2,6-dideoxy-β-D-arabino-hexospyranose | 78185-02-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,6-dideoxy-β-D-arabino-hexospyranose
• 英文别名: olivose；β-D-canarose；β-olivose；2-deoxy-β-D-rhamnose；β-D-arabino-2,6-dideoxy-hexopyranose；D-arabino-2,6-dideoxy-hexose；2,6-dideoxy-β-D-glucopyranose；β-D-canaropyranose；β-D-olivopyranose；2,6-Dideoxy-beta-D-glucose；(2R,4R,5S,6R)-6-methyloxane-2,4,5-triol
• CAS: 78185-02-1
• 化学式: C₆H₁₂O₄
• 分子量: 148.159
• InChiKey: FDWRIIDFYSUTDP-KVTDHHQDSA-N

物化性质

• 沸点：
  320.1±42.0 °C(Predicted)
• 密度：
  1.366±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.1
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  69.9
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2,6-dibromo-2,6-dideoxy-D-mannono-1,4-lactone 在 palladium on activated charcoal diisoamyl borane 、 氢气 、 三乙胺 作用下， 以 四氢呋喃 、 乙酸乙酯 为溶剂， 25.0 ℃ 、101.33 kPa 条件下， 反应 18.0h， 生成 2,6-dideoxy-β-D-arabino-hexospyranose
  参考文献：
  名称：

  由溴脱氧醛糖醛酸制备一些溴脱氧己糖和脱氧己糖

  摘要：

  摘要用硼氢化钠还原2,6-二溴-2,6-二脱氧-D-甘露糖醛和2,6-二溴-2,6-二脱氧-D-葡糖醛-1,4-内酯可得到2,6-二溴-2,6-二脱氧-D-甘露糖和2,6-二溴-2,6-二脱氧-D-葡萄糖，它们可以作为乙酸盐被分离出来。类似地，2-溴-2,6-二脱氧-L-葡萄糖基-1,4-内酯产生2-溴-2,6-二脱氧-L-葡萄糖。2,6-二溴-2,6-二脱氧-D-甘露聚糖-1,4-内酯的氢解反应产生6-溴-2,6-二脱氧-D-阿拉伯糖-己酮-1,4-内酯，随后为2 ，6-二脱氧-D-阿拉伯糖-己烯-1，4-内酯。用双（1,2-二甲基丙基）硼烷还原后者可得到2,6-二脱氧-D-阿拉伯糖基己糖，可将其转化为甲基2,6-二脱氧-3,4-二-O-p-硝基苯甲酰基-D-阿拉伯糖基-己吡喃糖苷。

  DOI：

  10.1016/s0008-6215(00)85607-4

文献信息

• Studies on chemical constituents of antitumor fraction from Periploca sepium. V. Structures of new pregnane glycosides, periplocosides J, K, F and O.
  作者：HIDEJI ITOKAWA、JUNPING XU、KOICHI TAKEYA

  DOI：10.1248/cpb.36.4441

  日期：——

  Four new pregnane glycosides, named periplocosides J, K, F and O, have been isolated from the antitumor fraction of Periploca sepium (Asclepiadaceae). Their structures were established by various nuclear magnetic resonance techniques and chemical evidence.

  从杠柳（夹竹桃科）的抗肿瘤部位中分离出了四种新的孕烷糖苷，分别命名为杠柳苷J、K、F和O。它们的结构通过多种核磁共振技术和化学证据得以确定。
• The structures of new isotetracenone antibiotics, kerriamycins a, b and c
  作者：Yoichi Hayakawa、Kazuo Furihata、Haruo Seto、Noboru Ōtake

  DOI：10.1016/s0040-4039(00)98668-4

  日期：1985.1

  Based on 1H and 13C NMR spectral analysis, the structures of kerriamycins A, B and C, new isotetracenone antibiotics, have been elucidated as shown in Fig. 1. Kerriamycin A contains a novel sugar, kerriose.

  根据1 H和13 C NMR光谱分析，如图1所示，阐明了角叉霉素A，B和C（一种新的异四烯酮抗生素）的结构。角霉素A含有一种新型糖，即角藻糖。
• Formamicin, a Novel Antifungal Antibiotic Produced by a Strain of Saccharothrix sp. II. Structure Elucidation of Formamicin.
  作者：MASAYUKI IGARASHI、HIKARU NAKAMURA、HIROSHI NAGANAWA、TOMIO TAKEUCHI

  DOI：10.7164/antibiotics.50.932

  日期：——

  A novel antifungal antibiotic, formamicin, was isolated from the culture broth of Saccharothrix sp. MK27-91F2. The absolute structure of formamicin was determinated by spectroscopic and X-ray crystallographic analysis and degradation study.

  一种新型抗真菌抗生素——甲酰胺霉素，是从Saccharothrix sp. MK27-91F2的培养液中分离出来的。通过光谱学和X射线晶体学分析以及降解研究，确定了甲酰胺霉素的绝对结构。
• Use of inhibitors of adenosine triphosphatase for the manufacture of a medicament for the treatment of disorders anociated with beta-amyloid peptide
  申请人：ELI LILLY AND COMPANY

  公开号：EP0689839A2

  公开（公告）日：1996-01-03

  This invention describes methods for treating conditions associated with an β-amyloid peptide, such as Alzheimer's disease or Down's Syndrome, in a mammal which comprises administering to the mammal in need thereof an effective amount of a derivative of a vacuolar adenotriphosphatase inhibitor or a pharmaceutically acceptable salt or prodrug thereof. This invention also describes methods for treating conditions associated with β-amyloid-associated toxicity in a mammal which comprises administering to the mammal an effective amount of a bafilomycin or concanamycin antibiotic or a pharmaceutically acceptable salt or prodrug thereof.

  本发明描述了治疗哺乳动物体内与β-淀粉样蛋白肽相关的病症（如阿尔茨海默病或唐氏综合征）的方法，其中包括向有需要的哺乳动物施用有效量的空泡腺三磷酸酶抑制剂衍生物或其药学上可接受的盐或原药。本发明还描述了治疗哺乳动物与β-淀粉样蛋白相关毒性有关的病症的方法，其中包括向哺乳动物施用有效量的巴佛霉素或金霉素抗生素或其药学上可接受的盐或原药。
• A new immunosuppressive pregnane glycoside from aqueous fraction of <i>Epigynum cochinchinensis</i>
  作者：Zong Wan、Yuan-Cheng Yao、Fei Gao、Sheng-Bao Cai、Afsar Khan、Tian-Rui Zhao、Xiao-Yan Yang、Jian Fan、Sheng-Yan Qian、Jian-Xin Cao、Gui-Guang Cheng

  DOI：10.1080/14786419.2017.1306702

  日期：2017.12.17

  Chemical investigation on the aqueous fraction of the stems of Epigynum cochinchinensis led to the isolation of a new pregnane glycoside named as epigycoside A (1) along with three known analogues (2-4). The structure of compound 1 was elucidated by means of spectroscopic techniques, including HRESIMS, and 1D and 2D NMR experiments. The immunosuppressive activity of 1 was evaluated by an in vitro model of concanavalin A-induced mice splenocytes proliferation. Compound 1 showed significant inhibitory activity in a dose-dependent manner, closer to the efficacy of positive control, dexamethasone, at a concentration of 50M.[GRAPHICS]