドロキシフェニル)エタノールを原料に用いることを特徴とする請求項1または2記載の糖二分岐シクロデキストリン誘導体の製造法。
- ヘプタキス-(2,3-ジ-O-ベンジル)-6B,6C,6E,6F,6G-ペンタ-O-ベンジル-β-シクロデキストリンを原料に用いることを特徴とする請求項3記載の製造法。
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JP2006063078A JP5284566B2 (ja) | 2006-03-08 | 2006-03-08 | 糖二分岐シクロデキストリン誘導体 |
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JP2006063078A JP5284566B2 (ja) | 2006-03-08 | 2006-03-08 | 糖二分岐シクロデキストリン誘導体 |
Publications (2)
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JP2007238763A JP2007238763A (ja) | 2007-09-20 |
JP5284566B2 true JP5284566B2 (ja) | 2013-09-11 |
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Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
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JP5100160B2 (ja) * | 2007-03-09 | 2012-12-19 | 公益財団法人野口研究所 | 糖分岐シクロデキストリン誘導体とその製造法 |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
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WO2004085487A1 (ja) * | 2003-03-27 | 2004-10-07 | Yokohama Tlo Company, Ltd. | 新規シクロデキストリン誘導体 |
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