β-carboxyphthalocyanine zinc | 912562-84-6
-
物化性质
-
计算性质
-
ADMET
-
安全信息
-
SDS
-
制备方法与用途
-
上下游信息
-
文献信息
-
表征谱图
-
同类化合物
-
相关功能分类
-
相关结构分类
计算性质
-
辛醇/水分配系数(LogP)：5.82
-
重原子数：44
-
可旋转键数：1
-
环数：9.0
-
sp3杂化的碳原子比例：0.0
-
拓扑面积：114
-
氢给体数：1
-
氢受体数：6
反应信息
-
作为反应物：描述：β-carboxyphthalocyanine zinc 、 1,3,5-三氮杂三环[3.3.1.1~3,7~]-7-癸胺 在 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 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 17.67h， 以60.6%的产率得到参考文献：名称：Enhanced anti-microbial effect through cationization of a mono-triazatricyclodecane substituted asymmetric phthalocyanine摘要：Antimicrobial photodynamic therapy (aPDT) is an effective way to combat infectious diseases and antibiotic resistance. Photosensitizer is a key factor of aPDT and has triggered extensive research interest. In this study, a new asymmetric Zn(II) phthalocyanine mono-substituted with a triazatricyclodecane moiety (compound 3) and its cationic N-methylated derivative (compound 4) were synthesized. Their photodynamic antimicrobial activities were evaluated using bioluminescent bacterial strains. Compound 3 showed phototoxicity only toward the Gram-positive bacteria, whereas the cationic derivative compound 4 exhibited strong anti-bacterial activity against both Gram-positive and Gram-negative strains. These bacterial species were eradicated (> 4.0 logs or 99.99% killing) at appropriate concentrations of compound 4 with 12.7 J/cm(2) of red light, demonstrating compound 4 as a potent aPDT agent.DOI：10.1016/j.jinorgbio.2018.10.001
-
作为产物：描述：2-formamidophthalocyanine zinc 在 potassium hydroxide 作用下， 生成 β-carboxyphthalocyanine zinc参考文献：名称：一类光敏剂，即使在雨天弱光下也能高效控制植物细菌感染摘要：植物的细菌感染广泛且毒力强，给全世界农业生产造成严重的经济损失。这些感染在雨天尤其普遍，其特点是高湿度和低光照强度（大约是晴天的 2-10%）。在这里，我们发现了一类光敏剂，可以在阴雨天气和昏暗光线下有效抑制植物细菌感染。其中一种化合物，化合物 1，通过消除超过 4 个对数级 (99.99%) 的任一或亚种而表现出卓越的功效。 (Xcc) 在雨天条件下、光照强度为 28.51 J/cm 时，浓度为 6.25 μM 时的应变。对于 ()，化合物 1 在 3.13 μM 的较低浓度下表现出相当的杀菌效果。此外，化合物 1 可有效控制雨天期间植物叶片的感染。此外，在雨天自然光照下，化合物1对与番茄斑病和柑橘溃疡病相关的生物膜表现出有效的抑制作用。此外，化合物 1 对植物叶片的雨水冲刷表现出显着的恢复能力，在经历 3 次模拟降雨事件后仍保留了其初始浓度的 41.20%。这些发现为植物病原体疾病管理DOI：10.1016/j.dyepig.2024.112065
文献信息
-
Syntheses of near infrared absorbed phthalocyanines to utilize photosensitizers作者：Keiichi Sakamoto、Satoru Yoshino、Makoto Takemoto、Naoki FuruyaDOI：10.1142/s1088424613500326日期：2013.8
Phthalocyanines have become of major interest as functional colorants for various applications. In order to use various applications especially photosensitizers, the absorption maxima called Q-band of phthalocyanines are required to be shifted to the near infrared region. Substituted phthalocyanine analog alkylbenzopiridoporphyrazins, especially zinc bis(1,4-didecylbenzo)-bis(3,4-pyrido)porphyrazine, and toroidal-shaped phthalocyanines having aminoamine dendric side chains such as toroidal zinc