ArticleMolecules (Basel, Switzerland)2025
Studies of the Synthesis of Fused Isoxazoline/Isoquinolinones and Evaluation of the Antifungal Activity of Isoxazole-like Benzamide and Isoquinolinone Hybrids.
Article in Molecules (Basel, Switzerland), 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 4 papers.
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4 citing papers in PubMed.
- Synthesis and antifungal and antitumor activities of acridine-containing tetrahydronaphthalene spiroisoxazoline derivatives.Molecular diversity · 2026Article
- Discovery of Fused Isoquinolinone/Triazole as a Scaffold for Tankyrase and PARP Inhibition.Journal of medicinal chemistry · 2026Article
- Synthesis of Trifluoromethylated Spiroisoxazolones via a [3+2] Cycloaddition of Nitrile Imines and Unsaturated Isoxazolones.Molecules (Basel, Switzerland) · 2025Article
- A Comprehensive Study of the Synthesis, Spectral Characteristics, Quantum-Chemical Molecular Electron Density Theory, and In Silico Future Perspective of Novel CBrMolecules (Basel, Switzerland) · 2025Article
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4 authors.
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Abstract
Isoxazole derivatives (isoxazoles, isoxazolines, and isoxazolidines) are present in the structure of several natural products and/or pharmaceutically interesting compounds. In this work, a synthetic study for the preparation of fused isoxazoline/isoquinolinone hybrids is presented. The initial approach involving the sequential 1,3-dipolar cycloaddition of nitrile oxides to indenone (to obtain the isoxazoline ring) and a Beckmann rearrangement (to construct the isoquinolinone lactam system) was complicated by the formation of fragmentation products during the latter. Therefore, the desired hybrids were successfully reached by applying DDQ-mediated oxidation of the respective isoxazolidines. Based on the results, key observations were made regarding the mechanism of the Beckmann reaction. Moreover, selected isoxazole benzamides and fused isoxazoline/isoxazolidine isoquinolinones were in vitro evaluated against a series of fungi strains (including a 2D checkerboard assay with ketoconazole), revealing that some of these compounds exhibit promising antifungal activity.
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