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 photosensi...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.展开更多
Silicon phthalocyanine derivatives 1a and 1b were synthesized and characterized by UV, <sup>1</sup>H-NMR and MS. The photophysical properties of the compounds in DMSO were investigated. The maximum absorpt...Silicon phthalocyanine derivatives 1a and 1b were synthesized and characterized by UV, <sup>1</sup>H-NMR and MS. The photophysical properties of the compounds in DMSO were investigated. The maximum absorption peaks of compounds 1a and 1b at the Q-band are 681 nm. With ZnPc (Φ<sub>F</sub> = 0.20, Φ<sub>Δ</sub> = 0.67) as a reference, the fluorescence quantum yield (Φ<sub>F</sub>) of 1a and 1b are 0.20 and 0.31 respectively, and the singlet oxygen quantum yield (Φ<sub>Δ</sub>) are 0.66 and 0.59 respectively. The DNA-photocleavage activities of compounds 1a and 1b were studied by gel electrophoresis. Compounds 1a and 1b possess good photocleavage activity to pBR322 DNA. The results demonstrate that compounds 1a and 1b are potential photosensitizers for tumor therapy.展开更多
Photodynamic therapy(PDT)has shown a promising capability for cancer treatment with minimal side effects.Indocyanine green(ICG),the only clinically approved near-infrared(NIR)fluorophore,has been used as a photosensit...Photodynamic therapy(PDT)has shown a promising capability for cancer treatment with minimal side effects.Indocyanine green(ICG),the only clinically approved near-infrared(NIR)fluorophore,has been used as a photosensitizer for PDT in clinical application.However,the main obstacle of directly utilizing ICG in the clinic lies in its low singlet oxygen(1O_(2))quantum yield(QY)and instability in aqueous solution.To improve the PDT efficacy of ICG,free ICG molecules were assembled with free oxygen nanobubbles(NBs-O_(2))to fabricate ICG-NBs-O_(2) by hydrophilic-hydrophobe interactions on the gas-liquid interface.Interestingly,1O2 QY of ICG-NBs-O_(2) solution was significantly increased to 1.6%,which was estimated to be 8 times as high as that of free ICG solution.Meanwhile,ICG-NBs-O_(2) exhibited better aqueous solution stability compared with free ICG.Furthermore,through establishing tumor models in nude mice,the therapeutic efficacy of ICG-NBs-O_(2) was also assessed in the PDT treatment of oral cancer.The tumor volume in ICG-NBs-O_(2) treated group on day 14 decreased to 0.56 of the initial tumor size on day 1,while the tumor volume in free ICG treated group increased to 2.4 times.The results demonstrated that ICG-NBs-O_(2) showed excellent tumor ablation in vivo.Therefore,this facile method provided an effective strategy for enhanced PDT treatment of ICG and showed great potential in clinical application.展开更多
An AIEgen decorated porphyrin(TPETPyP)was easily obtained through a one-step reaction.The bulky TPE in TPETPyP greatly impeded the intermolecularπ-πstacking of the porphyrin core,which significantly suppressed aggre...An AIEgen decorated porphyrin(TPETPyP)was easily obtained through a one-step reaction.The bulky TPE in TPETPyP greatly impeded the intermolecularπ-πstacking of the porphyrin core,which significantly suppressed aggregation-caused quenching(ACQ)effect of TPETPyP in aqueous solution.The four pyridinium salts formed in TPETPyP also render the whole molecule water solubility,which eliminated its aggregation.TPETPyP exhibited 1O2 quantum yield as high as 0.85 in PBS.Moreover,it also showed high binding affinity to proteins,the major biotarget of 1O2.The high 1O2 quantum yield plus the great binding ability of TPETPyP toward proteins makes it a highly-efficient protein photocleaving agent.Protein electrophoresis experiments demonstrated that TPETPyP can photocleave BSA upon visible light irradiation,indicating that TPETPyP can act as a promising photosensitizer(PS)in PDT.The work here will provide a facile strategy to utilize AIEgens modified traditional PSs for photodynamic therapy(PDT).展开更多
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).
文摘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.
