2,9(10),16(17),23(24)-tetra-(4-carboxylbenzyloxyl)phthalocyaninato zinc(II) | 226214-30-8

• 物质功能分类: 有机原料 - 羧酸类化合物及衍生物
• 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: 2,9(10),16(17),23(24)-tetra-(4-carboxylbenzyloxyl)phthalocyaninato zinc(II)
• CAS: 226214-30-8
• 化学式: C₆₀H₃₂N₈O₁₂Zn
• 分子量: 1122.35
• InChiKey: ZPNUNTPTFLTJBL-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  12.09
• 重原子数：
  81
• 可旋转键数：
  12
• 环数：
  13.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  262
• 氢给体数：
  4
• 氢受体数：
  16

反应信息

• 作为反应物：
  描述：

  乐伐替尼 、 2,9(10),16(17),23(24)-tetra-(4-carboxylbenzyloxyl)phthalocyaninato zinc(II) 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以15%的产率得到
  参考文献：
  名称：

  Lenvatinib-zinc phthalocyanine conjugates as potential agents for enhancing synergistic therapy of multidrug-resistant cancer by glutathione depletion

  摘要：

  The therapeutic efficacy of targeted therapy is dramatically hindered by multidrug resistance (MDR) because of elevated GSH levels. Thus, depletion of intracellular GSH level is highly desirable for targeted-therapeutic agents to reverse tumor drug resistance. In this study, a photosensitive multifunctional conjugate ZnPc-C-8-Len, in which lenvatinib (a VEGFR inhibitor) is linked to a photosensitizer ZnPc through an alkyl chains, was synthesized to realize photodynamic therapy to reverse multidrug resistance and enhanced antitumor therapy. Upon the irradiation, ZnPc-C-8-Len could generate ROS to deplete intracellular GSH. The decreased GSH would enhance apoptotic cell death by Bcl-2/caspase 3 pathway and reduce expression of P-gp to reverse lenvatinib resistance. Moreover, through PEG(2000)-PLA(2000) encapsulation, ZnPc-C-8-Len NPs displayed significantly enhanced tumor accumulation and excellent in vivo antitumor activity. And the fluorescence characteristics of ZnPc-C-8-Len could monitor the changes of nanoparticles in vivo in real time to guide when and where to conduct the subsequent therapy. As a result, conjugate ZnPc-C-8-Len had an outstanding capability to enhance synergistic therapy of multidrug-resistant cancer by glutathione depletion. And the approach reported here provide a promising strategy in development of conjugate integrated targeted therapy with photodynamic therapy to reverse targeted drug multidrug resistance and enhance synergistic therapy. (C) 2019 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2019.02.065
• 作为产物：
  描述：

  对羟基苯甲酸 在 potassium carbonate 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 戊醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 2,9(10),16(17),23(24)-tetra-(4-carboxylbenzyloxyl)phthalocyaninato zinc(II)
  参考文献：
  名称：

  A 2-pyridone modified zinc phthalocyanine with three-in-one multiple functions for photodynamic therapy

  摘要：

  一种2-吡啶酮修饰的锌酞菁（简称ZnPc-PYR）在光动力治疗（PDT）癌症治疗中实现了一石三鸟的效果。

  DOI：

  10.1039/d1cc00645b

文献信息

• Arginine-Substituted Phthalocyanine with Concentration-Driven Self-Disaggregation Performance: Synthesis, Properties and Mechanistic Study
  作者：Ao Wang、Rongrong Zhou、Lin Zhou、Kang Sun、Jiahong Zhou、Shaohua Wei、Jianchun Jiang

  DOI：10.1002/asia.201601133

  日期：2016.11.7

  An arginine‐substituted zinc phthalocyanine (ArgZnPc) capable of disaggregating at high concentrations in polar non‐aqueous solvents through concentration‐driven hydrogen bond type transformation has been prepared. The ArgZnPc was prepared through a guanidine‐meditated self‐catalytic ester hydrolysis reaction. The concentration‐driven disaggregation of ArgZnPc was confirmed by UV‐Vis absorption spectra

  制备了能够通过浓度驱动的氢键类型转化在极性非水溶剂中以高浓度分解的精氨酸取代的酞菁锌（ArgZnPc）。ArgZnPc是通过胍修饰的自催化酯水解反应制备的。通过UV-Vis吸收光谱，荧光发射光谱和寿命以及单重态氧量子产率数据证实了ArgZnPc的浓度驱动的分解。
• 一类手性赖氨酸修饰锌酞菁及其制备方法和应用
  申请人：南京师范大学

  公开号：CN113880849A

  公开（公告）日：2022-01-04

  本发明公开了一类手性赖氨酸修饰锌酞菁及其制备方法和应用，所述手性赖氨酸修饰锌酞菁结构式如下所示，本发明的制备的新型锌酞菁制备方法简单方便，原料来源广，价格低廉，制备的新型锌酞菁可以作为光敏剂应用在制备光动力药物中。本发明的新型锌酞菁具有强肿瘤组织靶向能力、高肿瘤细胞摄取能力，进而显著增强其光动力疗法光敏抗肿瘤活性，该新型酞菁适合光动力疗法光敏抗肿瘤治疗。
• Improved Photodynamic Activity of Phthalocyanine by Adjusting the Chirality of Modified Amino Acids
  作者：Xingchen Mu、Dongxin Wang、Shan Lu、Lin Zhou、Shaohua Wei

  DOI：10.1021/acs.molpharmaceut.1c00672

  日期：2022.1.3