β-thevetose | 1932017-37-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: β-thevetose
• 英文别名: β-D-thevetose；β-D-thevetopyranose；beta-D-Thevetose；(2R,3R,4S,5R,6R)-4-methoxy-6-methyloxane-2,3,5-triol
• CAS: 1932017-37-2
• 化学式: C₇H₁₄O₅
• 分子量: 178.185
• InChiKey: OEKPKBBXXDGXNB-BNWJMWRWSA-N

物化性质

• 沸点：
  328.1±42.0 °C(Predicted)
• 密度：
  1.32±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.6
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  79.2
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  caudatin-3-O-β-D-thevetopyranosyl-(1→4)-β-D-cymaropyranosyl-(1→4)-β-D-digitoxopyranoside 在 硫酸 作用下， 以 甲醇 、 水 为溶剂， 反应 2.0h， 生成 caudatin 、 β-thevetose
  参考文献：
  名称：

  Cytotoxicity of pregnane glycosides of Cynanchum otophyllum

  摘要：

  Fourteen new pregnane glycosides, including nine caudatin glycosides (1-9), three qinyangshengenin glycosides (10-12), one kidjoranin glycosides (13) and one gagaminin glycosides (14), along with twelve known analogs (15-26) were isolated from roots of Cynanchum otophyllum Schneid. Their structures were deduced by detailed analysis of 1D and 2D NMR spectra, as well as HRESIMS. In this study, all pregnane glycosides obtained (1-26) were evaluated for their cytotoxic activities using three cancer cell lines (HepG2, Hela, U251). As results, except 6 and 10, other twenty-four pregnane glycosides showed cytotoxicities at different degrees against three cell lines. (C) 2015 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2015.08.010

文献信息

• [EN] HELLEBRIN DERIVATIVES<br/>[FR] DÉRIVÉS D'HELLEBORINE
  申请人：UNIBIOSCREEN SA

  公开号：WO2009033505A1

  公开（公告）日：2009-03-19

  The present invention relates to new cardiotonic steroids and their use in the treatment of cancer, in particular to compounds of Formula (I), stereoisomers, tautomers, racemates, prodrugs, metabolites, or a pharmaceutically acceptable salts, hydrates, or solvates thereof, wherein R1, R2, R3, R4, and R5 have the same meaning as that defined in the claims. The present invention also relates to compositions, in particular pharmaceuticals, comprising such compounds, and to uses of such compounds in the treatment and prophylaxis of cancer.

  本发明涉及新的心脏强效甾体类化合物及其在癌症治疗中的应用，特别是涉及式（I）的化合物、立体异构体、互变异构体、外消旋体、前药、代谢物或药物可接受的盐、水合物或溶剂化物，其中R1、R2、R3、R4和R5的含义与所述权利要求所定义的相同。本发明还涉及包含此类化合物的组合物，特别是制药组合物，以及在癌症治疗和预防中使用此类化合物的方法。
• Bioactive C₂₁ Steroidal Glycosides from the Roots of <i>Cynanchum otophyllum</i> That Suppress the Seizure-like Locomotor Activity of Zebrafish Caused by Pentylenetetrazole
  作者：Jin-Long Li、Juan Zhou、Zhen-Hua Chen、Sheng-Ya Guo、Chun-Qi Li、Wei-Min Zhao

  DOI：10.1021/np501058b

  日期：2015.7.24

  Six new C-21 steroidal glycosides, cynotophyllosides A-F (1-6), together with 16 known compounds, were isolated from the roots of Cynanchum otophyllum. The structures of the new compounds were elucidated by spectroscopic analysis and chemical methods. The three major components, otophylloside F (15), otophylloside B (17), and rostratamine 3-O-beta-D-oleandropyranosyl-(1 beta-D-oleandropyranosyl-(1 -> 4)-beta-D-cymaropyranosyl (1 -> 4)-beta-D-cymaropyranoside), suppressed the seizure-like locomotor activity caused by pentylenetetrazole in zebrafish. Preliminary structure-activity relation studies revealed that a pregnene skeleton with a C-12 ester group (ikemaoyl > cinnamoyl > hydroxy > p-hydroxybenzoyl) and a C-3 sugar chain consisting of three 2,6-dideoxysaccharide units is essential for this suppressive activity.