Fluorescence spectroscopic studies on substituted porphyrins in homogeneous solvents and cationic micellar medium

Phukan, Smritakshi; Mishra, Bhupendra; Shekar, K. P. Chandra; Kumar, Anil; Kumar, Dalip; Mitra, Sivaprasad

doi:10.1016/j.jlumin.2012.08.040

Cited by 4 publications

(3 citation statements)

References 24 publications

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“…The quest for optimal or at least most improved structures, remains active, despite the already clinical approved porphyrin-base drugs [16]. Among metalloporphyrins, some forms with Zn(II) have been recently studied as starting points for future efficient photodynamic agents, mostly with a focus on asymmetrically substituted bases; meanwhile, copper porphyrins are less present in this type of studies, for instance as compounds involved in the side-effects of phototherapy [17,18,19,20].…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Spectral Analysis and Preliminary in Vitro Evaluation of Some Tetrapyrrolic Complexes with 3d Metal Ions

et al. 2015

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Abstract:In this paper, two tetrapyrrolic complexes, Zn(II)-5-(3-hydroxyphenyl)-10,15,20-tris-(4-acetoxy-3-methoxyphenyl)porphyrin and Cu(II)-5-(3-hydroxyphenyl)-10,15,20-tris-(4-acetoxy-3-methoxyphenyl)porphyrin were synthesized, and characterized from a spectral and biological point of view. The study provided data concerning the behavior of identical external substituents vs. two different core insertions. Some of the properties of the proposed tetrapyrrolic structures were highlighted, having photodynamic therapy of cancer as a targeted biomedical application. Elemental analysis, NMR, FTIR and UV-Vis data in various solvents were provided. A preliminary in vitro study on normal and cancer cultured cells was carried out for biocompatibility assessment in dark conditions. The preliminary in vitro study OPEN ACCESSMolecules 2015, 20 15489 performed on human peripheral mononuclear cells exposed to tetrapyrrolic compounds (2 µM) showed that the proposed compounds had a convenient cytotoxic profile on human normal peripheral blood mononuclear cells under dark conditions. Meanwhile, the investigated compounds reduced the number of metabolically active breast tumor MCF-7 cells, with the exception of Zn(II) complex-containing a symmetrical ligand. Accordingly, preliminary in vitro data suggest that the proposed tetrapyrrolic compounds are good candidates for PDT, as they limit tumor expansion even under dark conditions, whilst sparing normal cells.

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Section: Introductionmentioning

confidence: 99%

Synthesis, Spectral Analysis and Preliminary in Vitro Evaluation of Some Tetrapyrrolic Complexes with 3d Metal Ions

et al. 2015

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“…To minimize this problem, many groups have studied the association of porphyrins with models of micellar systems, polymeric nanoparticles, dendrimers and liposomes [7,17,18], in order to investigate the interactions between photosensitizers and potential carriers of drugs, since the aforementioned micro-heterogeneous systems can mimic biological systems, e.g. plasma membranes and biological tissues [19,20].…”

Section: Introductionmentioning

confidence: 99%

“…plasma membranes and biological tissues [19,20]. The transport of porphyrins in biological medium through micro-heterogeneous systems has been considered an interesting alternative to enabling the delivery of the PS [7,18]. Thus, it is necessary to evaluate prototypes of the associations of porphyrinmicro-heterogeneous systems before developing efficient tests in vivo, so that the most suitable candidates to a set of tests on animals can be known beforehand.…”

Section: Introductionmentioning

confidence: 99%

Photophysical properties of porphyrin derivatives: Influence of the alkyl chains in homogeneous and micro-heterogeneous systems

Santos

Moreira

Novo

et al. 2015

J. Porphyrins Phthalocyanines

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This work is focused on the evaluation of the photophysical properties of protoporphyrin-IX derivatives with different alkyl chains. The goal of this work is to understand the physicochemical properties and select prototypes of photosensitizers for photodynamic therapy. Solvents with different dielectric constants were used to obtain relevant data on different physical and chemical processes, such as fluorescence quantum yield and emission level of aggregation in nonpolar media. In addition, studies were conducted in micro-heterogeneous systems through the interaction of porphyrin derivatives with different surfactants, such as cetyltrimethylammonium bromide, sodium dodecyl sulfate and octyl phenol ethoxylate. The compounds were characterized by electronic absorption spectroscopy in the ultraviolet-visible region and fluorescence emission spectroscopy. The comparative study between the different chemical environments evaluated in the present study represents a relevant contribution to the comprehension of the properties acquired by the porphyrins in different micro-heterogeneous systems, which allows us to understand various interactions that these compounds are subject in biological medium, such as the influence of the polarity of the medium in the reactivity of porphyrins with nonpolar substituents. These results show the decisive physicochemical influence of the alkyl chains on the properties of the tetraazomacrocycle porphyrin. +55 11-4996-0155 J. Porphyrins Phthalocyanines Downloaded from www.worldscientific.com by EMORY UNIVERSITY on 07/30/15. For personal use only. J. Porphyrins Phthalocyanines Downloaded from www.worldscientific.com by EMORY UNIVERSITY on 07/30/15. For personal use only.

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Comprehensive review of photophysical parameters (ε, Φf, τs) of tetraphenylporphyrin (H2TPP) and zinc tetraphenylporphyrin (ZnTPP) – Critical benchmark molecules in photochemistry and photosynthesis

Taniguchi

Lindsey

Bocian

et al. 2021

Journal of Photochemistry and Photobiology C: Photochemistry Re

139

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Fluorescence spectroscopic studies on substituted porphyrins in homogeneous solvents and cationic micellar medium

Cited by 4 publications

References 24 publications

Synthesis, Spectral Analysis and Preliminary in Vitro Evaluation of Some Tetrapyrrolic Complexes with 3d Metal Ions

Synthesis, Spectral Analysis and Preliminary in Vitro Evaluation of Some Tetrapyrrolic Complexes with 3d Metal Ions

Photophysical properties of porphyrin derivatives: Influence of the alkyl chains in homogeneous and micro-heterogeneous systems

Comprehensive review of photophysical parameters (ε, Φf, τs) of tetraphenylporphyrin (H2TPP) and zinc tetraphenylporphyrin (ZnTPP) – Critical benchmark molecules in photochemistry and photosynthesis

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