Synthesis of silver nanoparticles coupled with aromatic diselenides: greener approach, potential against glioma cells and DNA interaction

Saba, Sumbal; Preve, Natália B.; Granja, Isis Juliane Arantes; Pedroso, Gabriela Joppert; Cabreira, Climei; Dreyer, Juliana Priscila; Ribeiro, Luiz; Horn, Ana Paula; Marinho, Marcelo Augusto Germani; Bellettini, Ismael C.; Pich, Claus Tröger; Kokuszi, Lucas Thadeu Felipe; Silva, Eduardo Borges Velho da; Lima, Vânia Rodrigues de; Rafique, Jamal; Frizon, Tiago Elias Allievi

doi:10.1039/d2nj04810h

Cited by 3 publications

(2 citation statements)

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“…[1][2][3][4] In this regard, diorganyl-selenides are wellknown for their diverse biological properties, mainly their antioxidant, anti-in ammatory, anti-Alzheimer and anticancer activities. [5][6][7][8][9] These ubiquitous structures play a fundamental role in modern organic synthesis and are employed in several reactions as catalysts, ligands and synthetic intermediates in total synthesis, as well as in ionic liquids. [10][11] They are also applied in materials science.…”

Section: Introductionmentioning

confidence: 99%

Catalyst- and metal-free C(sp2)-H bond selenylation of (N-hetero)-arenes using diselenides and trichloroisocyanuric acid at room temperature

Neto,

Granja,

Scheide

et al. 2023

Preprint

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In this paper, we report an eco-friendly approach for the C(sp2)-H bond selenylation of imidazopyridines and other (N-heteroarenes as well as simple arenes at ambient temperature. This new protocol consists of the reaction between (N-hetero)-arenes and the diorganyl-diselenides and trichloroisocyanuric acid (TCCA)-ethanol reagent system. In a short reaction time, the desired selenylated products were obtained regioselectively in good yields, with tolerance for a wide range of functional groups

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Section: Introductionmentioning

confidence: 99%

Catalyst- and metal-free C(sp2)-H bond selenylation of (N-hetero)-arenes using diselenides and trichloroisocyanuric acid at room temperature

Neto,

Granja,

Scheide

et al. 2023

Preprint

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“…Thus, in view of our continuing interest in biologically relevant organoselenium compounds and functionalization of imidazo [1,2-a]pyridines [23][24][25][26][27][28][29][30], this study aimed to investigate the effect of MRK-107 in two-dimensional (2D) and 3D (spheroid) models of colon carcinoma, with a focus on induction of cell death by proliferative, inflammatory, apoptotic, or multiple oxidative stress-related pathways.…”

Section: Introductionmentioning

confidence: 99%

Selenylated Imidazo [1,2-a]pyridine Induces Apoptosis and Oxidative Stress in 2D and 3D Models of Colon Cancer Cells

Gomes,

Zubieta,

Guilhermi

et al. 2023

Pharmaceuticals

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Colon cancer incidence rates are increasing annually, a scenario aggravated by genetic and epigenetic alterations that promote drug resistance. Recent studies showed that novel synthetic selenium compounds are more efficient and less toxic than conventional drugs, demonstrating biocompatibility and pro-oxidant effects on tumor cells. This study aimed to investigate the cytotoxic effect of MRK-107, an imidazo [1,2- a]pyridine derivative, in 2D and 3D cell culture models of colon cancer (Caco-2 and HT-29). Sulforhodamine B results revealed a GI50 of 2.4 µM for Caco-2, 1.1 µM for HT-29, and 22.19 µM for NIH/3T3 in 2D cultures after 48 h of treatment. Cell recovery, migration, clonogenic, and Ki-67 results corroborated that MRK-107 inhibits cell proliferation and prevents cell regeneration and metastatic transition by selectively reducing migratory and clonogenic capacity; non-tumor cells (NIH/3T3) re-established proliferation in less than 18 h. The oxidative stress markers DCFH-DA and TBARS revealed increased ROS generation and oxidative damage. Caspases-3/7 are activated and induce apoptosis as the main mode of cell death in both cell models, as assessed by annexin V-FITC and acridine orange/ethidium bromide staining. MRK-107 is a selective, redox-active compound with pro-oxidant and pro-apoptotic properties and the capacity to activate antiproliferative pathways, showing promise in anticancer drug research.

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Catalyst- and metal-free C(sp2)–H bond selenylation of (N-hetero)-arenes using diselenides and trichloroisocyanuric acid at room temperature

Neto,

Granja,

Scheide

et al. 2023

Sci Rep

View full text Add to dashboard Cite

In this paper, we report an eco-friendly approach for the C(sp2)–H bond selenylation of imidazopyridines and other N-heteroarenes as well as simple arenes at ambient temperature. This new protocol consists of the reaction between (N-hetero)-arenes and the diorganyl-diselenides and trichloroisocyanuric acid (TCCA)-ethanol reagent system. In a short reaction time, the desired selenylated products were obtained regioselectively in good yields, with tolerance for a wide range of functional groups.

show abstract

Synthesis of silver nanoparticles coupled with aromatic diselenides: greener approach, potential against glioma cells and DNA interaction

Abstract: This work reports the direct synthesis of organochalcogen-modified silver nanoparticles (A1-7), their cytotoxic potentials against glioma cells (C6) and their interaction with DNA. The influence of the presence of electron-withdrawing...

Cited by 3 publications

References 43 publications

Catalyst- and metal-free C(sp2)-H bond selenylation of (N-hetero)-arenes using diselenides and trichloroisocyanuric acid at room temperature

Catalyst- and metal-free C(sp2)-H bond selenylation of (N-hetero)-arenes using diselenides and trichloroisocyanuric acid at room temperature

Selenylated Imidazo [1,2-a]pyridine Induces Apoptosis and Oxidative Stress in 2D and 3D Models of Colon Cancer Cells

Catalyst- and metal-free C(sp2)–H bond selenylation of (N-hetero)-arenes using diselenides and trichloroisocyanuric acid at room temperature

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