Edgardo N. Durantini

National University of Río Cuarto

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M. Elisa Milanesio

National University of Río Cuarto

M. Gabriela Alvarez

National University of Río Cuarto

Luís Otero

National University of Río Cuarto

Juana J. Silber

National University of Río Cuarto

Javier E. Durantini

National University of Río Cuarto

Daniel A. Heredia

National University of Río Cuarto

Mariana B. Spesia

National University of Río Cuarto

Miguel Gervaldo

National University of Río Cuarto

Viviana Rivarola

National University of Río Cuarto

Natalia S. Gsponer

Consejo Nacional de Investigaciones Científicas y Técnicas

Cooperative Institutions

National University of Río Cuarto

103

Consejo Nacional de Investigaciones Científicas y Técnicas

Arizona State University

University of Buenos Aires

Universidad Nacional de Córdoba

Instituto Médico Río Cuarto

Fundación Ciencias Exactas y Naturales

Centro Médico Sanitas Córdoba

Universitatea Națională de Știință și Tehnologie Politehnica București

Centro Científico Tecnológico - San Juan

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Perovskite solar cells with versatile electropolymerized fullerene as electron extraction layer

Electrochimica Acta (2018)

María Belén Suarez Clara Aranda Lorena Macor Javier E. Durantini Daniel A. Heredia

Perovskite solar cell

Photoactive layer

Open-circuit voltage

10.1016/j.electacta.2018.09.196

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Citations (12)

Photoinduced Charge Separation in Organic–Organic Heterojunctions Based on Porphyrin Electropolymers. Spectral and Time Dependent Surface Photovoltage Study.

The Journal of Physical Chemistry C (2015)

Javier E. Durantini María Belén Suarez Marisa Santo Edgardo N. Durantini Thomas Dittrich

Photoactive heterojunctions formed by porphyrin polymers were electrochemically generated and analyzed by both transient and spectral dependent surface photovoltage. Indium tin oxide/organic polymer heterojunction photovoltages showed to be dependent on the presence of Zn (II) as central metal on the porphyrin polymer structure. The porphyrin electropolymers were also successfully formed on the top of a poly 3,4-ethylenedioxythiophene layer, generated by electropolymerization. The presence of the hole transport polymer dramatically altered the formation and diffusion process of the photocarriers created by excitation of the porphyrin films. A marked increase in the generated photovoltages was observed when the porphyrin electropolymer external surfaces were modified with a layer of a strong electron acceptor (C60 buckminsterfullerene), showing that these heterojunctions could be used in the development of new solar energy technologies.

Surface Photovoltage

Photoactive layer

Indium tin oxide

Acceptor

Photoinduced charge separation

Electron acceptor

Charge carrier

10.1021/jp510432v

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Citations (18)

Non‐aqueous reverse micelles media for the S_NAr reaction between 1‐fluoro‐2,4‐dinitrobenzene and piperidine

Journal of Physical Organic Chemistry (2006)

N. Mariano Correa Edgardo N. Durantini Juana J. Silber

Abstract The kinetics of the nucleophilic aromatic substitution (S N Ar) reaction between 1‐fluoro‐2,4‐ dinitrobenzene (FDNB) and piperidine (PIP) in ethylene glycol (EG)/ sodium bis (2‐ethyl‐1‐hexyl) sulfosuccinate (AOT)/ n ‐heptane and dimethylformamide (DMF)/AOT/ n ‐heptane non‐aqueous reverse micelle systems is reported. EG and DMF were used as models for hydrogen bond donor (HBD) and non‐hydrogen bond donor (non‐HBD) polar solvents, respectively. The reaction was found not to be base catalyzed in these media. A mechanism to rationalize the kinetic results is proposed in which both reactants may be distributed between the two environments. The distribution constants of FDNB between the organic and each micellar pseudophases were determined by an independent fluorescence method. These results were used to evaluate the amine distribution constant and the intrinsic second‐order rate coefficient of the S N Ar reaction in the interface. The reaction was also studied in the pure solvents EG and DMF for comparison. The results in EG/AOT/ n ‐heptane at W s = 2 give similar kinetic profiles than in water/AOT/ n ‐hexane at W = 10. With these HBD solvents, the interface saturation by the substrate is reached at around the same value of [AOT] and the intrinsic second‐order rate coefficient in the interface, k ′ b , has comparable values. On the other hand, when DMF is used as a polar non‐HBD solvent, the intrinsic second‐order rate constant increases by a factor of about 200 as compared to the values obtained using HBD solvents as a polar core. It is concluded that higher catalytic power is obtained when non‐HBD solvents are used as polar solvent in the micelle interior. Copyright © 2006 John Wiley & Sons, Ltd.

