1,2,3,4-tetra-O-trimethylsilyl-L-arabinopyranose

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,2,3,4-tetra-O-trimethylsilyl-L-arabinopyranose
• 英文别名: Tetra--L-arabinose；trimethyl-[(3R,4S,5S)-2,3,5-tris(trimethylsilyloxy)oxan-4-yl]oxysilane
• 化学式: C₁₇H₄₂O₅Si₄
• 分子量: 438.859
• InChiKey: KEOUSSOURMHEKN-PMRDEQMMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.85
• 重原子数：
  26.0
• 可旋转键数：
  8.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  46.15
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  1,2,3,4-tetra-O-trimethylsilyl-L-arabinopyranose 在 碘代三甲硅烷 作用下， 以 二氯甲烷 为溶剂， 反应 0.33h， 生成
  参考文献：
  名称：

  设计和合成可作为潜在的IFN诱导剂的DNA嵌入9-荧光-β-O-糖苷以及抗病毒剂和细胞抑制剂。

  摘要：

  新型9-芴-β-O-糖苷被设计为与抗病毒替罗龙和抗癌蒽环类化合物具有结构相关性的DNA嵌入剂，其β-端基异构体的收率范围在25％至63％之间。已针对它们针对HSV-1和HSV-2病毒的抗增殖，免疫刺激和抗病毒特性进行了筛选。对HSV-2表现出显着抗病毒活性的化合物被乙酰化1，并被去保护6个9-芴基-Od-阿拉伯吡喃糖，而9-芴基-Od-吡喃葡萄糖3对HSV-1复制最有效，其次为1和6。这些化合物的性质已经通过分子建模技术进行了评估。

  DOI：

  10.1016/j.bmc.2003.12.034
• 作为产物：
  描述：

  三甲基氯硅烷 、 L-(+)-arabinose 在 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 1,2,3,4-tetra-O-trimethylsilyl-L-arabinopyranose
  参考文献：
  名称：

  设计和合成可作为潜在的IFN诱导剂的DNA嵌入9-荧光-β-O-糖苷以及抗病毒剂和细胞抑制剂。

  摘要：

  新型9-芴-β-O-糖苷被设计为与抗病毒替罗龙和抗癌蒽环类化合物具有结构相关性的DNA嵌入剂，其β-端基异构体的收率范围在25％至63％之间。已针对它们针对HSV-1和HSV-2病毒的抗增殖，免疫刺激和抗病毒特性进行了筛选。对HSV-2表现出显着抗病毒活性的化合物被乙酰化1，并被去保护6个9-芴基-Od-阿拉伯吡喃糖，而9-芴基-Od-吡喃葡萄糖3对HSV-1复制最有效，其次为1和6。这些化合物的性质已经通过分子建模技术进行了评估。

  DOI：

  10.1016/j.bmc.2003.12.034

文献信息

• A new triterpenoid saponin from<i>Gynostemma pentaphyllum</i>
  作者：Lin Shi、Xian-Jun Meng、Jia-Qing Cao、Yu-Qing Zhao

  DOI：10.1080/14786419.2011.599807

  日期：2012.8.1

  A new dammarane-type triterpene saponin was isolated from the aerial parts of Gynostemma pentaphyllum (Thunb.) Makino. Its structural elucidation was accomplished mainly on the basis of the interpretation of spectroscopic data, such as IR, HR–TOF–MS and NMR. Its cytotoxic activity was evaluated against one human cancer cell line HL-60 using MTT assay.

  从绞股蓝（Gynostemma pentaphyllum（Thunb。）Makino）的地上部分分离出一种新的达玛烷型三萜皂苷。它的结构阐明主要是基于对光谱数据（例如IR，HR–TOF–MS和NMR）的解释。使用MTT测定法评估了其对一种人癌细胞系HL-60的细胞毒性活性。
• Trifasciatosides A–J, Steroidal Saponins from &lt;i&gt;Sansevieria trifasciata&lt;/i&gt;
  作者：Rémy Bertrand Teponno、Chiaki Tanaka、Bai Jie、Léon Azefack Tapondjou、Tomofumi Miyamoto

  DOI：10.1248/cpb.c16-00337

  日期：——

  of previously undescribed steroidal saponins, trifasciatosides E-J (5a, b-7a, b) including acetylated ones, together with twelve known compounds were isolated from the n-butanol soluble fraction of the methanol extract of Sansevieria trifasciata. Their structures were elucidated on the basis of detailed spectroscopic analysis, including (1)H-NMR, (13)C-NMR, (1)H-(1)H correlated spectroscopy (COSY), heteronuclear

