Synthesis of novel α-aminophosphonates under microwave irradiation, biological evaluation as antiproliferative agents and apoptosis inducers

Facile One‐Pot Three Component Synthesis, Characterization, and Molecular Docking Simulations of Novel α‐Aminophosphonate Derivatives Based Pyrazole Moiety as Potential Antimicrobial Agent

“…In conclusion, we have demonstrated the synthesis of new αaminophosphonates 3 a-m compounds as the result of reaction of aryl-substituted pyrazolamines, appropriate aldehyde derivatives, triethylphosphite and/or triphenylphosphite. All newly synthesized compounds were characterized by spectroscopic methods as MS, FT-IR, 1 H-NMR, 13 CNMR. The results of the antimicrobial effectiveness of these compounds against seven Gram-negative multidrug-resistant bacterial isolates and two unicellular pathogenic fungal strains revealed a broad spectrum of their biocidal activity and this was in accordance with their in-silico binding energies against OMPA and exo-1,3-β-glucanase target proteins.…”

“…This reaction starts with an imine that is produced when amines and carbonyl compounds react, and it is converted to the corresponding aminophosphonates by phosphite addition. It is acknowledged that heating, microwave irradiation, acid or basic catalysts, or any combination of these can facilitate this one‐pot process [13,14] …”

“…It is acknowledged that heating, microwave irradiation, acid or basic catalysts, or any combination of these can facilitate this one-pot process. [13,14] A variety of nitrogen heterocycles have been employed to create valuable agrochemicals and pharmacological drugs, and these heterocycles with the pyrazole ring play a significant role in these developments. [15][16][17][18] According to reports, pyrazoles have a variety of biological properties, including those that are anti-viral, anti-cancer, anti-fungal, anti-tubercular, anti-inflammatory, and anti-convulsant.…”

Novel Para-Aminobenzoic Acid Analogs and Their Potential Therapeutic Applications

“…It is clear from Figure 5 that such compounds having diverse functionalities have been prepared from PABA. Derivatives of PABA were synthesized as 1, 3, 5triazine [37], quinoxaline [38], thiosemicarbazides, semicarbazides [39], sulfonamide [40,41], acridine [42], organometallic-based compounds [6], phthalimide [43], α-amino phosphonates [44], nicotinamide [45], a coumarin-based Schiff base [46], p-aminobenzoic acid-A [11], p-nitrobenzoic acid [47], new azidosulfonamide chalcones [48], and rhodanine [49].…”

New thiophene-derived α-aminophosphonic acids: Synthesis under microwave irradiations, antioxidant and antifungal activities, DFT investigations and SARS-CoV-2 main protease inhibition

“…As a result, many methods for the preparation of diverse α -aminophosphonates have been published using catalysts such as FeCl 3 [17] , [18] , [19] , CoCl 2 [20] , TaCl 5 -SiO 2 [21] , InCl 3 [22] and TiO 2 [23] . Furthermore, the ultrasound irradiation and microwave are considered as a successful alternative protocol to synthesis α -aminophosphonates in good yields [24] , [25] , [26] , [27] . As part of our series of research in our laboratory [28] , [29] , [30] , we recently reported investigations on the course of microwave irradiations applied in organic synthesis which has several advantages such as easy workup, reducing the reaction time from days to minutes, cleaner products, higher yields and environmentally benign which attract and encourage the organic chemists to use this method [31] , [32] , [33] .…”