Piperidine

Heptane

Reaction rate

10.1002/poc.1042

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Citations (17)

Photodynamic activity of cationic and non-charged Zn(ii) tetrapyridinoporphyrazine derivatives: biological consequences in human erythrocytes and Escherichia coli

Photochemical & Photobiological Sciences (2004)

Emanuel A. Dupouy Débora Lazzeri Edgardo N. Durantini

Cationic polymerization

10.1039/b407848a

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Citations (41)

Photodynamic properties and photoinactivation of Candida albicans mediated by brominated derivatives of triarylmethane and phenothiazinium dyes

Photodiagnosis and Photodynamic Therapy (2014)

M. Gabriela Alvarez María N. Montes de M. Elisa Milanesio Cristina S. Ortiz Edgardo N. Durantini

Crystal violet

Phototoxicity

Triarylmethane dye

Methylene blue

10.1016/j.pdpdt.2014.03.005

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Citations (19)

Methoxyphenyl Porphyrin Derivatives as Phototherapeutic Agents

Current Bioactive Compounds (2010)

M. Elisa Milanesio M. Gabriela Alvarez Edgardo N. Durantini

Tetrapyrrolic macrocycles occupy a central place in bioorganic chemistry. On the basis of their photophysical properties, natural and synthetic porphyrin derivatives have found specific biomedical applications, particularly in the field of detection and treatment of neoplastic tissues. Photodynamic therapy (PDT) consists in the administration of a photosensitizer, which is selectively retained by the malign cells. The subsequent irradiation with visible light in the presence of oxygen specifically leads to cell death and tumor destruction. In the last years, methoxyphenyl porphyrin derivatives were evaluated as active phototherapeutic agents. Therefore, this review deals with the evolution of these photosensitizers with potential applications in PDT. The photodynamic activity of 5,10,15,20-tetrakis(4-methoxyphenyl) porphyrin was studied in different biomimetic and biological media. This synthetic porphyrin and its complexes with metals are effective photosensitizers, which were used as model compounds to investigate the theoretical and instrumental aspects of PDT. Modifications in the structure of methoxyphenyl porphyrins were performed to obtain an increase in the efficiency and selectivity of the agents. In these compounds, the presence of methoxy groups appears to be beneficial from the standpoint of tumor localization. Biochemical studies using a monocationic porphyrin showed efficient tumor regression and the cellular damage was mainly dependent on caspase-3 activity signaling response associated with apoptosis. Also, methoxyphenyl porphyrins attached to other structures, such as porphyrin and fullerene C60 were investigated as phototherapeutic drugs. In particular, porphyrin-C60 dyad was found to be an active compound, even under anoxic condition. The studies indicated that porphyrins bearing methoxy groups in the periphery of the macrocycle are interesting photosensitizers with potential application in photodynamic tumor therapy. Keywords: Photodynamic therapy, cancer, tumor, photosensitizer, porphyrin, singlet oxygen

10.2174/157340710791184840

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Citations (7)

Porphyrin-fullerene C60 Dyads with High Ability to Form Photoinduced Charge-separated State as Novel Sensitizers for Photodynamic Therapy¶

Photochemistry and Photobiology (2005)

