(-)-semiglabrin | 51787-32-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: (-)-semiglabrin
• 英文别名: [(12R,15S,16S)-14,14-dimethyl-6-oxo-4-phenyl-3,11,13-trioxatetracyclo[8.6.0.02,7.012,16]hexadeca-1(10),2(7),4,8-tetraen-15-yl] acetate
• CAS: 51787-32-7
• 化学式: C₂₃H₂₀O₆
• 分子量: 392.408
• InChiKey: XTIQPKJOGKMOSY-ILWGZMRPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  29
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (-)-semiglabrin 在 氢氧化钾 作用下， 反应 24.0h， 以15 mg的产率得到semiglabrinol
  参考文献：
  名称：

  来自埃及 Tephrosia apollinea 根的异戊二烯化黄酮类化合物——晶体结构分析

  摘要：

  三种复杂的 7-氧化 8-异戊二烯黄酮、(-)-semiglabrin 和 (-)-pseudosemiglabrin，它们是非对映异构体，以及 lanceolatin A 已从生长在埃及南部的 Tephrosia apollinea (Del.) Link (Leguminosae) 的根中分离出来，连同两种植物甾醇，豆甾醇和谷甾醇。分离化合物的结构已通过物理和几种光谱方法阐明，包括 UV、IR、1H、13C NMR、DEPT、2D 1H-1H COSY、HSQC、HMBC 实验和高分辨率质谱 (HR-MS) ，以及一些化学转化。(-)-semiglabrin 和 lanceolatin A 结构的立体化学已通过 X 射线晶体结构分析得到证实。分离出的化合物的抗癌特性未显示其引发、促进、和癌变的进展阶段。此外，讨论了根乙醇提取物的体外抗菌活性

  DOI：

  10.1515/znb-2005-0418

文献信息

• The major flavonoids of the seed of Tephrosia apollinea
  作者：Peter G. Waterman、Sami A. Khalid

  DOI：10.1016/0031-9422(80)85137-5

  日期：——

  isolated from the seeds of Tephrosia apollinea and identified as the diastereoisomers (−)-semiglabrin and (−)-pseudosemiglabrin, (+)-glabratephrin, (+)-glabratephrinol, appollinine (7-methoxy-8-[3″-(2″,5″-dihydro-5″,5″-dimethyl-2″-oxofuryl)]-flavone and lanceolatin-A. The use of 13C NMR in the structure elucidation of flavones of this type is discussed. The potential chemotaxonomic value of Tephrosia flavones

  摘要 共分离出 6 种复杂的 7-氧化 8-异戊二烯黄酮，分别为非对映异构体 (-)-semiglabrin 和 (-)-pseudosemiglabrin、(+)-glabratephrin、(+)-glabratephrinol , appollinine (7-methoxy-8-[3″-(2″,5″-dihydro-5″,5″-dimethyl-2″-oxofuryl)]-flavone and lanceolatin-A。13C NMR在讨论了该类型黄酮的结构解析，并探讨了从 T. apollinea 中分离的该类型的 Tephrosia 黄酮的潜在化学分类学价值。
• VIRAL TRAPPERS
  申请人：KATRAGADDA BHASKARA RAO

  公开号：US20150174185A1

  公开（公告）日：2015-06-25

  Viral trappers is our invention consisting of an extract of tephrosia Purpurea axial parts supplemented with immuno boosters such as chromium and zinc. Viral trappers is a very effective tool to fight intractable HIV/AIDS. Viral trappers is also an effective curative for several other viral diseases such as common cold, cold sores, hepatitis B and other opportunistic infections. The mechanism of action of viral trappers is not known but may involve compounds like pseudo semi glabrin-semi (-) glabrinal, and semiglabrin. Viral trappers from Tephrosia Purpurea extracts therefore, contain powerful antiviral compounds or morphological structures which are also very effective against several other ailments. Patients with HIV/AIDS recovered completely to normal, good health and productive lives even after 10 years. Therefore we are seeking an international patent for Viral trappers. The axial parts of Tephrosia Purpurea were dried and extracted with water and filtered (coarse). This was then supplemented with other ingredients, preparing pharmaceutical dosage forms.
• [EN] VIRAL TRAPPERS<br/>[FR] PIÈGES À VIRUS
  申请人：KATRAGADDA BHASKARA RAO

  公开号：WO2014013503A1

  公开（公告）日：2014-01-23

  Viral trappers is our invention consisting of an extract of tephrosia Purpurea arial parts supplemented with immuno boosters such as chromium and zinc. Viral trappers is a very effective tool to fight intractable HIV/AIDS. Viral trappers is also an effective curative for several other viral diseases such as common cold, cold sores, hepatitis B and other opportunistic infections. The mechanism of action of viral trappers is not known but may involve compounds like pseudo semi glabrin, semi glabrinal, and semiglabrin. Viral trappers from Tephrosia Purpurea extracts therefore, contain powerful antiviral compounds or morphological structures which are also very effective against several other ailments. Patients with HIV/AIDS recovered completely to normal, good health and productive lives even after 10 years. Therefore we are seeking an "international patent for Viral trappers. The arial parts of Tephrosia Purpurea were dried and extracted with water and filtered (coarse). This was then supplemented with other ingredients, preparing pharmaceutical dosage forms.
• Prenylated Flavonoids from the Root of Egyptian Tephrosia apollinea – Crystal Structure Analysis
  作者：Ahmad M. Abou-Douh、Chihiro Ito、Rubén A. Toscano、Nariman Y. El-Baga、Ezz El-Din A. El-Khrisy、Hiroshi Furukawa

  DOI：10.1515/znb-2005-0418

  日期：2005.4.1

  Three complex 7-oxygenated-8-prenylflavones, (-)-semiglabrin and (-)-pseudosemiglabrin, which are diastereoisomers, and lanceolatin A have been isolated from the root of Tephrosia apollinea (Del.) Link (Leguminosae) growing in Southern Egypt, together with two phytosterols, stigmasterol and sitosterol. The structures of the isolated compounds have been elucidated by means of physical and several spectroscopic

  三种复杂的 7-氧化 8-异戊二烯黄酮、(-)-semiglabrin 和 (-)-pseudosemiglabrin，它们是非对映异构体，以及 lanceolatin A 已从生长在埃及南部的 Tephrosia apollinea (Del.) Link (Leguminosae) 的根中分离出来，连同两种植物甾醇，豆甾醇和谷甾醇。分离化合物的结构已通过物理和几种光谱方法阐明，包括 UV、IR、1H、13C NMR、DEPT、2D 1H-1H COSY、HSQC、HMBC 实验和高分辨率质谱 (HR-MS) ，以及一些化学转化。(-)-semiglabrin 和 lanceolatin A 结构的立体化学已通过 X 射线晶体结构分析得到证实。分离出的化合物的抗癌特性未显示其引发、促进、和癌变的进展阶段。此外，讨论了根乙醇提取物的体外抗菌活性