Boscencu Rica, Oliveira Anabela Sousa, Ferreira Diana P, Ferreira Luís Filipe Vieira
Faculty of Pharmacy, "Carol Davila" University of Medicine and Pharmacy, 6 Traian Vuia St., Bucharest 020956, Romania.
Molecular Physical Chemistry Center, IN-Institute of Nanoscience and Nanotechnology, Technical University of Lisbon, Av. Rovisco Pais, Lisbon 1049-001, Portugal.
Int J Mol Sci. 2012;13(7):8112-8125. doi: 10.3390/ijms13078112. Epub 2012 Jun 29.
Synthesis and spectral evaluation of new zinc and copper unsymmetrical mesoporphyrinic complexes are reported. Zn(II)-5-(4-acetoxy-3-methoxyphenyl)-10,15,20- tris-(4-carboxymethylphenyl)porphyrin, Zn(II)-5-[(3,4-methylenedioxy)phenyl]-10,15,20- tris-(4-carboxymethylphenyl)porphyrin, Cu(II)-5-(4-acetoxy-3-methoxyphenyl)-10,15,20- tris-(4-carboxymethylphenyl)porphyrin and Cu(II)-5-[(3,4-methylenedioxy)phenyl]-10,15,20- tris-(4-carboxymethylphenyl)porphyrin were synthesized using microwave-assisted synthesis. The complexes were characterized by elemental analysis, FT-IR, UV-Vis, EPR and NMR spectroscopy, which fully confirmed their structure. The spectral absorption properties of the porphyrinic complexes were studied in solvents with different polarities. Fluorescence emission and singlet oxygen formation quantum yields were evaluated for the compounds under study, revealing high yields for the zinc derivatives. The copper complexes are not emissive and only display residual capacity for singlet oxygen formation.
报道了新型锌和铜不对称中卟啉配合物的合成及光谱评估。采用微波辅助合成法合成了Zn(II)-5-(4-乙酰氧基-3-甲氧基苯基)-10,15,20-三(4-羧甲基苯基)卟啉、Zn(II)-5-[(3,4-亚甲二氧基)苯基]-10,15,20-三(4-羧甲基苯基)卟啉、Cu(II)-5-(4-乙酰氧基-3-甲氧基苯基)-10,15,20-三(4-羧甲基苯基)卟啉和Cu(II)-5-[(3,4-亚甲二氧基)苯基]-10,15,20-三(4-羧甲基苯基)卟啉。通过元素分析、傅里叶变换红外光谱、紫外可见光谱、电子顺磁共振光谱和核磁共振光谱对配合物进行了表征,充分证实了它们的结构。研究了卟啉配合物在不同极性溶剂中的光谱吸收特性。对所研究的化合物评估了荧光发射和单线态氧形成量子产率,结果表明锌衍生物的产率较高。铜配合物不发光,仅显示出单线态氧形成的残余能力。