Investigation of the Potential Targets behind the Promising and Highly Selective Antileishmanial Action of Synthetic Flavonoid Derivatives DOI
Estela Mariana Guimarães Lourenço,

Fernanda da Silva,

Amarith R. das Neves

et al.

ACS Infectious Diseases, Journal Year: 2023, Volume and Issue: 9(10), P. 2048 - 2061

Published: Sept. 29, 2023

Leishmaniases are among the neglected tropical diseases that still cause devastating health, social, and economic consequences to more than 350 million people worldwide. Despite efforts combat these vector-borne diseases, their incidence does not decrease. Meanwhile, current antileishmanial drugs old highly toxic, safer presentations unaffordable most severely affected human populations. In a previous study by our research group, we synthesized 17 flavonoid derivatives demonstrated impressive inhibition capacity against rCPB2.8, rCPB3, rH84Y. These cysteine proteases expressed in amastigote stage, target form of parasite. However, although compounds have been already described literature, until now, effect any molecules has proven. this work, aimed deeply analyze action set synthetic correlating ability inhibit with Among all derivatives, 11 them showed high activity amastigotes Leishmania amazonensis, also providing safety mammalian host cells. Furthermore, production nitric oxide infected cells treated active protease B (CPB) inhibitors confirms potential immunomodulatory response macrophages. Besides, considering flavonoids as multitarget drugs, investigated other mechanisms. The were selected investigate another biological pathway behind using flow cytometry analysis. results confirmed an oxidative stress after 48 h treatment. data represent important step toward validation CPB target, well aiding new drug discovery studies based on protease.

Language: Английский

Synthesis and Antioxidant Properties of Organoselenium Compounds DOI
Ritu Mamgain, Marina D. Kostić, Fateh V. Singh

et al.

Current Medicinal Chemistry, Journal Year: 2022, Volume and Issue: 30(21), P. 2421 - 2448

Published: Aug. 2, 2022

Background: The chemistry of organoselenium reagents provides an asset for organic synthesis. versatility these as electrophiles and nucleophiles makes them one the key components Various synthetic transformations such oxyselenenylations, selenocyclization selenoxide elimination have been successfully achieved using under mild reaction conditions. presence selenocysteine in a few mammalian enzymes was information selenium chemists to explore biochemistry compounds. Glutathione peroxidase (GPx), selenoenzyme, is well known maintaining redox equilibrium by detoxifying reactive oxygen species. Objective: aim critically analyze recent development prospects synthesis antioxidant properties Method: In this review, we summarised research review papers from PubMed Scopus databases. primary themes were linked compounds their capacity maintain cellular when exposed oxidative stress. Result: study reveals that diselenide synthesised various methods showed better activity profile compared selenides. cases, found than standard compound ebselen. Moreover, Selenium-based nanoparticles also included. Conclusion: past two decades, biological extensively studied, including properties. This article will give insight into different types recently would be helpful researchers working field medicinal directing new antioxidants.

Language: Английский

Citations

35
Recent Advances in the Synthesis and Antioxidant Activity of Low Molecular Mass Organoselenium Molecules DOI Creative Commons
João M. Anghinoni, Paloma T. Birmann, Marcia Juciele da Rocha

et al.

Molecules, Journal Year: 2023, Volume and Issue: 28(21), P. 7349 - 7349

Published: Oct. 30, 2023

Selenium is an essential trace element in living organisms, and present selenoenzymes with antioxidant activity, like glutathione peroxidase (GPx) thioredoxin reductase (TrxR). The search for small selenium-containing molecules that mimic a strong field of research organic medicinal chemistry. In this review, we review the synthesis bioassays new known organoselenium compounds covering last five years. A detailed description synthetic procedures performed vitro vivo presented, highlighting most active each series.

Language: Английский

Citations

19
Synthesis of 3-selanyl-isoflavones from 2-hydroxyphenyl enaminones using trichloroisocyanuric acid (TCCA): a sustainable approach DOI

Carlos V. Doerner,

José S. S. Neto,

Climei R. Cabreira

et al.