  从正丁醇可溶物中分离出四种先前未报告的甾体皂苷，曲霉皂苷AD（1-4），三对先前未描述的甾体皂苷，曲霉皂苷EJ（5a，b-7a，b）（包括乙酰基化合物）以及十二种已知化合物。虎尾草的甲醇提取物的一部分。在详细的光谱分析的基础上阐明了它们的结构，包括（1）H-NMR，（13）C-NMR，（1）H-（1）H相关光谱（COSY），异核单量子相干（HSQC），异核多键连接（HMBC），总相关光谱（TOCSY），核Overhauser增强和交换光谱（NOESY），电喷雾电离飞行时间（ESI-TOF）-MS和化学方法。化合物2、4和7a，b对HeLa细胞表现出中等的抗增殖活性。
• Cytotoxic protobassic acid glycosides from Planchonella obovata leaf
  作者：Hsin-Yi Chen、Jih-Hwa Guh、She-Hung Chan、Shoei-Sheng Lee

  DOI：10.1016/j.phytol.2015.01.005

  日期：2015.3

  Four triterpenoid glycosides, possessing protobassic acid as common aglycon, together with 16 known compounds were isolated from the leaves of Planchonella obovata. They are 6 beta-hydroxy-conyzasaponin G (2), 3 '''-O-de-beta-D-apiofuranosylisoarganin F (3), isoarganin F (4), and 6 beta-hydroxy-conyzasaponin N (5). The structures of these glycosides were elucidated based on spectroscopic analysis, in particular using 1D TOCSY to confirm the H-1 NMR assignment of each sugar residue. The absolute configuration of each monosaccharide in the glycon part was determined by GC-FID. Compound 5, Mi-saponin A (8), and ursolic acid (10) showed moderate inhibitory activities against HL-60 leukemia cell line with the IC50 values of 16.88, 15.50, and 12.68 mu M, respectively. (C) 2015 Phytochemical Society of Europe. Published by Elsevier B.V. All rights reserved.
• Furostanol saponins from the seeds of Allium cepa L.
  作者：Chuang-Jun Li、Ling Yuan、Teng-Fei Ji、Jian-Bo Yang、Ai-Guo Wang、Ya-Lun Su

  DOI：10.1016/j.fitote.2014.08.022

  日期：2014.12

  Allium cepa L. is one of the most widely cultivated and used plants. In addition to its bulb (onion), which is used as food in many cultures, the seeds of A. cepa L. are used as a traditional herbal medicine by the Uygur nationality in China to treat diarrhea and promote blood flow. In a bioactivity-screening, the ethanol extract of seeds of A. cepa L. showed inhibitory effects on protein tyrosine phosphatase 1B (PTP1B) enzyme, with 81.1% inhibition. Phytochemical investigation of the ethanol extract of red onion (Allium cepa L.) seeds led to the isolation of eight new furostanol saponins, named ceparosides E-L (1-8). Their structures were established using 1D and 2D NMR spectroscopy, mass spectrometry and chemical methods. Compounds 1-8 were screened for inhibitory effects on the PTP1B enzyme and cytotoxic activity against five human cells, including HCT-8, Bel-7402, BGC-823, A549 and A2780, but all were found to be inactive. (C) 2014 Elsevier B.V. All rights reserved.
• Design and synthesis of DNA-intercalating 9-fluoren-β-O-glycosides as potential IFN-inducers, and antiviral and cytostatic agents
  作者：S Alcaro、A Arena、S Neri、R Ottanà、F Ortuso、B Pavone、M.G Vigorita

  DOI：10.1016/j.bmc.2003.12.034

  日期：2004.4

  ides, designed as DNA-intercalating agents in structural correlation with antiviral tilorone and anticancer anthracyclines, have been prepared with yields in beta-anomers ranging between 25 and 63%. They have been screened for antiproliferative, immunostimulating and antiviral properties against HSV-1 and HSV-2 viruses. Compounds displaying significant antiviral activity against HSV-2 are acetylated

  新型9-芴-β-O-糖苷被设计为与抗病毒替罗龙和抗癌蒽环类化合物具有结构相关性的DNA嵌入剂，其β-端基异构体的收率范围在25％至63％之间。已针对它们针对HSV-1和HSV-2病毒的抗增殖，免疫刺激和抗病毒特性进行了筛选。对HSV-2表现出显着抗病毒活性的化合物被乙酰化1，并被去保护6个9-芴基-Od-阿拉伯吡喃糖，而9-芴基-Od-吡喃葡萄糖3对HSV-1复制最有效，其次为1和6。这些化合物的性质已经通过分子建模技术进行了评估。