Preparation of 100nm diameter unilamellar vesicles containing zinc phthalocyanine and cholesterol for use in photodynamic therapy

Oliveira, Carlos Alberto de; Machado, Antônio Eduardo da Hora; Pessine, Francisco Benedito Teixeira

doi:10.1016/j.chemphyslip.2004.09.010

Cited by 26 publications

(20 citation statements)

References 20 publications

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“…Liposomes are vesicle‐like structures basically constituted of phospholipids organized as concentrical bilayers containing an aqueous compartment in their interior31. Due to their amphipathic characteristics, they can incorporate substances in the aqueous compartment, the lipidic bilayer, or even distributed in both compartments32. Also, liposomes, such as LUVs or small unilamellar vesicles (SUVs), are considered regarding powerful tools in membrane studies.…”

Section: Resultsmentioning

confidence: 99%

Cell selectivity‐membrane phospholipids relationship of the antimicrobial effects shown by pleurocidin enantiomeric peptides

Lee

Park

et al. 2009

Journal of Peptide Science

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Previously, we investigated the antimicrobial properties of pleurocidin (Ple) enantiomers. Our studies showed that the L-enantiomer exhibited about a 2-16 fold more potent activity against bacterial strains as compared to that of the D-enantiomer. However, fungal strains were about two-fold more susceptible to the D-enantiomer than to the L-enantiomer. In this study, confocal laser scanning microscopy indicates that the Ple enantiomers internalize into the cell surface. The present results also suggest that they could be characterized by a membrane-active mechanism. To further elucidate their selective membranolytic activities, we conducted a fluorescence analysis. A study with 1,6-diphenyl-1,3,5-hexatriene, a hydrophobic molecule, showed that the L-and the D-enantiomer exert more potent antibacterial or antifungal activity than their opposite enantiomer, respectively. Furthermore, we synthesized liposomes by using representative phospholipids consisting of bacterial or fungal membranes. Our results show that the L-enantiomer causes significant dye leakage from negatively charged liposomes (PG/CL; 58:42, PC/PG; 1:1, w/w) which mimic bacterial membranes such as Staphylococcus aureus. Conversely, the D-enantiomer has more potent leakage effects against fungal liposomes (PC/PE/PI/ergosterol; 5:4:1:2, w/w/w/w, PC/ergosterol; 10:1, w/w). In summary, these results suggest that the selective antimicrobial effects of the Ple enantiomers against bacterial and fungal cells may be due to the different lipid compositions of prokaryotes and eukaryotes.

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Section: Resultsmentioning

confidence: 99%

Cell selectivity‐membrane phospholipids relationship of the antimicrobial effects shown by pleurocidin enantiomeric peptides

Lee

Park

et al. 2009

Journal of Peptide Science

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“…The absorption (Figure a) and emission (Figure b) spectra of ZnPc‐liposomes were similar to the spectra of ZnPc in homogeneous media (DMF), as no significant wavelength shifts or relevant modifications in shape were detected. A decrease in absorption and emission intensity was observed, this is related to the opacity of the liposomal formulation …”

Section: Resultsmentioning

confidence: 99%

Antimicrobial Effects of ZnPc Delivered into Liposomes on Multidrug Resistant (MDR)‐Mycobacterium tuberculosis

et al. 2019

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Tuberculosis is one of the most important global health problems. Multidrug resistant (MDR)‐tuberculosis is caused by Mycobacterium tuberculosis (M. tuberculosis) resistant to the first line drugs (rifampin‐isoniazid). Photodynamic antimicrobial chemotherapy (PACT) has reemerged as an alternative against resistant bacteria. In this work, we synthetized liposomes of Dipalmitoylphosphatidylcholine and Cholesterol as carrier of ZnPc. The ZnPc‐liposomes photodynamic activity was tested in two strains of M. tuberculosis, a sensible (ATCC 27294) and MDR‐M. tuberculosis. As result, both strains were inactivated by ZnPc‐liposomes. The photodynamic activity was dependent of incubation time and light dose supplied. The photokilling activity was considerably higher for sensible strain than for MDR one.

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“…In addition, liposome formulations are tunable by changing the composition or adding additives such as cholesterol, cardiolipin, glucuronic acid and PEG. 54 The presence of cholesterol has been found to drastically help stabilize the size of unilamellar liposome from 1000 nm to about 100 nm 55 , enhancing the stability of the delivery system, and facilitating the photodynamic activation of photosensitizers. 47 Liposomal formulations were incubated with different cell lines at different concentrations.…”

Section: Phototherapy Using Pcs and Ncsmentioning

confidence: 99%

Recent applications of phthalocyanines and naphthalocyanines for imaging and therapy

Zhang

Lovell

2016

WIREs Nanomed Nanobiotechnol

138

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With high extinction coefficients and long absorption wavelengths in the near infrared region, phthalocyanines (Pcs) and naphthalocyanines (Ncs) are well-suited for optical imaging and phototherapies in biological tissues. Pcs and Ncs have been used in a range of theranostic applications. Peripheral and axial substituents can be introduced to Pcs and Ncs for chemical modification. Seamless metal chelation of Pcs or Ncs can expand their possibilities as medical therapeutic and imaging agents. Nanoparticulate approaches enable unique ways to deliver Pcs and Ncs to target tissues and improve their solubility, biocompatibility, biodistribution and stability. Herein, we highlight some recent Pc or Nc nanoscale systems for theranostic applications.

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Preparation of 100nm diameter unilamellar vesicles containing zinc phthalocyanine and cholesterol for use in photodynamic therapy

Cited by 26 publications

References 20 publications

Cell selectivity‐membrane phospholipids relationship of the antimicrobial effects shown by pleurocidin enantiomeric peptides

Cell selectivity‐membrane phospholipids relationship of the antimicrobial effects shown by pleurocidin enantiomeric peptides

Antimicrobial Effects of ZnPc Delivered into Liposomes on Multidrug Resistant (MDR)‐Mycobacterium tuberculosis

Recent applications of phthalocyanines and naphthalocyanines for imaging and therapy

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