文摘Silicon phthalocyanine derivatives 1a and 1b were synthesized and characterized by UV, <sup>1</sup>H-NMR and MS. The photophysical properties of the compounds in DMSO were investigated. The maximum absorption peaks of compounds 1a and 1b at the Q-band are 681 nm. With ZnPc (Φ<sub>F</sub> = 0.20, Φ<sub>Δ</sub> = 0.67) as a reference, the fluorescence quantum yield (Φ<sub>F</sub>) of 1a and 1b are 0.20 and 0.31 respectively, and the singlet oxygen quantum yield (Φ<sub>Δ</sub>) are 0.66 and 0.59 respectively. The DNA-photocleavage activities of compounds 1a and 1b were studied by gel electrophoresis. Compounds 1a and 1b possess good photocleavage activity to pBR322 DNA. The results demonstrate that compounds 1a and 1b are potential photosensitizers for tumor therapy.
基金This investigation was financially funded by the projects of the National Key Research and Development Program of China(No.2017YFA0104302)the National Natural Science Foundation of China(Nos.51832001,61821002,and 81971750)the Jiangsu Planned Projects for Postdoctoral Research Funds(No.2021K601C).
文摘Photodynamic therapy(PDT)has shown a promising capability for cancer treatment with minimal side effects.Indocyanine green(ICG),the only clinically approved near-infrared(NIR)fluorophore,has been used as a photosensitizer for PDT in clinical application.However,the main obstacle of directly utilizing ICG in the clinic lies in its low singlet oxygen(1O_(2))quantum yield(QY)and instability in aqueous solution.To improve the PDT efficacy of ICG,free ICG molecules were assembled with free oxygen nanobubbles(NBs-O_(2))to fabricate ICG-NBs-O_(2) by hydrophilic-hydrophobe interactions on the gas-liquid interface.Interestingly,1O2 QY of ICG-NBs-O_(2) solution was significantly increased to 1.6%,which was estimated to be 8 times as high as that of free ICG solution.Meanwhile,ICG-NBs-O_(2) exhibited better aqueous solution stability compared with free ICG.Furthermore,through establishing tumor models in nude mice,the therapeutic efficacy of ICG-NBs-O_(2) was also assessed in the PDT treatment of oral cancer.The tumor volume in ICG-NBs-O_(2) treated group on day 14 decreased to 0.56 of the initial tumor size on day 1,while the tumor volume in free ICG treated group increased to 2.4 times.The results demonstrated that ICG-NBs-O_(2) showed excellent tumor ablation in vivo.Therefore,this facile method provided an effective strategy for enhanced PDT treatment of ICG and showed great potential in clinical application.
基金National Natural Science Foundation of China(Nos.21663005,21871060,21804022 and 21702016)the Natural Science Foundation of Jiangxi Province(Nos.2018ACB21009,20181BAB213007)+2 种基金the Science and Technology Project of the Education Department of Jiangxi Province of China(No.GJJ170846)the Special Graduate Student Innovation Fund of Jiangxi Province(No.YCX18B007)Beijing National Laboratory for Molecular Sciences(No.BNLMS201813)for the financial support
文摘An AIEgen decorated porphyrin(TPETPyP)was easily obtained through a one-step reaction.The bulky TPE in TPETPyP greatly impeded the intermolecularπ-πstacking of the porphyrin core,which significantly suppressed aggregation-caused quenching(ACQ)effect of TPETPyP in aqueous solution.The four pyridinium salts formed in TPETPyP also render the whole molecule water solubility,which eliminated its aggregation.TPETPyP exhibited 1O2 quantum yield as high as 0.85 in PBS.Moreover,it also showed high binding affinity to proteins,the major biotarget of 1O2.The high 1O2 quantum yield plus the great binding ability of TPETPyP toward proteins makes it a highly-efficient protein photocleaving agent.Protein electrophoresis experiments demonstrated that TPETPyP can photocleave BSA upon visible light irradiation,indicating that TPETPyP can act as a promising photosensitizer(PS)in PDT.The work here will provide a facile strategy to utilize AIEgens modified traditional PSs for photodynamic therapy(PDT).
