Liposome-delivered 131I-labelled Zn(II)-phthalocyanine as a radiodiagnostic agent for tumours

Polo, Luz; Segalla, Anna; Jori, Giulio; Bocchiotti, G; Verna, Giovanni; Franceschini, R; Mosca, R.; Filippi, Pier Giorgio De

doi:10.1016/s0304-3835(96)04409-6

Cited by 14 publications

(8 citation statements)

References 16 publications

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“…Clearly our studies indicate, as previously observed, that the use of liposomes, or other delivery vehicles, profoundly affects the uptake and biodistribution of this type of compounds. − Liposomes of various compositions are often used for the selective delivery of highly hydrophobic photosensitizers, such as Zn(II)-phthalocyanine, to animal tumors; the most common are liposomes of dipalmitoylphosphatidylcholine (DPPC), dimyristoylphosphatidylcholine (DMPC), dipalmitoylphosphatidylethanolamine (DPPE), and dioleoylphosphatidylcholine (DOPC) . For example, Zn(II)-phthalocyanine and a 131 I-labeled derivative were selectively delivered in DPPC liposomes to MS-2 fibrosarcoma tumors in mice . In our studies, the positively charged LipoGen liposomes were found to effectively deliver our water-soluble anionic phthalocyanines to cell nuclei, which could potentially increase the biological effectiveness of these photosensitizers.…”

Section: Resultssupporting

confidence: 70%

“…55 For example, Zn(II)-phthalocyanine and a 131 I-labeled derivative were selectively delivered in DPPC liposomes to MS-2 fibrosarcoma tumors in mice. 56 In our studies, the positively charged LipoGen liposomes were found to effectively deliver our water-soluble anionic phthalocyanines to cell nuclei, which could potentially increase the biological effectiveness of these photosensitizers. Other liposome-mediated uptake of a zinc(II) phthalocyanine in NHIK 3025 human carcinoma cells is reported to deliver the dye mainly to the Golgi apparatus and the mitochondria, 54 which indicates that the choice of liposome formulation can modulate the biodistribution of this type of compound and consequently deeply affect its biological activity.…”

Section: Resultsmentioning

confidence: 75%

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Synthesis and Cellular Studies of Nonaggregated Water-Soluble Phthalocyanines

et al. 2005

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Water-soluble phthalocyanines are promising photosensitizers for application in cancer therapy and in the photoinactivation of viruses. The water-soluble zinc(II) phthalocyanines 5 and 6 were synthesized by converting the corresponding ester derivative 4 into the sodium carboxylate and carboxylic acid species. Compound 5 can be solubilized in water as a monomeric species, as demonstrated by UV/vis and fluorescence spectroscopy. These compounds were characterized by analytical and spectroscopic methods and, in the case of 4, by X-ray crystallography. The water-soluble phthalocyanines were found to have low dark cytotoxicity toward V79 hamster fibroblasts and human HEp2 cells, to be phototoxic at low light and drug doses, to be taken up by cells in culture, and to localize intracellularly, mainly in the cell lysosomes. Conjugation of the anionic phthalocyanines with positively charged LipoGen liposomes resulted in effective delivery of these compounds into the nuclei of cells. It is concluded that these highly water-soluble phthalocyanines are promising sensitizers for the photodynamic therapy of tumors.

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Section: Resultssupporting

confidence: 70%

Section: Resultsmentioning

confidence: 75%

Synthesis and Cellular Studies of Nonaggregated Water-Soluble Phthalocyanines

et al. 2005

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“…The highly hydrophobic Zn(II)phthalocyanine (ZnPc, 12) has been selectively delivered in DPPC liposomes to MS-2 fibrosarcoma tumors in mice [117], and a formulation of 131 Ilabelled ZnPc in DPPC liposomes has been shown to be an effective radiodiagnostic agent for this tumor [118]. The specificity of tumor-targeting by ZnPc (12) was further increased using cholesterolenriched DPPC liposomes (up to 20 mol %) [119,120], and liposomes containing palmitoyloleoylph osphatidylcholine and dioleoylphosphatidylserine (POPC/OOPS) [121,122].…”

Section: Delivery Vehicle-mediated Tumor Targetingmentioning

confidence: 99%

Mechanisms of porphyrinoid localization in tumors

Osterloh

Vicente

2002

J. Porphyrins Phthalocyanines

101

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The photosensitizing and pharmacokinetic properties of porphyrin-type compounds have been investigated for nearly a century. In the last decade, two porphyrin derivatives were approved in the U.S.A. and in several other countries for the photodynamic treatment of various lesions. An overview of the different mechanisms for preferential porphyrinoid localization in malignant tumors is presented herein. Several uptake pathways are possible for each photosensitizer, which are determined by its structure, mode of delivery and tumor type. Comparisons of the different mechanisms and correlations with the structure of the sensitizer are presented. Current delivery systems for porphyrin sensitizers are described, as well as recent strategies for enhancing their tumor-specificity, including conjugation to a carrier system that selectively targets a tumor-associated receptor or antigen.

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“…As such, many liposome formulations have been designed for proteins, hormones, diagnostic agents and nucleic acids . Additionally, advantages of preparation ease, biocompatibility, biodegradability, broad selection, high drug loading efficiency, high property selectivity and control have popularized their use for Ps delivery in PDT . Ps drug loading commonly makes use of the extrusion method to produce reproducible vesicles with high trapping efficiency.…”

Section: Shortcomings Of Current Photosensitizers For Phototherapymentioning

confidence: 99%

Mechanistics and photo‐energetics of macrocycles and photodynamic therapy: An overview of aspects to consider for research

Horne

Cronjé

2017

Chem Biol Drug Des

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Research within the field of photodynamic therapy has escalated over the past 20 years. The required conjunctional use of photosensitizers, particularly of the macrocycle structure, has lead to a vast repertoire of derivatives that branch classes and subclasses thereof. Each exhibits a differential range of physiochemical properties that influence their potential applications within the larger phototherapy field for use in either diagnostics, photodynamic therapy, both or none. Herein, we provide an overview of these properties as they relate to photodynamic therapy and to a lesser extent diagnostics. By summarizing the mechanistics of photodynamic therapy coupled to the photo-energetics displayed by macrocycle photosensitizers, we aimed to highlight the critical aspects any researcher should be aware of and consider when selecting and performing research for therapeutic application purposes. These include photosensitizer, photophysical and structural properties, synthesis design and subsequent attributes, main applications within research, common shortcomings exhibited and the current methods practiced to overcome them. K E Y W O R D Sco

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Liposome-delivered 131I-labelled Zn(II)-phthalocyanine as a radiodiagnostic agent for tumours

Cited by 14 publications

References 16 publications

Synthesis and Cellular Studies of Nonaggregated Water-Soluble Phthalocyanines

Synthesis and Cellular Studies of Nonaggregated Water-Soluble Phthalocyanines

Mechanisms of porphyrinoid localization in tumors

Mechanistics and photo‐energetics of macrocycles and photodynamic therapy: An overview of aspects to consider for research

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