(+/-)-N,N-digeranylsalsolinol trifluoroacetate | 1148049-47-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四氢异喹啉
• 英文名称: (+/-)-N,N-digeranylsalsolinol trifluoroacetate
• 英文别名: 2,2-bis[(2E)-3,7-dimethylocta-2,6-dienyl]-1-methyl-3,4-dihydro-1H-isoquinolin-2-ium-6,7-diol;2,2,2-trifluoroacetate
• CAS: 1148049-47-1
• 化学式: C₂F₃O₂*C₃₀H₄₆NO₂
• 分子量: 565.717
• InChiKey: LGDVYEWSQAMKIH-KVUHSHOZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.22
• 重原子数：
  40
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  80.6
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  香叶基溴 、 1,2,3,4-四氢-1-甲基-6,7-异喹啉二醇 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 以12.6%的产率得到(+/-)-N,N-digeranylsalsolinol trifluoroacetate
  参考文献：
  名称：

  Geranyl Derivatives of Salsolinol Show Increased Biological Activities

  摘要：

  Salsolinol and its N- and N,N-geranylated derivatives were tested for antimicrobial, cytotoxic, anti-oxidant, and anti-HIV activities, as well as inhibitory activity against Epstein-Barr virus early antigen (EBV-EA) activation induced by 12-0-tetradecanoylphorbol-13-acetate (TPA) in Raji cells. N,N-Geranylation increased potency in three different assays, antimicrobial, cytotoxic, and EBV-EA, while N-geranylation increased potency to a lesser extent in these same assays. N,N-Geranylated salsolinol was significantly active in all assays, except anti-HIV, and may be useful as a lead compound for developing potential chemotherapeutic agents.

  DOI：

  10.3987/com-08-s(f)64

文献信息

• Geranyl Derivatives of Isoquinoline Alkaloids Show Increased Biological Activities
  作者：Kinuko Iwasa、Yumi Nishiyama、Suguru Okada、Sousuke Takeuchi、Masataka Moriyasu、Miyoko Kamigauchi、Junko Koyama、Atsuko Takeuchi、Harukuni Tokuda、Hye-Sook Kim、Yusuke Wataya、Kazuyoshi Takeda、Yi-Nan Liu、Pei-Chi Wu、Kenneth F. Bastow、Toshiyuki Akiyama、Kuo-Hsiung Lee

  DOI：10.3987/com-10-11912

  日期：——

  Three types of isoquinoline alkaloids were tested for antimicrobial, cytotoxic, anti-malarial, anti-oxidant, and anti-HIV activities, as well as inhibitory activity against Epstein-Barr virus early antigen (EBV-EA) activation induced by 12-O-tetradecanoylphorbol-13-acetate (TPA) in Raji cells. N- or O-Geranylation contributed to increased potency in four types of activities except anti-HIV and anti-oxidant. Some types of alkaloids may be useful as lead compounds for developing potential chemotherapeutic agents. N,N-Geranylated salsolinol was significantly active in three different assays, antimicrobial, cytotoxic, and EBV-EA, and may be a most useful compound.
• Geranyl Derivatives of Salsolinol Show Increased Biological Activities
  作者：Kinuko Iwasa、Suguru Okada、Yumi Nishiyama、Sousuke Takeuchi、Masataka Moriyasu、Chisato Tode、Makiko Sugiura、Atsuko Takeuchi、Harukuni Tokuda、Kazuyoshi Takeda、Kenneth F. Bastow、Toshiyuki Akiyama、Kuo-Hsiung Lee、Yi-Nan Liu、Pei-Chi Wu

  DOI：10.3987/com-08-s(f)64

  日期：——

  Salsolinol and its N- and N,N-geranylated derivatives were tested for antimicrobial, cytotoxic, anti-oxidant, and anti-HIV activities, as well as inhibitory activity against Epstein-Barr virus early antigen (EBV-EA) activation induced by 12-0-tetradecanoylphorbol-13-acetate (TPA) in Raji cells. N,N-Geranylation increased potency in three different assays, antimicrobial, cytotoxic, and EBV-EA, while N-geranylation increased potency to a lesser extent in these same assays. N,N-Geranylated salsolinol was significantly active in all assays, except anti-HIV, and may be useful as a lead compound for developing potential chemotherapeutic agents.