In vitro tripanocidal effect of 1,8-dioxooctahydroxanthenes (xanthenodiones) and tetraketones and improvement of cardiac parameters in vivo

Menezes, Ana Paula de Jesus; Silva, Milene Lopes da; Pereira, Wagner Luiz; Costa, Guilherme de Paula; Horta, Aline Luciano; Mendonça, Andréa A.S.; Carneiro, Ana Cláudia Alvarenga; Souza, Débora Maria Soares de; Novaes, Rômulo Dias; Teixeira, Róbson Ricardo; Talvani, André

doi:10.1016/j.jgar.2020.04.005

Cited by 10 publications

(5 citation statements)

References 58 publications

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“…1,8-Dioxa-octahydroanthracene compounds have extremely high pharmacological activity and use value in the fields of dyes and photosensitive materials and are antibacterial and anti-inflammatory, so they are considered to be the most practical type of heterocyclic compounds . In recent years, many catalysts utilized to catalyze the formation of heteroanthracene molecules have been widely reported. − However, need toxic solvents, metal loss pollutes water, harsh reaction conditions, the amount of catalyst used is enormous and cannot be recovered, and the low product yield persists. − − In this work, affordable and industrially manufactured poly(aluminum chloride) and silica gel were utilized as catalysts, and heteroanthracene compounds were prepared using a one-pot process under mechanical grinding.…”

Section: Resultsmentioning

confidence: 99%

Exploring the In Situ Formation Mechanism of Polymeric Aluminum Chloride–Silica Gel Composites under Mechanical Grinding Conditions: As a High-Performance Nanocatalyst for the Synthesis of Xanthene and Pyrimidinone Compounds

et al. 2022

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The use of mechanical ball milling to facilitate the synthesis of organic compounds has attracted intense interest from organic chemists. Herein, we report a new process for the preparation of xanthene and pyrimidinone compounds by a one-pot method using polymeric aluminum chloride (PAC), silica gel, and reaction raw materials under mechanical grinding conditions. During the grinding process, polymeric aluminum chloride and silica gel were reconstituted in situ to obtain a new composite catalyst (PAC–silica gel). This catalyst has good stability (six cycles) and wide applicability (22 substrates). The Al–O–Si active center formed by in situ grinding recombination was revealed to be the key to the effective catalytic performance of the PAC–silica gel composites by the comprehensive analysis of the catalytic materials before and after use. In addition, the mechanism of action of the catalyst was verified using density functional theory, and the synthetic pathway of the xanthene compound was reasonably speculated with the experimental data. Mechanical ball milling serves two purposes in this process: not only to induce the self-assembly of silica and PAC into new composites but also to act as a driving force for the catalytic reaction to take place. From a practical point of view, this “one-pot” catalytic method eliminates the need for a complex preparation process for catalytic materials. This is a successful example of the application of mechanochemistry in materials and organic synthesis, offering unlimited possibilities for the application of inorganic polymer materials in green synthesis and catalysis promoted by mechanochemistry.

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Section: Resultsmentioning

confidence: 99%

Exploring the In Situ Formation Mechanism of Polymeric Aluminum Chloride–Silica Gel Composites under Mechanical Grinding Conditions: As a High-Performance Nanocatalyst for the Synthesis of Xanthene and Pyrimidinone Compounds

et al. 2022

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“…Tetraketones are an important class of bioactive compounds that have been used as a tyrosinase inhibitor, 13 laser dye, 14 and mainly as a lipoxygenase inhibitor and antioxidant agent, 15 as well as amastigote growth inhibitior 16 (Fig. 1).…”

Section: Introductionmentioning

confidence: 99%

Continuous-flow Fe-zeolite-catalyzed temperature-directed synthesis of bioactive tetraketones and xanthenes using epoxides and cyclic-1,3-diketones via a Meinwald rearrangement

Mondal¹,

Pandey²,

Gnanaprakasam³

2023

React. Chem. Eng.

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“…Since most of the cases are diagnosticated during the chronic phase and, at this time, the trypanocidal effectiveness of benznidazole is partial without reduction of cardiac clinical disturbances (Morillo et al, 2015), studies with new potential drugs or compounds are desirable to the development of a preventive and/or curative treatment. Potential natural/chemical compounds have been investigated to control parasite and the immune response in different infected tissues (De Paula Costa et al, 2016;Menezes et al, 2020).…”

Section: Introductionmentioning

confidence: 99%

Protective effects of Theracurmin treatment during experimental infection of the Colombian strain of Trypanosoma cruzi at the testicular site

Pimenta

Menezes

Louise

et al. 2023

Front. Cell. Infect. Microbiol.

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IntroductionChagas’ disease is a tropical neglected illness caused by Trypanosoma cruzi and remains one of the most significant causes of morbidity and mortality in South and Central Americas. The disease is caused by a moderate to intense and persistent inflammatory response characterized by local upregulated expression and production of inflammatory mediators that favors the activation and recruitment of distinct cells of the immune system into different tissues to eliminate the parasites. Theracurmin is a curcumin’s derived formulation of nanoparticles. Its anti-inflammatory properties make this bioactive compound a mitigating factor in pathological cases after an overwhelming inflammatory response.MethodsOur research focused on the testicular investigation in 28 mice infected by 103 trypomastigote forms of Colombian strain of T. cruzi and preventively treated with Theracurmin. The mice were treated with 30 mg/Kg of Theracurmin during the period of 30 days. At the 30th day post infection animals were euthanized, and its testicles were collected to morphological and immunological assays.ResultsThe animals infected and treated with Theracurmin presented a reduction in the testicular levels of IL-15 and IL-6. The volume density (%) of the tunica propria was also higher in all infected animals, but Theracurmin decreased this parameter in the treated animals. In the intertubular area, the percentage of some intertubular components was decreased in the infected animals such as the percentage and volume of Leydig cells, connective tissue, and macrophages.DiscussionFurthermore, our data pointed to the daily use of Theracurmin in the diet as a protective element of the testicular function.

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In vitro tripanocidal effect of 1,8-dioxooctahydroxanthenes (xanthenodiones) and tetraketones and improvement of cardiac parameters in vivo

Cited by 10 publications

References 58 publications

Exploring the In Situ Formation Mechanism of Polymeric Aluminum Chloride–Silica Gel Composites under Mechanical Grinding Conditions: As a High-Performance Nanocatalyst for the Synthesis of Xanthene and Pyrimidinone Compounds

Exploring the In Situ Formation Mechanism of Polymeric Aluminum Chloride–Silica Gel Composites under Mechanical Grinding Conditions: As a High-Performance Nanocatalyst for the Synthesis of Xanthene and Pyrimidinone Compounds

Continuous-flow Fe-zeolite-catalyzed temperature-directed synthesis of bioactive tetraketones and xanthenes using epoxides and cyclic-1,3-diketones via a Meinwald rearrangement

Protective effects of Theracurmin treatment during experimental infection of the Colombian strain of Trypanosoma cruzi at the testicular site

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