timosaponin BII-b | 60237-69-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: timosaponin BII-b
• 英文别名: (25S)-26-O-β-D-glucopyranosyl-5β-furostan-3β,22α,26-triol；(25S)-3,22-dihydroxy-5β-furost-3β,26-diol 3-O-β-D-galactopyranoside；Asparagoside B；(2R,3R,4S,5S,6R)-2-[(2S)-4-[(1R,2S,4S,6R,7S,8R,9S,12S,13S,16S,18R)-6,16-dihydroxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-6-yl]-2-methylbutoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• CAS: 60237-69-6
• 化学式: C₃₃H₅₆O₉
• 分子量: 596.802
• InChiKey: FBJYDOQUXQMQSS-TXUJEBAWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  42
• 可旋转键数：
  7
• 环数：
  6.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  149
• 氢给体数：
  6
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  timosaponin BIII 在 硫酸 、 水 作用下， 以 甲醇 为溶剂， 反应 7.0h， 以3.5%的产率得到timosaponin B-III-a
  参考文献：
  名称：

  两种新型人工甾体皂苷的结构解析

  摘要：

  两种新的甾体皂苷（timosaponin BIII-a，timosaponin BIII-b）与一种已知的甾体皂苷（timosaponin BII-b）是通过将timosaponin BIII进行稀酸水解而制备的。通过1D，2D NMR和TOF-MS光谱分析阐明了它们的结构。

  DOI：

  10.1016/j.cclet.2011.12.001

文献信息

• New Saponins from Timosaponin BIII by Acid Hydrolysis
  作者：Zhiyu Liu、Weixin Jiang、Bin Wu、Chenggang Huang

  DOI：10.14233/ajchem.2013.13428

  日期：——

  Timosaponin BIII (TBIII), a saponin isolated from the rhizome of Anemarrhena asphodeloides, exhibited potent antidepressive and anxiolytic activities in depressed mice. After administration of TBIII in rats, two main metabolites had been detected in the brain tissue, which had similar aglycone with TBIII and formed by elimination of two hexose moieties. In this study, we had hydrolyzed TBIII by some means and obtained 4 artificial steroidal saponins (three novel steroidal saponins: timosaponin BIII-a, timosaponin BIII-b, timosaponin BIII-c; and a known steroidal saponin: timosaponin BII-b) by the dilute-acid hydrolysis. Their structures were verified by means of mass spectrometry and nuclear magnetic resonance (NMR) spectral analyses.

  知母皂苷BIII（TBIII）是从知母根茎中分离得到的一种皂苷，在抑郁小鼠中表现出强效的抗抑郁和抗焦虑活性。在大鼠中给予TBIII后，在脑组织中检测到两种主要代谢物，它们与TBIII具有相似的苷元结构，并通过消除两个六碳糖部分形成。在本研究中，我们通过稀酸水解方法对TBIII进行了水解，并获得了4种人工合成甾体皂苷（三种新型甾体皂苷：知母皂苷BIII-a、知母皂苷BIII-b、知母皂苷BIII-c；以及一种已知的甾体皂苷：知母皂苷BII-b）。它们的结构通过质谱和核磁共振（NMR）光谱分析得到验证。
• Hydrolysis of timosaponin BII by the crude enzyme from<i>Aspergillus niger</i>AS 3.0739
  作者：Wen-Bin Zhou、Bing Feng、Hong-Zhi Huang、Ping Liu、He-Shui Yu、Yang Zhao、Yu-Juan Qin、Li-Ping Kang、Bai-Ping Ma

  DOI：10.1080/10286020.2010.510470

  日期：2010.11

  Timosaponin BII (1), a steroidal saponin showing potential anti-dementia activity, was regioselectively hydrolyzed into its deglycosyl derivatives by the crude enzyme from Aspergillus niger AS 3.0739. Three biotransformation products, timosaponin BII-a (2), timosaponin BII-b (3), and timosaponin BII-c (4), were purified and their structures were elucidated on the basis of 1D NMR, 2D NMR, FAB-MS, and HR-ESI-MS spectral data. Compounds 2 and 3 are new compounds.
• The structural elucidation of two new artificial steroidal saponins
  作者：Bin Wu、Zhi Yu Liu、Ming Song Fan、Zhao Lin Sun、Wei Xin Jiang、Cheng Gang Huang

  DOI：10.1016/j.cclet.2011.12.001

  日期：2012.3

  Two novel steroidal saponins (timosaponin BIII-a, timosaponin BIII-b) together with a known steroidal saponin (timosaponin BII-b) were prepared by the dilute acid hydrolysis of timosaponin BIII. Their structures were elucidated by means of 1D, 2D NMR and TOF-MS spectral analysis.

  两种新的甾体皂苷（timosaponin BIII-a，timosaponin BIII-b）与一种已知的甾体皂苷（timosaponin BII-b）是通过将timosaponin BIII进行稀酸水解而制备的。通过1D，2D NMR和TOF-MS光谱分析阐明了它们的结构。