Meso-substituted cationic 3-and 4-N-Pyridylporphyrins and their Zn(II)derivatives for antibacterial photodynamic therapy  

作　　者：Aram G.Gyulkhandanyan Marina H.Paronyan Anna G.Gyulkhandanyan Karapet R.Ghazaryan Marina V.Parkhats Boris M.Dzhagarov Maria V.Korchenova Ekaterina N.Lazareva Elena S.Tuchina Grigor V.Gyulkhandanyan Valery V.Tuchin 

机构地区：[1]H.Buniatyan Institute of Biochemistry National Academy of Sciences of Armenia 5/1 Paruir Sevak Street,Yerevan 0014,Armenia [2]INSERM U1204,Universite d'Evry vald'Essonne-Universite Paris-Saclay 1 Ruedu Pere Jarlan,Batiment Maupertuis,91025Evry-Courcouronnes,France [3]B.I.Stepanov Institute of Physics,National Academy of Sciences of Belarus 68-2 Nezavisimosti Avenue,Minsk 220072,Belarus [4]Science Medical Center,Saratov State University 83 Astrakhanskaya Street,Saratov 410012,Russia [5]Laboratory of Laser Molecular Imaging and Machine Learning(LMIML)National Research Tomsk State University 36 Lenin Avenue,Tomsk 634050,Russia [6]Laboratory of Laser Diagnostics of Technical and Living Systems Institute of Precision Mechanics and Control Russian Academy of Sciences,Saratov 410028,Russia

出　　处：《Journal of Innovative Optical Health Sciences》2022年第1期1-16,共16页创新光学健康科学杂志（英文）

基　　金：the Decree of the Government of the Russian Federation No.220 of April 9,2010(Agreement No.075-15-2021-615 of June 4,2021).

摘　　要：Photodynamic inactivation of microorganisms known as antibacterial photodynamic therapy(APDT)is one of the most promising and innovative approaches for the destruction of pathogenic microorganisms.Among the photosensitizers(PSs),compounds based on cationic porphyrins/metalloporphyrins are most successfully used to inactivate microorganisms.Series of meso-substituted cationic pyridylporphyrins and metalloporphyrins with various peripheral groups in the third and fourth positions of the pyrrole ring have been synthesized in Armenia.The aim of this work was to determine and test the most e®ective cationic porphyrins and metalloporphyrins with high photoactivity against Gram negative and Gram positive microorganisms.It was shown that the synthesized cationic pyridylporphyrins/metalloporphyrins exhibit a high degree of phototoxicity towards both types of bacteria,including the methicillinresistant S.aureus strain.Zinc complexes of porphyrins are more phototoxic than metal-free porphyrin analogs.The e®ectiveness of these Zn–metalloporphyrins on bacteria is consistent with the level of singlet oxygen generation.It was found that the high antibacterial activity of the studied cationic porphyrins/metalloporphyrins depends on four factors:the presence in the porphyrin macrocycle of a positive charge(+4),a central metal atom(Zn2þÞand hydrophobic peripheral functional groups as well as high values of quantum yields of singlet oxygen.The results indicate that meso-substituted cationic pyridylporphyrins/metalloporphyrins cannd wider application in photoinactivation of bacteria than anionic or neutral PSs usually used in APDT.

关 键 词：Antibacterial photodynamic therapy cationic porphyrins/metalloporphyrins PHOTOTOXICITY Zn-metalloporphyrins singlet oxygen quantum yield Gram negative and Gram positive bacteria S.aureus MRSA E.coli Salmonella typhimurium. 

分 类 号：O62[理学—有机化学]