戈米辛O | 72960-22-6

• 物质功能分类: 生物化工 - 提取物 - 植物提取物
• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 单宁
• 中文名称: 戈米辛O
• 英文名称: 6-epi-gomisin O
• 英文别名: isogomisin O；gomisin O
• CAS: 72960-22-6
• 化学式: C₂₃H₂₈O₇
• 分子量: 416.5
• InChiKey: GWDFJIBHVSYXQL-SYTFOFBDSA-N

物化性质

• 沸点：
  575.6±50.0 °C(Predicted)
• 密度：
  1.204±0.06 g/cm3(Predicted)
• 溶解度：
  溶于氯仿、二氯甲烷、乙酸乙酯、DMSO、丙酮等。

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  30
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  75.6
• 氢给体数：
  1
• 氢受体数：
  7

制备方法与用途

生物活性方面，Gomisin O是从五味子（Schizandra chinensis）的果实中分离得到的。

文献信息

• Asymmetric Total Synthesis of Dibenzocyclooctadiene Lignan Natural Products
  作者：Robert S. Coleman、Srinivas Reddy Gurrala、Soumya Mitra、Amresh Raao

  DOI：10.1021/jo051525i

  日期：2005.10.1

  Full details of the asymmetric total syntheses of the dibenzocyclooctadiene lignans interiotherin A, angeloylgomisin R, gomisin O, and gomisin E (epigomisin O) are presented. The syntheses were based on a unified synthetic strategy involving a novel crotylation using the Leighton auxiliary that occurred with excellent asymmetric induction (>98:2 enantiomeric ratio), a diastereoselective hydroboration/Suzuki−Miyaura

  介绍了二苯并环辛二烯木脂素interotherotherin A，当归基gomisin R，gomisin O和gomisin E（epigomisin O）的不对称总合成的全部细节。合成基于统一的合成策略，该策略涉及使用Leighton助剂进行新的丁酰化，并具有出色的不对称诱导（> 98：2对映体比率），非对映选择性硼氢化/ Suzuki-Miyaura偶联反应序列以及对映非对映选择性联芳基铜酸酯偶联，其中发生了全部（> 20：1）立体声控制。从简单的芳香族前体分六步到八步完成了合成。
• Ikeya, Yukinobu; Ookawa, Noriyuki; Taguchi, Heihachiro, Chemical and pharmaceutical bulletin, 1982, vol. 30, # 9, p. 3202 - 3206
  作者：Ikeya, Yukinobu、Ookawa, Noriyuki、Taguchi, Heihachiro、Yosioka, Itiro

  DOI：——

  日期：——
• IKEYA, YUKINOBU;SUGAMA, KO;OKADA, MINORU;MITSUHASHI, HIROSHI, PHYTOCHEMISTRY, 30,(1991) N, C. 975-980
  作者：IKEYA, YUKINOBU、SUGAMA, KO、OKADA, MINORU、MITSUHASHI, HIROSHI

  DOI：——

  日期：——
• RADIOSENSITIZER COMPOSITIONS COMPRISING SCHISANDRA CHINENSIS(TURCZ.)BAILL AND METHODS FOR USE
  申请人：LAI I Cheng

  公开号：US20110124741A1

  公开（公告）日：2011-05-26

  The present invention provides a method of potentiating radiation therapy for treatment of a cancer or tumor comprising administrating to a subject in need thereof a therapeutically effective amount of a radiosensitizer in combination of a radiation therapy to a locus of the cancer or tumor, wherein the radiosensitizer is an extract of Schisandra chinensis (Turcz.) Baill, or the active ingredient isolated therefrom, particularly Schisandrin B.
• SCHISANDRAE FRUCTUS EXTRACTS FOR INHIBITION OR PREVENTION OF H1N1 INFLUENZA VIRUS INFECTION AND ITS APPLICATION THEREOF
  申请人：CHANG WEN-LIANG

  公开号：US20120189719A1

  公开（公告）日：2012-07-26

  Disclosed are an Schisandrae fructus extract for inhibition or prevention of influenza and its application, wherein the Schisandrae fructus extract is obtained by water, methanol, or ethanol extraction process and the extract comprises compounds such as schisandrone, benzoylgomisin P, wulignan A1, epigomisin O, epiwulignan A1, and tigloylgomisin P. The extracts and purified compounds of Schisandrae fructus has anti-influenza virus H1N1 and H1N1-TR (a Tamiflu drug resistant virus strain) activities, therefore the extracts and the purified compounds of Schisandrae fructus can be applied as an inhitibory agent of a pharmaceutical composition for treatment or prevention agent for influenza infection.