Synthesis and biological evaluation of pyrido[3,2,1-
            <i>ij</i>
            ][1,2,3]triazolo[4,5-
            <i>c</i>
            ] quinolinones: PEG-400 mediated one-pot reaction under ultrasonic irradiation

Johnpasha, Shaik; Nasipireddy, Venkatarathnam; Haridasyam, Ramesh Babu; Sirassu, Narsimha

doi:10.1080/10406638.2023.2247127

Cited by 5 publications

(2 citation statements)

References 37 publications

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“…[21,22] Cefatrizine, Carboxyamidotriazole, and 1-(3,5-dichloro-4-(4-chlorobenzyl) phenyl)-1H-1,2,3-triazole, for example, are all under clinical studies for cancer treatment (Figure 1). Interestingly, fused 1,2,3-triazoles have been studied for a variety of biological activities [23,24], particularly anticancer activity [25][26][27][28][29][30][31][32].…”

Section: Introductionmentioning

confidence: 99%

“…Inspired by all of the preceding findings, and in continuation of our group effort on the development of new anticancer agents, [25][26][27][28][29][30][31][32] we combined thieno [2,3-d] pyrimidinone and 1,2,3-triazole as a single framework using the concept of pharmacophore hybridization [33][34][35] and investigated their anti-breast cancer potential on MCF-7 and MDA-MB-231 cell lines. We also tested the anti-EGFR activity for active compounds with antibreast cancer action.…”

Section: Introductionmentioning

confidence: 99%

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Synthesis of novel [1,2,3]triazolo[4′,5′:3,4]pyrrolo[1,2‐a]thieno[2,3‐d] pyrimidines: Potent EGFR targeting anti‐breast cancer agents

Samala,

Bapuram

et al. 2024

Journal of Heterocyclic Chem

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In this study, we designed and synthesized several novel fused [1,2,3]triazolo [4′,5′:3,4]pyrrolo[1,2‐a]thieno[2,3‐d]pyrimidine derivatives using in a single [3 + 2] reaction cycloaddition reaction of 3‐(3‐iodoprop‐2‐yn‐1‐yl)thieno[2,3‐d]pyrimidin‐4(3H)‐one (4) followed by C‐C bond coupling with various aryl azides in a PEG‐400 medium. All of the newly synthesized compounds were evaluated in vitro for EGFR kinase inhibitory action as well as anti‐breast cancer activity against MDA‐MB‐231 and MCF‐7 breast cancer cell lines. When compared to the reference molecule, erlotinib, the majority of the compounds demonstrated adequate efficacy. The most promising compounds, 5g and 5i, demonstrated excellent anticancer activity against both cancer cell lines, with IC50 values ranging from 04.17 ± 0.55 to 8.65 ± 0.89 μM, respectively, as well as excellent kinase inhibitory activities (EGFR: IC50 = 0.467 ± 0.063 and 0.412 ± 0.081 μM). The in silico studies of five potent compounds 5f, 5g, 5h, 5i, and 5k were also carried out to identify the interactions against the EGFR receptor and found that the energy calculations were covenant with the obtained IC50 values.

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Synthesis of novel [1,2,3]triazolo[4′,5′:3,4]pyrrolo[1,2‐a]thieno[2,3‐d] pyrimidines: Potent EGFR targeting anti‐breast cancer agents

Samala,

Bapuram

et al. 2024

Journal of Heterocyclic Chem

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Recent advances in polyethylene glycol as a dual‐functional agent in heterocycle synthesis: Solvent and catalyst

Servesh,

Lokesh Kumar,

Govindaraju

et al. 2024

Polymers for Advanced Techs

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Reactant solubility, which dictates achievable concentrations, and the stability of reaction intermediates (excited states), solvents modulate the potential energy landscape and influence reaction rates. Consequently, solvent selection is pivotal in optimizing process productivity, economic feasibility, and environmental footprint. At present, organic synthesis pivots around the idea of sustainability. In particular, PEG‐400, a popular solvent and phase transfer catalyst, is considered greener as it can be reused several times without significant loss in its catalytic activity, which checks the box regarding sustainability. This review highlights the emerging potential of Polyethylene Glycol 400 (PEG‐400) as a dual‐threat agent in sustainable organic synthesis. We explore its efficacy as a catalyst, promoting various reactions under mild conditions and often eliminating the need for traditional metal catalysts. Additionally, PEG‐400's role as a green solvent is addressed, emphasizing its biodegradability, low toxicity, and ability to facilitate reactions without hazardous Volatile Organic Compounds (VOCs). The review examines recent research on PEG‐400 mediated reactions, showcasing its effectiveness in diverse transformations, thus exploring the potential of PEG 400 as a facilitator for heterocycle synthesis in both multicomponent reactions and stepwise approaches. It identifies exciting research directions that promise to expand the boundaries of polymer‐based solvents in heterocyclic chemistry.

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Synthesis and anti-breast cancer evaluation of fused imidazole-imidazo[1,2-c][1,2,3]triazoles: PEG-400 mediated one-pot reaction under ultrasonic irradiation

Johnpasha,

Palabindela,

Azam

et al. 2024

Journal of Molecular Structure

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Synthesis and biological evaluation of pyrido[3,2,1- ij ][1,2,3]triazolo[4,5- c ] quinolinones: PEG-400 mediated one-pot reaction under ultrasonic irradiation

Cited by 5 publications

References 37 publications

Synthesis of novel [1,2,3]triazolo[4′,5′:3,4]pyrrolo[1,2‐a]thieno[2,3‐d] pyrimidines: Potent EGFR targeting anti‐breast cancer agents

Synthesis of novel [1,2,3]triazolo[4′,5′:3,4]pyrrolo[1,2‐a]thieno[2,3‐d] pyrimidines: Potent EGFR targeting anti‐breast cancer agents

Recent advances in polyethylene glycol as a dual‐functional agent in heterocycle synthesis: Solvent and catalyst

Synthesis and anti-breast cancer evaluation of fused imidazole-imidazo[1,2-c][1,2,3]triazoles: PEG-400 mediated one-pot reaction under ultrasonic irradiation

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