methyl 2,4-di-O-(p-bromobenzoyl)-3-O-methyl-α-D-quinovopyranoside | 93677-47-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 2,4-di-O-(p-bromobenzoyl)-3-O-methyl-α-D-quinovopyranoside
• CAS: 93677-47-5
• 化学式: C₂₂H₂₂Br₂O₇
• 分子量: 558.22
• InChiKey: QZZQVAKVZVQFAC-GVMOCITRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.37
• 重原子数：
  31.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  80.29
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为产物：
  描述：

  甲醇 、 disodium (20R,24S)-6α-O-[3-O-methyl-β-D-quinovopyranosyl-(1->2)-β-D-xylopyranosyl-(1->3)-β-D-glucopyranosyl]-5α-cholest-9(11)-en-3β,24-diyl disulfate 、 4-溴苯甲酰氯 在 盐酸 、 吡啶 、 4-二甲氨基吡啶 作用下， 反应 4.0h， 生成 methyl 2,4-di-O-(p-bromobenzoyl)-3-O-methyl-α-D-quinovopyranoside
  参考文献：
  名称：

  Cytotoxic Asterosaponins Capable of Promoting Polymerization of Tubulin from the Starfish Culcita novaeguineae

  摘要：

  Four new asterosaponins, novaeguinosides A (1), B (2), C (3), and D (4), were isolated from the bioactive fraction of the starfish Culcita novaeguineae, as active compounds capable of promoting polymerization of tubulin. Their structures were elucidated by extensive spectroscopic studies and chemical evidence. Compounds I and 3 are characterized by sulfated side chains not previously found in asterosaponins, and 1 is the first example of a trisulfated asterosaponin. In the side chains of 2 and 4, the 26-carboxylic acid function is found as an amide derivative of taurine, which is a rare feature and first encountered among asterosaponins. All the asterosaponins showed cytotoxicity against two human tumor cell lines.

  DOI：

  10.1021/np8004858

文献信息

• Bruno, Ines; Minale, Luigi; Pizza, Cosimo, Journal of the Chemical Society. Perkin transactions I, 1984, # 8, p. 1875 - 1883
  作者：Bruno, Ines、Minale, Luigi、Pizza, Cosimo、Zollo, Franco、Riccio, Raffaele、Mellon, Francis M.

  DOI：——

  日期：——