Nipagin 功能化卟啉和酞菁的合成、物理化学特性表征及沉积在 TiO2 纳米粒子 P25 上后的毒性研究。

Nipagin-Functionalized Porphyrazine and Phthalocyanine-Synthesis, Physicochemical Characterization and Toxicity Study after Deposition on Titanium Dioxide Nanoparticles P25.

机构信息

Chair and Department of Chemical Technology of Drugs, Poznan University of Medical Sciences, Grunwaldzka 6, 60-780 Poznań, Poland.

Chair and Department of Inorganic and Analytical Chemistry, Poznan University of Medical Sciences, Grunwaldzka 6, 60-780 Poznań, Poland.

出版信息

Molecules. 2021 May 1;26(9):2657. doi: 10.3390/molecules26092657.

DOI:10.3390/molecules26092657

PMID:34062815

原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC8124671/

Abstract

Aza-porphyrinoids exhibit distinct spectral properties in UV-Vis, and they are studied in applications such as photosensitizers in medicine and catalysts in technology. The use of appropriate peripheral substituents allows the modulation of their physicochemical properties. Phthalocyanine and sulfanyl porphyrazine octa-substituted with 4-(butoxycarbonyl)phenyloxy moieties were synthesized and characterized using UV-Vis and NMR spectroscopy, as well as mass spectrometry. A comparison of porphyrazine with phthalocyanine aza-porphyrinoids revealed that phthalocyanine macrocycle exhibits higher singlet oxygen generation quantum yields, reaching the value of 0.29 in DMF. After both macrocycles had been deposited on titanium dioxide nanoparticles P25, the cytotoxicities and photocytotoxicities of the prepared materials were studied using a Microtox acute toxicity test. The highest cytotoxicity occurred after irradiation with a red light for the material composed of phthalocyanine deposited on titania nanoparticles.

摘要

氮杂卟啉类化合物在紫外可见光谱中表现出独特的光谱特性，它们在医学中的光敏剂和技术中的催化剂等应用中得到了研究。适当的外围取代基的使用可以调节它们的物理化学性质。用 4-(丁氧基羰基)苯氧基取代的酞菁和硫杂卟嗪八取代物被合成并通过紫外可见光谱、核磁共振光谱和质谱进行了表征。将卟嗪与酞菁氮杂卟啉类化合物进行比较，发现酞菁大环表现出更高的单线态氧生成量子产率，在 DMF 中达到 0.29 的值。在这两种大环都沉积在 TiO2 纳米粒子 P25 上之后，使用 Microtox 急性毒性试验研究了所制备材料的细胞毒性和光细胞毒性。由沉积在 TiO2 纳米粒子上的酞菁组成的材料在红光照射后表现出最高的细胞毒性。