The synthesis and characterization of a hybrid Mn(III)-porphyrin magnetic nanocomposite is described. Moreover, a sustainable methodology for epoxidation of olefins is reported, using O[Formula: see text] as a green oxidant and the magnetic nanoparticle as a recyclable catalyst. High activity in alkene oxidation was observed, with full selectivity for epoxide formation. The magnetic catalyst presented high stability, being recovered and reused in five consecutive runs without loss of catalytic activity or selectivity in cyclooctene oxidation. Moreover, the catalytic system showed very good reactivity toward epoxidation of a range of terminal, substituted, cyclic or acyclic, aliphatic and aromatic olefins, including terpene and steroid derivatives, affording a range of biologically relevant epoxides in excellent yields. The isobutyric acid, formed as side-product, was recovered with high yield and purity, which provides the potential reutilization of this important industrial product.
This review article briefly describes the available synthetic approaches for meso-arylporphyrins giving particular emphasis for one-pot nitrobenzene and nitrobenzene/NaY methods regarding the synthesis of meso-halogenated arylporphyrins. The review also describes the relevant applications of these halogenated porphyrins and their metalloporphyrin counterparts, prepared via nitrobenzene method, as photosensitizers for therapy (PDT and PDI), diagnostic (molecular contrast agents) and also for catalytic oxidation and CO2 cycloaddition reactions to epoxides.
Nowadays, society’s widespread consumption of pharmaceutical drugs and the consequent accumulation of such compounds or their metabolites in effluents requires the development of efficient strategies and systems that lead to their effective degradation. This can be done through oxidative processes, in which tetrapyrrolic macrocycles (porphyrins, phthalocyanines) deserve special attention since they are among the most promising degradation catalysts. This paper presents a review of the literature over the past ten years on the major advances made in the development of oxidation processes of pharmaceuticals in aqueous solutions using tetrapyrrole-based catalysts. The review presents a brief discussion of the mechanisms involved in these oxidative processes and is organized by the degradation of families of pharmaceutical compounds, namely antibiotics, analgesics and neurological drugs, among others. For each family, a critical analysis and discussion of the fundamental roles of tetrapyrrolic macrocycles are presented, regarding both photochemical degradative processes and direct oxidative chemical degradation.
The combination of photodynamic therapy with antibiotics or antimicrobial peptides for inactivation of bacteria is an area of growing interest due to the synergistic effect already observed by many authors. It has been shown that the efficiency of this dual antimicrobial therapy is highly dependent on the structure of the photosensitizer, being tetrapyrrolic macrocycles the ones with most promising results. There are a few review articles in the recent literature describing the main microbiological results concerning this dual inactivation of bacteria, but none of them focus on the synthetic processes of these photosensitizers and their remarkable chemical versatility. Therefore, herein we present an overview on synthetic methodologies for preparation of tetrapyrrolic macrocycles and their conjugates with antibiotics or antimicrobial peptides, for use in dual inactivation of bacteria. This review will be divided in two sections concerning the physical or covalent combinations of PS with antibiotic/cationic peptides, followed by brief critical analysis on their corresponding antimicrobial outcomes.
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