New Journal of Chemistry, Journal Year: 2023, Volume and Issue: 47(12), P. 5598 - 5602

Published: Jan. 1, 2023

We hereby present an original and sustainable synthetic methodology for the synthesis of 3-selanyl-isoflavones from 2-hydroxyphenyl enaminones diorganoyl diselenides.

Language: Английский

Citations

16
Tetravalent Spiroselenurane Catalysts: Intramolecular Se···N Chalcogen Bond-Driven Catalytic Disproportionation of H2O2 to H2O and O2 and Activation of I2 and NBS DOI
Monojit Batabyal, Aditya Upadhyay, Rahul Kadu

et al.

Inorganic Chemistry, Journal Year: 2022, Volume and Issue: 61(23), P. 8729 - 8745

Published: May 31, 2022

Chalcogen-bonding interactions have recently gained considerable attention in the field of synthetic chemistry, structure, and bonding. Here, three organo-spiroselenuranes, having a Se(IV) center with strong intramolecular Se···N chalcogen-bonded interaction, been isolated by oxidation respective bis(2-benzamide) selenides derived from an 8-aminoquinoline ligand. Further, synthesized spiroselenuranes, when assayed for their antioxidant activity, show disproportionation hydrogen peroxide into H2O O2 first-order kinetics respect to H2O2 first time any organoselenium molecules as monitored 1H NMR spectroscopy. Electron-donating 5-methylthio-benzamide ring-substituted spiroselenurane disproportionates at high rate 15.6 ± 0.4 × 103 μM min-1 constant 8.57 0.50 10-3 s-1, whereas 5-methoxy unsubstituted-benzamide spiroselenuranes catalyzed rates 7.9 0.3 2.9 constants 1.16 0.02 0.325 0.025 respectively. The evolved oxygen gas spiroselenurane-catalyzed disproportion has also confirmed chromatograph-thermal conductivity detector (GCTCD) portable digital polarographic dissolved probe. Additionally, exhibit thiol peroxidase activities reduction benzenethiol co-reductant UV-visible Next, bonded explored catalysts iodolactonization bromination arenes. activated I2 toward alkenoic acids under base-free conditions. Similarly, efficient chemo- regioselective monobromination various arenes NBS achieved. Mechanistic insight reactions 77Se NMR, mass spectrometry, spectroscopy, single-crystal X-ray theoretical (DFT, NBO, AIM) studies. It seems that highly electrophilic nature selenium is attributed presence interaction vacant coordination site crucial activation H2O2, I2, NBS. reaction tetravalent would lead octahedral-Se(VI) intermediate, which reduced back due thermodynamic instability its highest state N-donor atom.

Language: Английский

Citations

23
Versatile Electrochemical Synthesis of Selenylbenzo[b]Furan Derivatives Through the Cyclization of 2-Alkynylphenols DOI Creative Commons

Carlos V. Doerner,

Marcos R. Scheide, Celso R. Nicoleti

et al.

Frontiers in Chemistry, Journal Year: 2022, Volume and Issue: 10

Published: May 17, 2022

We report an electrochemical oxidative intramolecular cyclization reaction between 2-alkynylphenol derivatives and different diselenides species to generate a wide variety of substituted-benzo[b]furans. Driven by the galvanostatic electrolysis assembled in undivided cell, it provided efficient transformation into oxidant-, base-, metal-free conditions open system at room temperature. With satisfactory functional group compatibility, products were obtained good excellent yields.

Language: Английский

Citations

22
Selenylated Imidazo[1,2-a]pyridine Induces Cell Senescence and Oxidative Stress in Chronic Myeloid Leukemia Cells DOI Creative Commons

Gabriella Teles Burkner,

Dhébora Albuquerque Dias, Kamylla Fernanda Souza de Souza

et al.

