Quinolin-4-ones: Methods of Synthesis and Application in Medicine

Molecules, Journal Year: 2025, Volume and Issue: 30(1), P. 163 - 163

Published: Jan. 3, 2025

Quinolinones, also called quinolones, are a group of heterocyclic compounds with broad spectrum biological activities. These occur naturally in plants and microorganisms but can be obtained synthetically. The first synthesis quinolinones took place at the end 19th century, most recent methods were published just few years ago. They allow for obtaining an unlimited number analogs differing properties. In this review, we described plethora leading to quinolin-4-ones. Several these have been used as antibiotics over four decades, recently, their antiproliferative effects particular interest researchers. This review summarizes experimental progress made synthetic development various routes quinoline-4-ones presents overview structures, evolution, relation activity.

Language: Английский

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Recent advances on anticancer activity of benzodiazine heterocycles through kinase inhibition

RSC Advances, Journal Year: 2025, Volume and Issue: 15(7), P. 5597 - 5638

Published: Jan. 1, 2025

This is an updated review for the anticancer activity of benzodiazine heterocyclic derivatives through kinase inhibition.

Language: Английский

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Zn(II)-loaded naturally-occurring chitosan as a catalyst for the synthesis of aryl quinoline derivatives: Box-Behnken Design and Experimental Perspectives

Journal of Molecular Structure, Journal Year: 2025, Volume and Issue: unknown, P. 142038 - 142038

Published: March 1, 2025

Language: Английский

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Design, molecular docking and biological study of novel phenoxyquinoline bearing pyrazole scaffolds as potent anticancer agents

Journal of Molecular Structure, Journal Year: 2025, Volume and Issue: unknown, P. 142213 - 142213

Published: March 1, 2025

Language: Английский

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Recent Advances in Green Chemistry Approaches for Pharmaceutical Synthesis

Deleted Journal, Journal Year: 2024, Volume and Issue: unknown, P. 100029 - 100029

Published: Oct. 1, 2024

Language: Английский

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Oxidative Dehydrogenative Coupling of Arylamines with N-allyl and N-vinylamines for the Synthesis of Quinolines and 2-Methylquinoline Derivatives

Tetrahedron, Journal Year: 2025, Volume and Issue: unknown, P. 134450 - 134450

Published: Jan. 1, 2025

Language: Английский

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Different catalytic approaches of Friedländer Synthesis of Quinolines

Heliyon, Journal Year: 2025, Volume and Issue: 11(2), P. e41709 - e41709

Published: Jan. 1, 2025

Friedländer quinoline synthesis is one of the most important and simplest methods among various reported methodologies for synthesis, renowned its efficiency versatility. The reaction involves condensation a 2-aminobenzaldehyde with ketone, forming polysubstituted quinolines. This review comprehensively examined diverse catalytic approaches developed to optimize reaction, highlighting recent advancements their impact on efficiency, selectivity, environmental sustainability. discussion encompassed traditional catalysts emerging systems, including ionic liquids, metal-organic frameworks, polymers, nanocatalysts. Additionally, addresses influence environments outcomes. By collating critically analyzing advancements, this aims provide valuable resource researchers seeking leverage these strategies synthesizing derivatives.

Language: Английский

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Expanding Diversity of Fused Steroid-Quinoline Hybrids by Sequential Amination/Annulation/Aromatization Reactions

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: March 7, 2025

Viable alternative approaches to a variety of ring A and D-fused steroid-quinoline hybrids, along with A, D-fused, and/or A-fused, side chain-substituted steroid-bis-quinolines were explored by means sequential amination/annulation/aromatization reactions suitable ketosteroids 2-acyl-substituted anilines. Key factors directing the chemoselective behavior polyfunctionalized substrates investigated. Remarkably, use TMSOTf as an promoter/catalyst enabled direct synthesis desired avoiding protection/deprotection steps conventional procedures when starting contained labile functional groups.

Language: Английский

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A quinoline-2-thione derivative as a novel chemotherapy drug candidate displays anti-tumor activity in vitro and in vivo

BMC Cancer, Journal Year: 2024, Volume and Issue: 24(1)

Published: Oct. 13, 2024

Ovarian cancer is the fifth most prevalent in women. Chemotherapy a major treatment option for patients with advanced ovarian (OC). Quinoline-2-thione and its derivatives are potential candidates tumor therapy. In this study, we investigated anticancer activity of quinoline-2-thione derivative KA3D against cancer. The effect on viability cells was evaluated using MTT assay, effects apoptosis cell cycle were detected flow cytometry. Western blotting performed to identify apoptosis-and cycle-related proteins altered by treatment. A xenograft model used verify inhibitory vivo. H&E staining, biochemical indicator detection, blood counts observe toxicity side KA3D. impeded viability, induced apoptosis, G2 phase cells. Mechanistically, found that enhanced expression proapoptotic molecules such as BAX Caspase 3, while antiapoptotic BCL2 inhibited. G0/G1 phase-related protein cyclin D1 reduced B1 upregulated. vivo, displayed potent activity, no apparent BABLC/c nude mice bearing SKOV3 demonstrated remarkable chemotherapeutic drug efficacy terms significant suppression vitro vivo low toxicity.

Language: Английский

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Phosphine Oxide Indenoquinoline Derivatives: Synthesis and Biological Evaluation as Topoisomerase I Inhibitors and Antiproliferative Agents

Molecules, Journal Year: 2024, Volume and Issue: 29(24), P. 5992 - 5992

Published: Dec. 19, 2024

The synthesis of phosphorous indenoquinolines and their biological evaluation as topoisomerase 1 (TOP1) inhibitors antiproliferative agents were performed. First, the preparation new hybrid 5H-indeno[2,1-c]quinolines with a phosphine oxide group was performed by two-step Povarov-type [4+2]-cycloaddition reaction between corresponding phosphorated aldimines indene in presence BF3·Et2O. Subsequent oxidation methylene present structure resulted indeno[2,1-c]quinolin-7-one oxides 10. synthesized derivatives evaluated TOP1 showing higher inhibition values than CPT at prolonged incubation times (5 min). Inhibition even observed after 30 min incubation. cytotoxic activities these compounds also studied against different cancer cell lines non-cancerous line. While some showed cytotoxicity cancerous cells, none any line, MRC-5, contrast to CPT, which exhibits high toxicity this These results represent very interesting advance since heterocyclic have important properties show an lines.

Language: Английский

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