7'-((1,4-dideoxy-1,4-imino-D-arabinitol)-4-N-ammonium)-7'-deoxy-D-perseitol-5'-sulfate | 1187861-04-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 7'-((1,4-dideoxy-1,4-imino-D-arabinitol)-4-N-ammonium)-7'-deoxy-D-perseitol-5'-sulfate
• 英文别名: (2R,3R,4R,5R,6S)-1-((2R,3R,4R)-3,4-dihydroxy-2-(hydroxymethyl)pyrrolidinium-1-yl)-2,4,5,6,7-pentahydroxyheptan-3-yl sulfate；[(2R,3R,4R,5R,6S)-1-[(2R,3R,4R)-3,4-dihydroxy-2-(hydroxymethyl)pyrrolidin-1-ium-1-yl]-2,4,5,6,7-pentahydroxyheptan-3-yl] sulfate
• CAS: 1187861-04-6
• 化学式: C₁₂H₂₅NO₁₂S
• 分子量: 407.396
• InChiKey: AVBFSHIGFAGQOM-HGOBXLMCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -7.8
• 重原子数：
  26
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  241
• 氢给体数：
  9
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  7'-((1,4-dideoxy-1,4-imino-D-arabinitol)-4-N-ammonium)-7'-deoxy-D-perseitol-5'-sulfate 在 盐酸 、 甲醇 作用下， 以 甲醇 为溶剂， 反应 3.5h， 以100%的产率得到7'-[(1,4-dideoxy-1,4-imino-D-arabinitol)-4-N-ammonium]-7'-deoxy-D-perseitol chloride
  参考文献：
  名称：

  [EN] SALACINOL AND PONKORANOL HOMOLOGUES, DERIVATIVES THEREOF, AND METHODS OF SYNTHESIZING SAME
  [FR] HOMOLOGUES DE SALACINOL ET DE PONKORANOL, LEURS DÉRIVÉS, ET LEURS PROCÉDÉS DE SYNTHÈSE

  摘要：

  Salacinol和ponkoranol同源物，其衍生物以及合成和使用该同源物和衍生物的方法。这些衍生物包括立体异构体，去除O-磺酸化化合物和天然同源物的同系物。其中一些衍生物在与从Salacia reticulata中分离的天然同源物相比具有增强的葡萄糖苷酶抑制生物活性。

  公开号：

  WO2011066653A1
• 作为产物：
  描述：

  在 水 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以80%的产率得到7'-((1,4-dideoxy-1,4-imino-D-arabinitol)-4-N-ammonium)-7'-deoxy-D-perseitol-5'-sulfate
  参考文献：
  名称：

  [EN] SALACINOL AND PONKORANOL HOMOLOGUES, DERIVATIVES THEREOF, AND METHODS OF SYNTHESIZING SAME
  [FR] HOMOLOGUES DE SALACINOL ET DE PONKORANOL, LEURS DÉRIVÉS, ET LEURS PROCÉDÉS DE SYNTHÈSE

  摘要：

  Salacinol和ponkoranol同源物，其衍生物以及合成和使用该同源物和衍生物的方法。这些衍生物包括立体异构体，去除O-磺酸化化合物和天然同源物的同系物。其中一些衍生物在与从Salacia reticulata中分离的天然同源物相比具有增强的葡萄糖苷酶抑制生物活性。

  公开号：

  WO2011066653A1

文献信息

• [EN] SALACINOL AND PONKORANOL HOMOLOGUES, DERIVATIVES THEREOF, AND METHODS OF SYNTHESIZING SAME<br/>[FR] HOMOLOGUES DE SALACINOL ET DE PONKORANOL, LEURS DÉRIVÉS, ET LEURS PROCÉDÉS DE SYNTHÈSE
  申请人：UNIV FRASER SIMON

  公开号：WO2011066653A1

  公开（公告）日：2011-06-09

  Salacinol and ponkoranol homologues, derivatives thereof and methods of synthesizing and using said homologies and derivatives. The derivatives include stereoisomers, de-O-sulfonated compounds and congeners of the naturally occurring homologues. Some of the derivatives exhibit enhanced glucosidase inhibitory bioactivity in comparison to the naturally occurring compounds which have been isolated from salacia reticulata.

  Salacinol和ponkoranol同源物，其衍生物以及合成和使用该同源物和衍生物的方法。这些衍生物包括立体异构体，去除O-磺酸化化合物和天然同源物的同系物。其中一些衍生物在与从Salacia reticulata中分离的天然同源物相比具有增强的葡萄糖苷酶抑制生物活性。
• METHODS FOR SYNTHESIZING KOTALANOL AND STEREOISOMERS AND ANALOGUES THEREOF, AND NOVEL COMPOUNDS PRODUCED THEREBY
  申请人：Pinto Brian Mario

  公开号：US20110268822A1

  公开（公告）日：2011-11-03

  Compounds having the general formula (I): wherein X is S, Se or NH, and stereoisomers thereof, and de-O-sulfonated analogues of all of the foregoing, but excluding naturally occurring kotalanol and de-O-sulfonated kotalanol, and methods for synthesizing same. The compounds are useful as glycosidase inhibitors, and may be used in the treatment of diabetes. The synthetic compounds may also be used as standards in the calibration or grading of natural or herbal remedies produced from natural sources of glycosidase inhibitors such as kotalanol.
• SALACINOL AND PONKORANOL HOMOLOGUES, DERIVATIVES THEREOF, AND METHODS OF SYNTHESIZING SAME
  申请人：Pinto Brian Mario

  公开号：US20130109735A1

  公开（公告）日：2013-05-02

  Salacinol and ponkoranol homologues, derivatives thereof and methods of synthesizing and using said homologies and derivatives. The derivatives include stereoisomers, de-O-sulfonated compounds and congeners of the naturally occurring homologues. Some of the derivatives exhibit enhanced glucosidase inhibitory bioactivity in comparison to the naturally occurring compounds which have been isolated from Salacia reticulata.
• Synthesis and Biological Evaluation of Heteroanalogues of Kotalanol and De-<i>O</i>-Sulfonated Kotalanol
  作者：Sankar Mohan、Kumarasamy Jayakanthan、Ravindranath Nasi、Douglas A. Kuntz、David R. Rose、B. Mario Pinto

  DOI：10.1021/ol100080m

  日期：2010.3.5

  The synthesis of nitrogen and selenium analogues of kotalanol and de-O-sulfonated kotalanol, naturally occurring sulfonium-ion glucosidase inhibitors isolated from Salacia reticulata, and their evaluation as glucosidase inhibitors against the N-terminal catalytic domain of human maltase glucoamylase (ntMGAM) are described.