Identification And Antimicrobial Activity Of Photoactive Manganese Porphyrin Against Lipase And Protein

Photodynamic antimicrobial therapy has a wide application prospect in the field of biological medicine such as bacterial drug resistance and tumor drug resistance and has become a research hotspot.Metallic porphyrins have good optical property and can produce reactive oxygen species and be as mimics of PSII.Lipase is highly expressed in bacteria,lipase targeting photo-responsive metal porphyrins will be applid in bacterial targeting photodynamic therapys.In this paper,the research progress of photodynamic antibacterial agents was reviewed.A pyrromethone piperazine conjugated porphyrin,two new manganese porphyrin complexes and two manganese porphyrin liposomes were designed and synthesized.Their structures were characterized by ultraviolet,infrared,fluorescence,thermal analysis,nuclear magnetic resonance,mass spectrometry and circular dichromatography.The antimicrobial activity of porphyrin compounds and their interactions with lipase and protein were studied in detail.The main innovative results are as follows:(1)MnTAPPP-1 a novel metalloporphyrin complex,was synthesized and characterized,and its electrochemical and antimicrobial properties were studied.It was found that MnTAPPP-1 exhibited high antimicrobial activity against both E.coli and S.aureus due to the catalytic release of oxygen and acid in the water oxidation catalyzed by the complex.MnTAPPP-1 is a novel antimicrobial material,which can produce more singlet oxygen(ROS)and small molecular acids under illumination.(2)Porphyrin derivative(TAPP-2)and manganese complex(MnTAPPP-2)coupled with pyrromethone piperazine(PPM-py)were synthesized,and their structures were characterized by mass spectrometry,UV,IR and thermal analysis.It was found that the binding force of MnTAPPP-2 to BSA and Lipase was higher than that of MnTAPPP-1,which indicated that the modification of pyrrolidone side chain improved the binding of MnTAPPP-2 to lipase.In addition,MnTAPPP-2 can produce singlet oxygen and release part of PPM-py under the irradiation of LED lamp,which indicates that MnTAPPP-2 can be used as a light-driven drug delivery agent.The antimicrobial experiments showed that MnTAPPP-2 had good antimicrobial activity against S.aureus.Therefore,MnTAPPP-2 is a multi-effect antibacterial agent that can react with water under LED light to produce oxygen,singlet oxygen and pyrrolidone.This kind of antimicrobial agent,which can inhibit the growth of bacteria through light-driven drug delivery and coordinated action of singlet oxygen,provides a new idea for the development of new antimicrobial agents.(3)Two new metalloporphyrin liposomes were synthesized by combining MnTAPPP-1 and MnTAPPP-2 with mercapto-PEG-cholesterol to improve their water solubility and biocompatibility.The toxicity of porphyrin liposomes to cells was detected by MTT test.The effect of porphyrin liposomes on protein conformation was studied by circular dichromatography.It was found that manganous porphyrin liposomal PPy-Mn-Ls could bind with protein,and the effect of phospholipid bilayer of liposomal and porphyrin reduced the dark toxicity of porphyrin,and the antibacterial performance of PPy-Mn-Ls was improved.Under light conditions,PPy-Mn-Ls showed good anti-tumor and antibacterial activity,which was a kind of light-controlled bifunctional reagents with anti-tumor and antibacterial effect.