poly(aminoamine)phthalocyanine dendrons were synthesized. Phthalocyanines of two types reportedly use photosensitizers for photodynamic therapy of cancer. The respective efficacies of photodynamic therapy of cancer for zinc bis(1,4-didecylbenzo)-bis(3,4-pyrido)porphyrazine and its regioisomers were estimated using laser-flash photolysis. The capability of using photodynamic therapy for toroidal zinc poly(aminoamine)phthalocyanine dendrons was assessed using a cancer cell culture. Both phthalocyanines were suitable for the use as a photosensitizer as photodynamic therapy of cancer. Then, non-peripheral thioaryl substituted phthalocyanines, 1,4,8,11,15,18,22,25-octakis(thioaryl)phthalocyanines, such as 1,4,8,11,15,18,22,25-octakis(thiophenylmethyl)phthalocyanines, 1,4,8,11,15,18,22,25-octakis(thiophenylmethoxy)phthalocyanines, and 1,4,8,11,15,18,22,25-octakis(thiophenyl tert-butyl)phthalocyanines were also synthesized in order to develop next- generation photovoltaic cells and/or dye-sensitized solar cells. Non-peripheral substituted 1,4,8,11,15,18,22,25-octakis(thioaryl)phthalocyanines exhibited a Q-band in the near infrared region. Electrochemical measurements were performed on the above-mentioned 1,4,8,11,15,18,22,25-octakis(thioaryl)phthalocyanines described above to examine their electron transfer abilities and electrochemical mechanisms. The compounds 1,4,8,11,15,18,22,25-octakis(thioaryl)phthalocyanines are anticipated to be appropriate materials for use in the next generation of photovoltaic cells.
酞菁作为功能着色剂，在各种应用领域都引起了极大的兴趣。为了实现各种应用，尤其是光敏剂的应用，需要将酞菁的最大吸收波段（Q 波段）转移到近红外区域。我们合成了取代的酞菁类似物烷基苯并吡啶卟嗪，特别是双(1,4-二癸基苯并)-双(3,4-吡啶)卟嗪锌，以及具有氨基树枝状侧链的环状酞菁，如环状多(氨基胺)酞菁树枝状锌。据报道，这两种类型的酞菁可作为光敏剂用于癌症的光动力疗法。利用激光闪烁光解法估算了双(1,4-二癸基苯并)-双(3,4-吡啶并)卟吩锌及其区域异构体各自的癌症光动力疗法疗效。利用癌细胞培养物评估了环状锌聚(氨基胺)酞菁树枝体使用光动力疗法的能力。这两种酞菁都适合用作光敏剂，对癌症进行光动力治疗。还合成了 1,4,8,11,15,18,22,25-八(噻吩甲氧基)酞菁和 1,4,8,11,15,18,22,25-八(噻吩叔丁基)酞菁，以开发新一代光伏电池和/或染料敏化太阳能电池。非周边取代的 1,4,8,11,15,18,22,25-八(硫代芳基)酞菁在近红外区域显示出 Q 波段。对上述 1,4,8,11,15,18,22,25-辛二基（硫芳基）酞菁进行了电化学测量，以研究它们的电子转移能力和电化学机制。预计 1,4,8,11,15,18,22,25-辛二基（硫芳基）酞菁化合物将成为下一代光伏电池的合适材料。 -
Monomer and Oligomer Transition of Zinc Phthalocyanine Is Key for Photobleaching in Photodynamic Therapy作者：Dafeng Liu、Longguang Jiang、Jincan Chen、Zhuo Chen、Cai Yuan、Donghai Lin、Mingdong HuangDOI：10.3390/molecules28124639日期：——enhanced antibacterial photodynamic effect. This demonstrated that on a bacterial surface, the PS aggregate photo-inactivated bacteria via PS monomer during irradiation, where the photodynamic efficiency was retained without photobleaching. Further mechanistic studies showed that PS monomers disrupted bacterial membranes and affected the expression of genes related to cell wall synthesis, bacterial membrane光动力疗法（PDT）被认为是灭活细胞的有效方法。然而，PDT 的关键成分光敏剂 (PS) 却遭受了不希望的光漂白。光漂白会降低活性氧 (ROS) 产量，导致 PS 的光动力效应受到损害甚至丧失。因此，人们致力于最大限度地减少光漂白，以确保光动力功效不损失。在这里，我们报道了一种 PS 聚集体既没有表现出光漂白作用，也没有表现出光动力作用。在与细菌直接接触后，PS 聚集体被发现分解成 PS 单体，从而对细菌具有光动力灭活作用。有趣的是，在细菌存在的情况下，光照增强了结合的 PS 聚集体的分解，产生更多的 PS 单体，从而增强抗菌光动力效应。这表明，在细菌表面，PS 在照射过程中通过 PS 单体聚集光灭活的细菌，在不发生光漂白的情况下保持光动力效率。进一步的机制研究表明，PS单体破坏细菌膜，影响与细胞壁合成、细菌膜完整性和氧化应激相关的基因表达。这里获得的结果适用于 PDT 中其他类型的 PS。