Molecules, Journal Year: 2023, Volume and Issue: 28(2), P. 893 - 893

Published: Jan. 16, 2023

Imidazo[1,2-a]pyridines (IPs) have been studied regarding drug development. The objective of this work was to evaluate the antileukemic capacity IP derivatives by screening their ability as a pro-oxidant. were synthesized and oral bioavailability toxicity analyzed in silico. Redox performed on human Kasumi, KG-1, K562, Jurkat leukemia cells. derivative most responsive leukemic cell selected for cytotoxicity, proliferation, senescence, oxidative stress assays. predictive analysis showed possible effect reproductive system, but without mutagenic, carcinogenic, or irritability effects. MRK-107 against K562 cells compound that best redox profile. did not induce death monocyte However, able decrease proliferation increase senescence after 48 72 h. Furthermore, induced h, increasing lipid peroxidation decreasing reduced glutathione (GSH) contents. This study demonstrated MRK-107-induced with involvement is mechanism action, addressing potential antitumor chronic myeloid leukemia.

Language: Английский

Citations

11
Urea Hydrogen Peroxide and Ethyl Lactate, an Eco-Friendly Combo System in the Direct C(sp2)–H Bond Selenylation of Imidazo[2,1-b]thiazole and Related Structures DOI Creative Commons
Cassio A. O. Moraes,

Rafaely B. C. Santos,

Marcos F. O. Cavalcante

et al.

ACS Omega, Journal Year: 2023, Volume and Issue: 8(42), P. 39535 - 39545

Published: Oct. 12, 2023

Herein, we describe a urea hydrogen peroxide-mediated sustainable protocol for the synthesis of selenylated imidazo[2,1-b]thiazole by using half molar equivalent diorganyl diselenides in ethyl lactate as greener solvent. The reaction features high yields, easy performance on gram scale, metal-free conditions, well applicability to imidazopyridine and imidazopyrimidine.

Language: Английский

Citations

11
Organoselenium compounds as antioxidants DOI Creative Commons
Magdalena Obieziurska‐Fabisiak, Agata J. Pacuła‐Miszewska, Anna Laskowska

et al.

ARKIVOC, Journal Year: 2022, Volume and Issue: 2023(5), P. 69 - 92

Published: Dec. 1, 2022

Reactive oxygen species (ROS) are responsible for many of civilization's diseases, including cancer, diabetes, and Alzheimer's disease, decomposition products in the food industry, deterioration physicochemical properties polymers nanomaterials.In recent years, several organoselenium compounds have been synthesized used as peroxide scavengers, which source antioxidant substances.This review aims to collect divide obtained last twelve years with activity, can prove helpful a) medicine supplements preventing diseases caused by oxidative stress, b) additives oxidation, or c) materials industry Se-containing nanoparticles polymers.In addition, most common methods determining GPx-like activity presented.

Language: Английский

Citations

15
An overview of Aniline-Based Schiff base metal Complexes: Synthesis, characterization and biological activities - a review DOI Open Access
Muhammad Pervaiz,

M.M. Shahin,

Anam Ejaz

et al.

Inorganic Chemistry Communications, Journal Year: 2023, Volume and Issue: 159, P. 111851 - 111851

Published: Dec. 9, 2023

Language: Английский

Citations

9
Naphthalene peri-Diselenide-Based BODIPY Probe for the Detection of Hydrogen Peroxide, tert-Butylhydroperoxide, Hydroxyl Radical, and Peroxynitrite Ion DOI Creative Commons

Babli Chhillar,

Nikhil Sodhi,

Rajni Kadian

et al.

ACS Omega, Journal Year: 2025, Volume and Issue: 10(7), P. 6396 - 6405

Published: Feb. 13, 2025

Dimethoxynaphthalene peri-diselenide-based BODIPY (4,4-difluoro-4-bora-3a,4a-diaza-s-indacene) probe has been synthesized. The demonstrated selectivity and sensitivity for hydrogen peroxide (H2O2) tert-butylhydroperoxide (t-BuOOH), hydroxyl radical (•OH), peroxynitrite ion (ONOO–) detection reversibility upon treatment with glutathione. limits of the were observed to be 0.40 μM H2O2, 0.41 t-BuOOH, 0.95 •OH, 0.46 ONOO–, respectively. A proposed mechanism "turn-on" event suggested corroborated by spectroscopic computational data. It that electron transfer occurred from Se center moiety, followed photoinduced (PET) mechanism.

Language: Английский

Citations

0