Synthesis and characterization of biocompatible bimodal meso-sulfonamide-perfluorophenylporphyrins

Vinagreiro, Carolina S.; Gonçalves, Nuno P.F.; Calvete, Mário J. F.; Schaberle, Fábio A.; Arnaut, Luı́s G.; Pereira, Mariette M.

doi:10.1016/j.jfluchem.2015.09.010

Cited by 11 publications

(5 citation statements)

References 46 publications

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“…Porphyrins (Pors) are an all-pervading class of naturally occurring compounds with important biological representatives such as hemes, chlorophyll, and Vitamin B12. A basic structure of a Por macrocycle consists of four pyrrolic subunits linked by four methine bridges, and it is considered a related compound from Pcs. − Por synthesis has been extensively improved over the years, − and studied for a vast array of applications, including catalysis, − photomedicinal applications, − energy transfer, − and others. − …”

Section: Porphyrins and Related Macrocyclesmentioning

confidence: 99%

Nonlinear Optical Materials for the Smart Filtering of Optical Radiation

2016

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The control of luminous radiation has extremely important implications for modern and future technologies as well as in medicine. In this Review, we detail chemical structures and their relevant photophysical features for various groups of materials, including organic dyes such as metalloporphyrins and metallophthalocyanines (and derivatives), other common organic materials, mixed metal complexes and clusters, fullerenes, dendrimeric nanocomposites, polymeric materials (organic and/or inorganic), inorganic semiconductors, and other nanoscopic materials, utilized or potentially useful for the realization of devices able to filter in a smart way an external radiation. The concept of smart is referred to the characteristic of those materials that are capable to filter the radiation in a dynamic way without the need of an ancillary system for the activation of the required transmission change. In particular, this Review gives emphasis to the nonlinear optical properties of photoactive materials for the function of optical power limiting. All known mechanisms of optical limiting have been analyzed and discussed for the different types of materials.

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Section: Porphyrins and Related Macrocyclesmentioning

confidence: 99%

Nonlinear Optical Materials for the Smart Filtering of Optical Radiation

2016

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“…Since low-molecular-weight sulfonamides are well-known for their anti-microbial and bacteriostatic properties [37], the introduction of the sulfonamide groups to the lignin may enhance the intrinsic antibacterial properties of lignin. Application of the described method for lignosulfonate modification may enhance other properties of the material, such as its thermal stability.…”

Section: Introductionmentioning

confidence: 99%

Chemical Transformation of Lignosulfonates to Lignosulfonamides with Improved Thermal Characteristics

Komisarz

Majka

2022

Fibers

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Lignin is an abundantly occurring aromatic biopolymer that receives increasing attention as, e.g., a biofiller in polymer composites. Though its structure depends on the plant source, it is a valuable component showing biodegradability, antioxidant, and ultra-violet (UV) absorption properties. Lignosulfonates, a by-product of the paper and pulping industries formed as a result of the implementation of the sulfite process, have been used in the presented study as a raw material to obtain a sulfonamide derivative of lignin. Hereby, a two-step modification procedure is described. The obtained materials were investigated by means of FTIR, WAXD, SS-NMR, SEM, and TGA; the results of spectroscopic investigations confirm the formation of a sulfonamide derivative of lignin via the proposed modification method. The obtained modified lignin materials showed significantly improved thermal stability in comparison with the raw material. The internal structure of the lignosulfonate was not altered during the modification process, with only slight changes of the morphology, as confirmed by the WAXD and SEM analyses. The manufactured sulfonamide lignin derivatives show great promise in the potential application as an antibacterial filler in advanced biopolymeric composites.

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“…Photodynamic therapy (PDT) is a treatment modality of solid tumors based on the administration of a light-activated drug (photosensitizer) followed by the visible light illumination of the tumor and consequent formation of reactive oxygen species (ROS). − Besides its success against cancer, the photodynamic action has also shown good results in treatments of psoriasis, retina disease, and against micro-organisms. − In recent years, significant efforts have been made to develop: more efficient photosensitizer drugs (PS); new methodologies to characterize PS potential; new strategies for photodynamic action; new model systems to evaluate the photodynamic activity; and/or suitable nanotechnological platforms to improve drug delivery to tumor tissue. − …”

Section: Introductionmentioning

confidence: 99%

Use of Spectroscopic Techniques for Evaluating the Coupling of Porphyrins on Biocompatible Nanoparticles. A Potential System for Photodynamics, Theranostics, and Nanodrug Delivery Applications

et al. 2017

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Modern medicine has been searching for new and more efficient strategies for diagnostics and therapeutics applications. Considering this, porphyrin molecules have received great interest for applications in photodiagnostics and phototherapies, even as magnetic nanoparticles for drug-delivery systems and magnetic-hyperthermia therapy. Aiming to obtain a multifunctional system, which combines diagnostics with therapeutic functions on the same platform, the present study employed UV/vis absorption and fluorescence spectroscopies to evaluate the interaction between meso-tetrakis(p-sulfonatofenyl)porphyrin (TPPS) and maghemite nanoparticles (γ-FeO). These spectroscopic techniques allowed us to describe the dynamics of coupling porphyrins on nanoparticles and estimate the number of 21 porphyrins per nanoparticle. Also, the binding parameters, such as the association constants (K = 8.89 × 10 M) and bimolecular quenching rate constant (k = 2.54 × 10 M s) were obtained. These results suggest a static quenching process where the electrostatic attraction plays an essential role. The work shows that spectroscopic techniques are powerful tools to evaluate the coupling of organic molecules and nanoparticles. Besides, the system studied provides a relevant background for potential applications in bionanotechnology and nanomedicine, such as (1) nanodrug delivery system, (2) photodiagnostics/theranostics, and/or (3) a combined action of photodynamic and hyperthermia therapies, working in a synergetic way.

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Synthesis and characterization of biocompatible bimodal meso-sulfonamide-perfluorophenylporphyrins

Cited by 11 publications

References 46 publications

Nonlinear Optical Materials for the Smart Filtering of Optical Radiation

Nonlinear Optical Materials for the Smart Filtering of Optical Radiation

Chemical Transformation of Lignosulfonates to Lignosulfonamides with Improved Thermal Characteristics

Use of Spectroscopic Techniques for Evaluating the Coupling of Porphyrins on Biocompatible Nanoparticles. A Potential System for Photodynamics, Theranostics, and Nanodrug Delivery Applications

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