-
From disinfectants to antibiotics: Enhanced biosafety of quaternary ammonium compounds by chemical modification作者：Yuhan Mai、Zhiyou Wang、Yang Zhou、Guodong Wang、Jingyi Chen、Yuxin Lin、Panpan Ji、Wei Zhang、Qian Jing、Liyun Chen、Zheng Chen、Haili Lin、Longguang Jiang、Cai Yuan、Peng Xu、Mingdong HuangDOI：10.1016/j.jhazmat.2023.132454日期：2023.10excessive use of quaternary ammonium compounds (QACs) following the COVID-19 pandemic has raised substantial concerns regarding their biosafety. Overuse of QACs has been associated with chronic biological adverse effects, including genotoxicity or carcinogenicity. In particular, inadvertent intravascular administration or oral ingestion of QACs can lead to fatal acute toxicity. To enhance the biosafetyCOVID-19 大流行后季铵化合物 （QAC） 的过度使用引发了对其生物安全性的极大担忧。过度使用 QAC 与慢性生物不良反应有关，包括遗传毒性或致癌性。特别是，无意中血管内给药或口服摄入 QAC 可导致致命的急性毒性。为了提高 QAC 的生物安全性和抗菌功效，本研究报告了一系列新的 QAC，称为 PAC，其中苯扎氯铵的烷基链被酞菁部分取代。首先，刚性酞菁部分增强了 QAC 对细菌对人体细胞的选择性，并降低了烷基链与细菌膜结合的熵损失。此外，酞菁通过与血浆中的白蛋白结合来中和 QAC 的溶血和细胞毒性。我们的实验结果表明，PACs 继承了酞菁的光学特性，并在体外验证了 PACs 的广谱抗菌活性。此外，最有效的 PAC PAC1a 的血管内给药显着降低了细菌负荷并改善了细菌诱导的败血症小鼠模型中的炎症水平。本研究提出了一种提高 QAC 抗菌功效和生物安全性的新策略，从而将其应用范围扩大到治疗全身感染。
-
靶向表达尿激酶受体的肿瘤的光敏剂及其制备方法和用途申请人：中国科学院福建物质结构研究所公开号：CN104069492B公开（公告）日：2019-05-28本发明涉及生物医药领域，更具体而言涉及肿瘤的靶向治疗。靶向表达尿激酶受体的肿瘤的光敏剂及其应用。本发明提供了一种靶向表达尿激酶受体的肿瘤的光敏剂及其应用。该光敏剂是酞菁锌（phthalocyanine zinc,ZnPc）和重组尿激酶N端片段（amino‑terminal fragment,ATF）的共价耦合物，对表达尿激酶受体的肿瘤细胞具有高度选择性，可用于体内外肿瘤成像和光动力学治疗，具有潜在应用前景。
-
Derivatizable phthalocyanine with single carboxyl group: Synthesis and purification作者：Jincan Chen、Naisheng Chen、Jinling Huang、Jundong Wang、Mingdong HuangDOI：10.1016/j.inoche.2005.12.002日期：2006.3Phthalocyanine zinc (ZnPc) is an important class of photosensitizers. Derivatization of phthalocyanine ring with chemical functional groups provides anchor points for covalent attachment of biological targeting agents, thus increasing the selectivity of the photosensitizers. ZnPc with symmetric and multiple functional groups, e.g., tetracarboxyphthalocyanine zinc, is easy to be prepared but is unfavorable for linking targeting agents due to many reasons. On the other hand, single-substituted ZnPc, is more challenging to synthesize and, especially, to purify. Here we report the synthesis of an unsymmetrical phthalocyanine, 2-carboxyphthalocyanine zinc 1, with a single carboxylic group on phthalocyanine ring, and the design of its chromatographic purification. (C) 2005 Elsevier B.V. All rights reserved.
同类化合物
公众号
