Department of Chemistry, Taibah University, P.O Box 344, Al-Madinah Al Munawrah, Saudi Arabia.
Department of Chemistry, Gebze Technical University, 41400, Gebze, Kocaeli, Turkey.
J Biol Inorg Chem. 2021 May;26(2-3):235-247. doi: 10.1007/s00775-021-01848-w. Epub 2021 Feb 8.
Photodynamic therapy (PDT) has drawn a great scientific attention to cancer treatment over the last decades. However, the bottleneck for the PDT is to find good photosensitizers (PSs) with greater water solubility, no aggregation, and fast discharge from the body. Therefore, there are still a big scientific desire for the synthesizing new rational PSs for treatment of cancer by PDT technique. In favor of improving the competence of PDT, an axially bis[4-(diphenylamino-1,1'-biphenyl-4-ol)] substituted silicon(IV) phthalocyanine (3) was converted to its water-soluble quaternized derivative (3Q). Their structures were fully characterized by single-crystal X-ray diffraction, elemental analysis, and different spectroscopic methods such as FT-IR, UV-Vis, MALDI-TOF, and H-NMR. The photophysical properties such as fluorescence quantum yields and lifetimes, and the photochemical properties such as singlet oxygen generation of both phthalocyanines were investigated. Ground and excited-state calculations were performed to explain the observed electronic absorption spectra. The addition of the 4-diphenylamino-1,1'-biphenyl-4-ol groups on the axially positions of the silicon(IV) phthalocyanine increased the singlet oxygen quantum yield from 0.15 to around 0.20. Especially quaternized compound 3Q showed high singlet oxygen quantum yield of 0.26 in water solution. In addition, a spectroscopic investigation of the binding behavior of the quaternized silicon (IV) phthalocyanine complex to bovine serum albumin (BSA) is also studied in this work, confirming the possible interaction. Further theoretical calculations were carried out to find out the plausible-binding regions of the BSA protein. Axially bis[4-(diphenylamino-1,1'-biphenyl-4-ol)] substituted silicon(IV) phthalocyanine (3) was converted to its quaternized water soluble derivative (3Q). The photophysical properties such as fluorescence quantum yields and lifetimes, and the photochemical properties such as singlet oxygen generation of both phthalocyanines were investigated. In addition, a spectroscopic investigation of the binding behavior of the quaternized silicon (IV) phthalocyanine complex to bovine serum albumin (BSA) is also studied in this work, confirming the possible interaction. Further theoretical calculations were carried out to find out the plausible binding regions of the BSA protein.
光动力疗法（PDT）在过去几十年中引起了科学界对癌症治疗的极大关注。然而，PDT 的瓶颈是找到具有更好水溶性、无聚集和快速从体内排出的良好光敏剂（PS）。因此，科学界仍然渴望合成新的合理 PS，以通过 PDT 技术治疗癌症。为了提高 PDT 的效能，将轴向双[4-（二苯胺基-1,1'-联苯-4-基）]取代的硅（IV）酞菁（3）转化为其水溶性季铵盐衍生物（3Q）。通过单晶 X 射线衍射、元素分析以及傅里叶变换红外光谱（FT-IR）、紫外可见光谱（UV-Vis）、基质辅助激光解吸电离飞行时间质谱（MALDI-TOF）和氢核磁共振谱（H-NMR）等不同光谱方法对其结构进行了充分表征。研究了两种酞菁的光物理性质，如荧光量子产率和寿命，以及光化学性质，如单线态氧的生成。进行了基态和激发态计算，以解释观察到的电子吸收光谱。在硅（IV）酞菁的轴向位置上添加 4-二苯胺基-1,1'-联苯-4-基醇基团，将单线态氧量子产率从 0.15 提高到约 0.20。特别是季铵盐化合物 3Q 在水溶液中表现出高达 0.26 的单线态氧量子产率。此外，还研究了季铵化硅（IV）酞菁配合物与牛血清白蛋白（BSA）结合行为的光谱研究，证实了可能的相互作用。进一步进行了理论计算，以找出 BSA 蛋白的可能结合区域。轴向双[4-（二苯胺基-1,1'-联苯-4-基）]取代的硅（IV）酞菁（3）被转化为其水溶性季铵盐衍生物（3Q）。研究了两种酞菁的光物理性质，如荧光量子产率和寿命，以及光化学性质，如单线态氧的生成。此外，还研究了季铵化硅（IV）酞菁配合物与牛血清白蛋白（BSA）结合行为的光谱研究，证实了可能的相互作用。进一步进行了理论计算，以找出 BSA 蛋白的可能结合区域。
