2-[2,4,6-tris(dimethylaminomethyl)phenoxy]phthalocyaninatozinc(II)

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四吡咯及其衍生物
• 英文名称: 2-[2,4,6-tris(dimethylaminomethyl)phenoxy]phthalocyaninatozinc(II)
• 英文别名: zinc;1-[3,5-bis[(dimethylamino)methyl]-4-(2,11,20,29,37,39-hexaza-38,40-diazanidanonacyclo[28.6.1.13,10.112,19.121,28.04,9.013,18.022,27.031,36]tetraconta-1,3,5,7,9,11,13,15,17,19(39),20,22,24,26,28,30(37),31,33,35-nonadecaen-6-yloxy)phenyl]-N,N-dimethylmethanamine
• 化学式: C₄₇H₄₁N₁₁OZn
• 分子量: 841.306
• InChiKey: OUWITEUZUBOHNL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.1
• 重原子数：
  60
• 可旋转键数：
  8
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  98.3
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  2-[2,4,6-tris(dimethylaminomethyl)phenoxy]phthalocyaninatozinc(II) 、 碘甲烷 以 N-甲基吡咯烷酮 为溶剂， 反应 36.0h， 以82%的产率得到2-[2,4,6-tris(trimethylammoniummethyl)phenoxy]phthalocyaninatozinc(II) iodide
  参考文献：
  名称：

  Photodynamic inactivation of bacteria and viruses using two monosubstituted zinc(II) phthalocyanines

  摘要：

  A zinc(II) phthalocyanine substituted with a triamino moiety and its tri-N-methylated analogue have been prepared and characterized with various spectroscopic methods. Both compounds remain non-aggregated in N,N-dimethylformamide and in water containing 0.05% Cremophor EL (v/v), and can generate singlet oxygen effectively. The photodynamic activities of these compounds have been examined against a range of bacterial strains, including the Gram-positive methicillin-sensitive Staphylococcus aureus ATCC 25923 and methicillin-resistant Staphylococcus aureus ATCC BAA-43, and the Gram-negative Escherichia coli ATCC 35218 and Pseudomonas aeruginosa ATCC 27853. Both photosensitizers are highly cytotoxic, particularly for the two Gram-positive strains, for which as low as 5 nM of dye is required to induce a 4-log reduction of their viability. The tri-N-methylated derivative has also been shown to be able to effectively inhibit the growth of a series of clinical strains of Staphylococcus aureus and Escherichia coli, and biofilms of methicillin-resistant Staphylococcus aureus ATCC 67928 and ATCC 68507, and Staphylococcus epidermidis ATCC 35984. In addition, the photodynamic inactivation of a range of viruses using these two compounds has also been investigated. Both compounds are highly photocytotoxic against the enveloped viruses influenza A virus (H1N1) and herpes simplex virus type 1 (HSV1), but exhibit no significant cytotoxicity toward the non-enveloped viruses adenovirus type 3 (Ad3) and coxsackievirus (Cox B1).

  DOI：

  10.1016/j.ejmech.2014.07.022
• 作为产物：
  描述：

  4-(2,4,6-tris((dimethylamino)methyl)phenoxy)phthalonitrile 、 zinc(II) acetate dihydrate 、 1,2-二氰基苯 在 lithium 作用下， 以 戊醇 为溶剂， 反应 10.0h， 以19%的产率得到2-[2,4,6-tris(dimethylaminomethyl)phenoxy]phthalocyaninatozinc(II)
  参考文献：
  名称：

  Photodynamic inactivation of bacteria and viruses using two monosubstituted zinc(II) phthalocyanines

  摘要：

  A zinc(II) phthalocyanine substituted with a triamino moiety and its tri-N-methylated analogue have been prepared and characterized with various spectroscopic methods. Both compounds remain non-aggregated in N,N-dimethylformamide and in water containing 0.05% Cremophor EL (v/v), and can generate singlet oxygen effectively. The photodynamic activities of these compounds have been examined against a range of bacterial strains, including the Gram-positive methicillin-sensitive Staphylococcus aureus ATCC 25923 and methicillin-resistant Staphylococcus aureus ATCC BAA-43, and the Gram-negative Escherichia coli ATCC 35218 and Pseudomonas aeruginosa ATCC 27853. Both photosensitizers are highly cytotoxic, particularly for the two Gram-positive strains, for which as low as 5 nM of dye is required to induce a 4-log reduction of their viability. The tri-N-methylated derivative has also been shown to be able to effectively inhibit the growth of a series of clinical strains of Staphylococcus aureus and Escherichia coli, and biofilms of methicillin-resistant Staphylococcus aureus ATCC 67928 and ATCC 68507, and Staphylococcus epidermidis ATCC 35984. In addition, the photodynamic inactivation of a range of viruses using these two compounds has also been investigated. Both compounds are highly photocytotoxic against the enveloped viruses influenza A virus (H1N1) and herpes simplex virus type 1 (HSV1), but exhibit no significant cytotoxicity toward the non-enveloped viruses adenovirus type 3 (Ad3) and coxsackievirus (Cox B1).

  DOI：

  10.1016/j.ejmech.2014.07.022

文献信息

• Photodynamic inactivation of bacteria and viruses using two monosubstituted zinc(II) phthalocyanines
  作者：Mei-Rong Ke、Jennifer Mary Eastel、Karry L.K. Ngai、Yuk-Yam Cheung、Paul K.S. Chan、Mamie Hui、Dennis K.P. Ng、Pui-Chi Lo

  DOI：10.1016/j.ejmech.2014.07.022

  日期：2014.9

  A zinc(II) phthalocyanine substituted with a triamino moiety and its tri-N-methylated analogue have been prepared and characterized with various spectroscopic methods. Both compounds remain non-aggregated in N,N-dimethylformamide and in water containing 0.05% Cremophor EL (v/v), and can generate singlet oxygen effectively. The photodynamic activities of these compounds have been examined against a range of bacterial strains, including the Gram-positive methicillin-sensitive Staphylococcus aureus ATCC 25923 and methicillin-resistant Staphylococcus aureus ATCC BAA-43, and the Gram-negative Escherichia coli ATCC 35218 and Pseudomonas aeruginosa ATCC 27853. Both photosensitizers are highly cytotoxic, particularly for the two Gram-positive strains, for which as low as 5 nM of dye is required to induce a 4-log reduction of their viability. The tri-N-methylated derivative has also been shown to be able to effectively inhibit the growth of a series of clinical strains of Staphylococcus aureus and Escherichia coli, and biofilms of methicillin-resistant Staphylococcus aureus ATCC 67928 and ATCC 68507, and Staphylococcus epidermidis ATCC 35984. In addition, the photodynamic inactivation of a range of viruses using these two compounds has also been investigated. Both compounds are highly photocytotoxic against the enveloped viruses influenza A virus (H1N1) and herpes simplex virus type 1 (HSV1), but exhibit no significant cytotoxicity toward the non-enveloped viruses adenovirus type 3 (Ad3) and coxsackievirus (Cox B1).