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2025-12-12

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cc-by (c) Hibot Achraf et al., 2025
Si us plau utilitzeu sempre aquest identificador per citar o enllaçar aquest document: https://hdl.handle.net/2445/226398

SnCl2-catalyzed Kabachnik-Fields of alfa-aminophosphonates with potent antioxidant activity

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Recurs relacionat

https://doi.org/10.1039/d5ra06186e

Resum

A novel and efficient method for synthesizing a-aminophosphonates was developed through a Kabachnik–Fields multicomponent reaction using 6-aminocoumarin or 6-aminobenzodioxane, benzaldehyde, triethylphosphite, and a catalytic amount of SnCl2 in ethanol. The resulting 25 compounds 1a–l (71–92%) and 6a–m (45–96%) were obtained in moderate to excellent yields. Antioxidant activity, assessed via the FRAP andCUPRAC assays, the results demonstrated that several of these compounds exhibit comparable or evensuperior reducing power to ascorbic acid, particularly at low concentrations. These findings underscorethe potential of these a-aminophosphonates as promising antioxidant agents for future applications.ADME analysis predicts good oral bioavailability, limited brain and skin penetration, and potential CYP450inhibition.

Matèries

Compostos fosforosos, Antioxidants, Compostos orgànics, Fòsfor

Matèries (anglès)

Phosphorus compounds, Antioxidants, Organic compounds, Phosphorus

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Articles publicats en revistes (Farmacologia, Toxicologia i Química Terapèutica)

Citació

HIBOT, Achraf, et al. SnCl2-catalyzed Kabachnik-Fields of alfa-aminophosphonates with potent antioxidant activity. RSC Advances. 2025. Vol. 15(55), num. 47099-47116. ISSN 2046-2069. [consulted: 2 of June of 2026]. Available at: https://hdl.handle.net/2445/226398

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