Photophysical properties and photodynamic activity of a novel menthol–zinc phthalocyanine conjugate incorporated in micelles phthalocyanine conjugate incorporated in micelles

Romero, María Paulina; Gobo, Nicholas R. S.; Oliveira, Kléber T. de; Iamamoto, Yassuko; Serra, Osvaldo Antônio; Louro, Sônia R.W.

doi:10.1016/j.pdpdt.2015.07.061

Cited by 4 publications

(10 citation statements)

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“…In a typical experiment of DPBF photodegradation (Hadjur et al, 1998;Romero et al, 2013), 2.0 mL of 100 μM DPBF in DMSO was mixed with 0.4 mL of nanocapsules containing 3.75 μM ZnPc. The flask was completed with DMSO at a final volume of 4 mL.…”

Section: Evaluation Of Dpbf Photodegradation and Znpc Photobleachingmentioning

confidence: 99%

“…The ability of ZnPc loaded nanocapsules to produce 1 O 2 was monitored using 1.3-diphenylisobenzofuran (DPBF) in aprotic solvent (DMSO). Similarly, DPBF method was used to investigate the generation of singlet oxygen of ZnPc derivative encapsulated in micelles, dispersed in DMSO (Romero et al, 2013). DPBF method has been widely used to provide a quantitative analysis of singlet oxygen production since the reaction product (1.2-dibenzylbenzene) does not absorb visible light.…”

Section: Photodynamic Activity and Photostability Of Znpc Loaded Nanomentioning

confidence: 99%

“…The Φ Δ is the ratio of the number of produced 1 O 2 molecules to the number of photons absorbed by photosensitizer (Romero et al, 2013). Therefore, it is a measure of the ability of the photosensitizer to generate cytotoxic singlet oxygen that destroys biomolecules.…”

Section: Photodynamic Activity and Photostability Of Znpc Loaded Nanomentioning

confidence: 99%

“…Thus, based on the photochemical properties it can be concluded that nanocapsules based in biodegradable polymer (chitosan and PCL) are suitable drug delivery systems for ZnPc. Romero et al (2013) studied the photodynamic activity of zinc phthalocyanine derivative incorporated in micelles. The authors observed that singlet oxygen quantum yields values were very low in the ionic micelles such as SDS (Φ Δ = 0.001) and CTAB (Φ Δ = 0.02), where there is virtually no singlet oxygen production.…”

Section: Photodynamic Activity and Photostability Of Znpc Loaded Nanomentioning

confidence: 99%

“…Moreover, ZnPc undergoes aggregation in water, due to π-stacking interactions, reducing its photobiological activity (Soares et al, 2011;Conte et al, 2014). To overcome the drawbacks related to its poor solubility in aqueous medium and aggregation, ZnPc and its derivatives have been encapsulated in nanostructured systems like liposomes (Derycke and de Witte, 2004;Rodal et al, 1998;Paszko et al, 2011), cyclodextrins (Conte et al, 2014), polymeric micelles (Sibata et al, 2004), micelles (Romero et al, 2013) or polymeric nanocapsules (Ricci-Júnior and Marchetti, 2006a,b;Fadel et al, 2010;Soares et al, 2011). Photosensitizers loaded in nanostructured systems show additional advantages: (i) possibility of reaching specific sites of actions; (ii) enhancement of cellular and tissue uptake; (iii) permeability; (iv) selective accumulation within diseased cells and tissues and (v) control the drug release (Konan et al, 2002;Medina et al, 2011).…”

Section: Introductionmentioning

confidence: 99%

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Evaluation of photodynamic activity, photostability and in vitro drug release of zinc phthalocyanine-loaded nanocapsules

Souza

Ziembowicz

Müller

et al. 2016

European Journal of Pharmaceutical Sciences

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Section: Evaluation Of Dpbf Photodegradation and Znpc Photobleachingmentioning

confidence: 99%

Section: Photodynamic Activity and Photostability Of Znpc Loaded Nanomentioning

confidence: 99%

Section: Photodynamic Activity and Photostability Of Znpc Loaded Nanomentioning

confidence: 99%

Section: Photodynamic Activity and Photostability Of Znpc Loaded Nanomentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 3 more Smart Citations

Evaluation of photodynamic activity, photostability and in vitro drug release of zinc phthalocyanine-loaded nanocapsules

Souza

Ziembowicz

Müller

et al. 2016

European Journal of Pharmaceutical Sciences

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Multicomponent reactions mediated by NbCl 5 for the synthesis of phthalonitrile-quinoline dyads: Methodology, scope, mechanistic insights and applications in phthalocyanine synthesis

et al. 2018

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Herein, we demonstrate the efficiency of NbCl 5 to promote a multicomponent reaction (MCR) for the synthesis of a library of phthalonitrile-quinoline dyads, which are very useful and new functionalized building blocks for phthalocyanine (PC) synthesis. Experimental mechanistic insights on the key MCR process are described, using a deuterated reagent, clearly showing the pericyclic nature of a hetero-Diels-Alder reaction. Examples of phthalocyanine (PC) syntheses were performed in order to demonstrate the versatility of the phthalonitrile-quinoline dyads. Preliminary photophysical measurements show that our phthalonitrile library is very promising for the production of new molecular scaffolds of PC derivatives with potential applications.

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Reactive nitrogen/oxygen species production by nitro/nitrosyl supramolecular ruthenium porphyrin complexes

Barbosa

Parra

Corrêa

et al. 2017

Journal of Photochemistry and Photobiology A: Chemistry

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reports on new nitro/nitrosyl Ru-based complexes, which were synthesized with the purpose of using them as precursors to obtain supramolecular ruthenium porphyrin species ({TPyP[Ru (NO 2)(5,5 0-Mebipy) 2 ] 4 }(PF 6) 4) and ({TPyP[Ru(NO)(5,5 0-Mebipy) 2 ] 4 }(PF 6) 12). The photochemical and photophysical properties of these porphyrin species were investigated. Results show that the complex containing nitrite is able to produce NO by homolytic O-NO cleavage (F PPh NO = 0.05) while the {TPyP[Ru (NO)(5,5 0-Mebipy) 2 ] 4 }(PF 6) 12 does it by direct labilization (F PPh NO = 0.53) of the RuÀ ÀNO bond. Furthermore, a triplet quantum yield of 0.09 and 0.27 was observed for complexes containing nitrite and nitric oxide, respectively. The reactive oxygen species quantum yield for the complex {TPyP[Ru(NO) (5,5 0-Mebipy) 2 ] 4 }(PF 6) 12 (0.78) is consistent with the sum of quantum yields NO release (0.53) and triplet state (0.27), which suggests that both processes participate in the formation of the reactive species. Our results show that combining these characteristics, NO production and triplet states, on the same platform could induce a synergic effect, leading to a considerable improvement in the photodynamic action of these complexes.

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Photophysical properties and photodynamic activity of a novel menthol–zinc phthalocyanine conjugate incorporated in micelles phthalocyanine conjugate incorporated in micelles

Cited by 4 publications

References 0 publications

Evaluation of photodynamic activity, photostability and in vitro drug release of zinc phthalocyanine-loaded nanocapsules

Evaluation of photodynamic activity, photostability and in vitro drug release of zinc phthalocyanine-loaded nanocapsules

Multicomponent reactions mediated by NbCl 5 for the synthesis of phthalonitrile-quinoline dyads: Methodology, scope, mechanistic insights and applications in phthalocyanine synthesis

Reactive nitrogen/oxygen species production by nitro/nitrosyl supramolecular ruthenium porphyrin complexes

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