New bi-phosphonate derivative: Synthesis, characterization, antioxidant activity in vitro and via cyclic voltammetry mode and evaluation of its inhibition of SARS-CoV-2 main protease

Houas, Noudjoud; Kitouni, Siham; Chafai, Nadjib; Ghedjati, Samira; Djenane, Meriem; Tounsi, Assia

doi:10.1016/j.molstruc.2023.135356

Cited by 2 publications

(1 citation statement)

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“…Organophosphorus encompasses various compounds containing carbone-phosphore bond such as α-aminophosphonic acids and their esters α-aminophosphonates, [1][2][3][4] αaminophosphates [5][6] phosphinates and phosphine oxides, [7] αhydrazinophosphonic acid. [8] Amongst the entire organophosphonrus, the α-aminophosphonates analogues of aminocarboxylic acids, possess an important class in biological and therapeutic domains because of their low toxicity.…”

Section: Introductionmentioning

confidence: 99%

SB‐2 cationic resin: an efficient and reusable organocatalyst for the synthesis of α‐aminophosphonates, DFT calculations and, computer aided design in antifungal activity

Touil,

Guezane‐Lakoud,

Boukachabia

et al. 2024

ChemistrySelect

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SB‐2 cationic resin has been employed as an unexpected and reusable heterogeneous organocatalyst in multicomponents reaction for the synthesis of the α‐aminophosphonates derivatives that act as antifungal agents, this reaction proceeds under eco‐friendly and simple procedure by condensation in one pot of substituted aromatic aldehydes, anilines and diethylphosphite. Excellent isolated product yields are obtained (up to 70 %) for (4 a–o) within shorter reaction times in solvent‐free condition. The synthesized compounds were determined by spectroscopic analyses such as: NMR (1H, 13C and 31P), IR and HRMS.Molecular geometries, electronic properties, stability and reactivity such as: HOMO/LUMO, , dipole moment (6.1308<D<10.5829), electronegativity (2.3490<X<3.5892), electrophilicity (1.1046<ω<3.2185) and the calculated thermodynamic descriptors (Zero‐point Energies, Enthalpy and Gibbs Free Energy) of four trimethoxy α‐aminophosphonates derivatives (4 j, 4 k, 4 l and 4 m) were carried by DFT at B3LYP 6‐31G (d, p) basis set. Computer aided design by molecular docking of studied compounds revealed a good binding energy against 5HS1 receptor to be considered as antifungal candidates and compared with Voriconazole. In additionally, druglikeness parameters of selected compounds were found through in silico pharmacological ADME/T properties estimation.

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