M. Elisa Milanesio M. Gabriela Alvarez Viviana Rivarola Juana J. Silber Edgardo N. Durantini

10.1562/2005-01-24-ra-426r.1

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Citations (68)

Functionalized Magnetic Nanoparticles with BODIPYs for Bioimaging and Antimicrobial Therapy Applications

ACS Applied Bio Materials (2020)

Ana C. Scanone Sofía C. Santamarina Daniel A. Heredia Edgardo N. Durantini Andrés M. Durantini

The antimicrobial capability and recyclability of two conjugates that combines the versatility of iron oxide magnetic nanoparticles (MNPs) with the high photosensitizing proficiency of boron-dipyrromethene (BODIPY) dyes are assessed. By a relatively simple synthetic pathway, two conjugates were obtained. The first one, MNP-B1, contains a highly fluorescent dye for bioimaging and suitable inactivating properties. The other one, MNP-B2, is optimized to improve the production of cytotoxic reactive oxygen species (ROS) by incorporating heavy atoms in the BODIPY core. In vitro experiments in bacterial cell suspensions and at the single bacterium level reveal that both conjugates can inactivate either Gram-positive (methicillin-resistant Staphylococcus aureus) and Gram-negative (Escherichia coli) bacteria. By means of fluorescence microscopy, not only cellular uptake of the conjugates but also recyclability and sustained performance over the cycles of photodynamic inactivation (PDI) are demonstrated. This is the first time that MNPs functionalized with BODIPY dyes are utilized to obtain fluorescent images of bacterial cells and photoinactivate pathogens.

BODIPY

Conjugate

Iron oxide nanoparticles

10.1021/acsabm.9b01035

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Citations (32)

Synthesis of porphyrin dyads with potential use in solar energy conversion

Journal of Materials Chemistry (2000)

Fernando Fungo Luís Otero Leonides Sereno Juana J. Silber Edgardo N. Durantini

A convenient procedure for the synthesis of porphyrin derivative dyads is described. The dyads consist of a free base porphyrin covalently linked to a zinc porphyrin or ferrocene by an amide bond. 5-(4-Substituted phenyl)-10,15,20-tris(4-methylphenyl) porphyrins were synthesized from meso-(4-methylphenyl) dipyrromethanes 1, which was obtained with appreciable yield (83%). The reaction of dipyrromethane 1 with a mixture of two appropriate substituted benzaldehydes affords the desired meso-substituted porphyrins, which can be easily separated by flash chromatography. These porphyrins bearing either one 4-acetamidophenyl group 2 or 4-carboxymethylphenyl group 3, and three 4-methylphenyl peripheral functional groups, were prepared with notable yields (15–17%) in a two-step one-flask reaction. Basic hydrolysis of the porphyrins 2 and 3 yielded amino 4 and acid porphyrin 5, respectively. Treatment of 5 with zinc acetate afforded the corresponding metal complex Zn-acid porphyrin 6. The dyads 7 and 8 were obtained by the coupling reaction between the acid chloride derivatives of either Zn-acid porphyrin 6 or ferroceneacetic acid and amino porphyrins 4, respectively. The present strategy may be easily used for preparation of other similar dyad derivatives. These compounds could have interesting applications in electronic materials. Preliminary studies of light energy conversion by SnO2 electrodes coated with porphyrin dyads 7 and 8 were performed. The results show that dyads 7 and 8 may be suitable for solar energy conversion devices.

Amide

Metalation

Free base

Derivative (finance)

10.1039/a907428g

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Citations (79)

Soft hydrogels obtained by photothermal curing of poly(vinylpyrrolidone)/gold nanoparticles dispersions showing anisotropic swelling and photo-activated antimicrobial properties

European Polymer Journal (2024)

Ana C. Scanone María E. Pérez Pablo A. Vallina Edgardo N. Durantini Gustavo F. Arenas

10.1016/j.eurpolymj.2024.113491

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Citations (0)