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    • 1. 发明授权
    • Oligosaccharide aromatic glycoside and sulfate thereof
    • 寡糖芳香糖苷及其硫酸盐
    • US5498602A
    • 1996-03-12
    • US944077
    • 1992-09-11
    • Tadao ShojiNahoko TakahashiNaoya IkushimaToshiyuki UryuTakashi YoshidaNaoki YamamotoHideki NakashimaKaname KatsurayaKoichiro AdachiFusayo Kataoka
    • Tadao ShojiNahoko TakahashiNaoya IkushimaToshiyuki UryuTakashi YoshidaNaoki YamamotoHideki NakashimaKaname KatsurayaKoichiro AdachiFusayo Kataoka
    • A61K31/70A61K31/7028A61K31/7034A61P31/12A61P31/18C07H15/203C08B37/00C07G3/00C07H11/00
    • C07H15/203C08B37/006
    • Oligosaccharide aromatic glycoside sulfates and physiologically acceptable salts thereof, are disclosed. Further, antiviral agents having these sulfate compounds as the active components, and particularly an antiviral agent, wherein the virus is one which causes AIDS (Acquired Immune Deficiency Syndrome), are disclosed. The active components or the glycoside sulfates, and the salts thereof, are characterized by an oligosaccharide aromatic glycoside sulfate in which the hydrogen of the position-1 hydroxyl group of the terminal sugar of an oligosaccharide is substituted with a specified formula having an alkyl group consisting of 1 to 18 carbons, an oxygen or no oxygen, and an allylene group. The number of constituent monosaccharides in the oligosaccharide portion is preferably within a range of 2 to 20. Further, 10% or more of the remaining hydroxyl groups of the sugar subunits are subjected to sulfated esterification. In addition the antiviral agent exhibits low toxicity and is useful in the treatment of AIDS. Furthermore, an oligosaccharide is also disclosed as described above with the exception that it is the hydrogen atom of the position 1 hydrogen group at the terminal sugar residue which is substituted with the specified formula, also described above. However, in addition the remaining hydroxyl groups of the sugar portion of this oligosaccharide are protected by acyl groups or are present in an unprotected form. Also disclosed is a method for the production of an oligosaccharide aromatic glycoside sulfate synthesized by sulfation using a sulfating agent.
    • 公开了寡糖芳香糖苷硫酸盐及其生理上可接受的盐。 此外,公开了具有这些硫酸盐化合物作为活性成分的抗病毒剂,特别是其中病毒是引起AIDS(获得性免疫缺陷综合征)的抗病毒剂。 活性成分或糖苷硫酸盐及其盐的特征在于寡糖芳香糖苷硫酸盐,其中寡糖末端糖的位置1羟基的氢被具有烷基的特定式所取代, 1至18个碳,氧或无氧,以及烯丙基。 寡糖部分中的构成单糖的数量优选在2〜20的范围内。此外,将糖亚基的剩余羟基的10%以上进行硫酸化酯化。 此外,抗病毒剂的毒性低,可用于治疗艾滋病。 此外,还公开了如上所述的寡糖,不同之处在于它是上述也被指定式取代的末端糖残基上的1位氢原子的氢原子。 然而,此外,该寡糖的糖部分的剩余羟基由酰基保护或以未保护的形式存在。 还公开了通过使用硫酸化剂硫酸化合成的寡糖芳香族糖苷硫酸盐的制造方法。
    • 2. 发明授权
    • Alkylated oligosaccharides and acetyl derivatives of the same
    • 烷基化低聚糖及其乙酰衍生物
    • US5268461A
    • 1993-12-07
    • US834305
    • 1992-02-25
    • Tadao ShojiNahoko TakahashiKoichiro AdachiNaoya IkushimaKaname KatsurayaToshiyuki UryuTakashi Yoshida
    • Tadao ShojiNahoko TakahashiKoichiro AdachiNaoya IkushimaKaname KatsurayaToshiyuki UryuTakashi Yoshida
    • C07H3/06C07H15/04C07H13/06
    • C07H15/04C07H3/06
    • An alkylated oligosaccharide and the acetyl derivative of the same, both useful as the raw material for producing lowly toxic surfactants or medicines. The alkylated oligosaccharide is prepared by substituting with an alkyl group having a linear or branched chain the hydrogen atom of the hydroxy group at the 1-position of a terminal sugar moiety of an oligosaccharide in which glucose moieties are .beta.(1.fwdarw.3)-glucoside-linked, or of an oligosaccharide in which galactose is .beta.(1.fwdarw.4)-glycoside-linked at the 4-position in the galactose moiety of lactose and in which galactose moieties are .beta.(1.fwdarw.4)-glycoside-linked in succession to the newly formed terminal galactose moieties. The invention also includes an acetyl derivative of the oligosaccharide, wherein the hydroxy groups excluding the 2-positional hydroxy group adjacent to the alkyl-ether-linking position in the terminal sugar moiety are acetylated, and a mixture thereof. In addition, an acetylated oligosaccharide is allowed to react with an alcohol using a heteropolyacid as the reacting agent.
    • PCT No.PCT / JP91 / 00867 Sec。 371日期:1992年2月25日 102(e)1992年2月25日PCT PCT 1991年6月27日PCT公布。 出版物WO92 / 0031020 日本1992年1月9日。烷基化低聚糖及其乙酰衍生物,均可用作生产低毒性表面活性剂或药物的原料。 烷基化的寡糖通过用直链或支链的烷基取代,其中葡萄糖部分为β(1-> 3) - 寡糖的寡糖的末端糖部分的1-位羟基的氢原子, 葡萄糖苷连接的寡糖或寡聚糖,其中半乳糖是在乳糖的半乳糖部分的4-位上是β(1-> 4) - 糖苷连接的,其中半乳糖部分是β(1-> 4) - 糖苷 - 连接到新形成的末端半乳糖部分。 本发明还包括寡糖的乙酰衍生物,其中不包括与末端糖部分中的烷基 - 醚连接位置相邻的2-位羟基的羟基被乙酰化,以及它们的混合物。 此外,使用杂多酸作为反应剂,使乙酰化寡糖与醇反应。