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新型硅(IV)酞菁轴向取代水溶性基团的合成及对 HeLa 癌细胞系的光动力活性。

Synthesis and photodynamic activities of novel silicon(iv) phthalocyanines axially substituted with water soluble groups against HeLa cancer cell line.

机构信息

Kocaeli University, Department of Chemistry, Umuttepe, 41380, Kocaeli, Turkey.

出版信息

Dalton Trans. 2021 Feb 21;50(7):2570-2584. doi: 10.1039/d0dt03858j. Epub 2021 Feb 1.

DOI:10.1039/d0dt03858j
PMID:33522544
Abstract

In this study, compounds 1 and 2, and their silicon(iv) phthalocyanine (SiPc) derivatives 3 and 4, which bear these ligands as substituents on the axial positions were synthesized. These SiPcs (3 and 4) were also converted to their water soluble derivatives (3a and 4a). All these novel compounds were fully characterized by a combination of spectroscopic data such as FT-IR, H-NMR, C-NMR and UV-vis as well as mass spectroscopy. The photophysicochemical properties (fluorescence quantum yields and lifetimes, singlet oxygen, and photodegradation quantum yields) were investigated in DMSO for all the studied SiPcs (3 and 4) and in both DMSO and aqueous solutions for the water soluble SiPcs (3a and 4a). Effects of quaternization of these phthalocyanines on photophysicochemical properties were also determined. The photodynamic therapy activities of the water soluble SiPcs (3a and 4a) were tested against to the HeLa cancer cell lines and these phthalocyanines exhibited cytotoxicity against these cell lines.

摘要

在这项研究中,合成了化合物 1 和 2 ,以及它们的硅(iv)酞菁(SiPc)衍生物 3 和 4 ,这些化合物在轴向位置带有这些配体作为取代基。这些 SiPc(3 和 4)也被转化为它们的水溶性衍生物(3a 和 4a)。所有这些新化合物都通过结合光谱数据(如 FT-IR、H-NMR、C-NMR 和 UV-vis 以及质谱)进行了充分的表征。研究了所有研究的 SiPc(3 和 4)在 DMSO 中的光物理化学性质(荧光量子产率和寿命、单线态氧和光降解量子产率),以及水溶性 SiPc(3a 和 4a)在 DMSO 和水溶液中的光物理化学性质。还确定了这些酞菁的季铵化对光物理化学性质的影响。对水溶性 SiPc(3a 和 4a)进行了光动力治疗活性测试,针对 HeLa 癌细胞系,这些酞菁对这些细胞系表现出细胞毒性。

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