lapachol-1,4-di-O-β-D-glucopyranoside

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: lapachol-1,4-di-O-β-D-glucopyranoside
• 英文别名: (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[3-hydroxy-2-(3-methylbut-2-enyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxynaphthalen-1-yl]oxyoxane-3,4,5-triol
• 化学式: C₂₇H₃₆O₁₃
• 分子量: 568.575
• InChiKey: CSQAGHSISJPGCD-GIKBFHJQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  40
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  219
• 氢给体数：
  9
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  lapachol-1,4-di-O-β-D-glucopyranoside 在 β-cellulase 、 水 作用下， 反应 48.0h， 以25.2 mg的产率得到黄钟花醌
  参考文献：
  名称：

  Cytotoxic Germacrane-Type Sesquiterpenes, Pimarane-Type Diterpenes, and a Naphthalene Derivative from Wollastonia biflora

  摘要：

  Phytochemical investigation of the whole plants of Wollastonia biflora led to the isolation and identification of three new germacrane-type sesquiterpenes (1-3), two new pimarane-type diterpenes (4-5), and a new naphthalene glycoside (6), along with 11 known compounds. Their structures were characterized on the basis of spectroscopic analyses and chemical methods. Compounds 1, 2, and 3 showed significant cytotoxic activity against the growth of hepatocellular carcinoma BEL-7402 cells in vitro.

  DOI：

  10.1021/np060515p

文献信息

• Cytotoxic Germacrane-Type Sesquiterpenes, Pimarane-Type Diterpenes, and a Naphthalene Derivative from <i>Wollastonia </i><i>biflora</i>
  作者：Wenliang Chen、Weidong Tang、Rujun Zhang、Liguang Lou、Weimin Zhao

  DOI：10.1021/np060515p

  日期：2007.4.1

  Phytochemical investigation of the whole plants of Wollastonia biflora led to the isolation and identification of three new germacrane-type sesquiterpenes (1-3), two new pimarane-type diterpenes (4-5), and a new naphthalene glycoside (6), along with 11 known compounds. Their structures were characterized on the basis of spectroscopic analyses and chemical methods. Compounds 1, 2, and 3 showed significant cytotoxic activity against the growth of hepatocellular carcinoma BEL-7402 cells in vitro.