Green Synthesis of α‐Aminophosphonate Derivatives on a Solid Supported TiO₂–SiO₂ Catalyst and Their Anticancer Activity

Abstract

Syntheses of a new series of biologically potent α-aminophosphonates were accomplished by one-pot Kabachnik-Fields reaction using TiO2-SiO2 as solid supported catalyst under microwave irradiation conditions. The chemical structures of all the newly synthesized compounds were confirmed by analytical and spectral (IR, 1H, 13C, 31P NMR, and mass) data. Their anticancer nature was evaluated by screening the in vitro activity on two human cancer cell lines, HeLa and SK-BR-3. Compounds 4i and 4o showed the best activity on these cancer cells even though the majority of the compounds, and particularly 4l and 4p, have good cytotoxic activity against them.

Phosphosulfonic acid‐catalyzed green synthesis and bioassay of α‐aryl‐α′‐1,3,4‐thiadiazolyl aminophosphonates

“…The energy options for effecting the reaction were tried by conventional and microwave heating at 400 W . To optimize the required catalyst quantity for this reaction by 400 W for 15 min was established using different quantities of the catalyst and found that 7.5 mol% was sufficient to catalyze the reaction to obtain maximum product yield (97%) (Table , entries 1–6).…”

Recent Advances in the Synthesis of α‐Aminophosphonates: A Review

“…In 2013, Chinthaparthi et al [77] . reported a novel MW‐assisted synthetic route for the preparation of α ‐Aminophosphonates, using titania–silica as a heterogeneous solid supported catalysis.…”

Theoretical exploration on structures, bonding aspects and molecular docking of α-aminophosphonate ligated copper complexes against SARS-CoV-2 proteases

“…They have been reported to inhibit enzymes involved in amino acid metabolism, thus having a direct influence on cell functions ( Naydenova et al, 2010 ). Many studies have reported the remarkable activity of α -aminophosphonates as pharmacophores ( Reddy et al, 2012 ; Chinthaparthi et al, 2013 ). These compounds exhibit potent biological properties including as plant growth regulators ( Kafarski et al, 1989 ), antiviral ( Long et al, 2008 ; Chen et al, 2009 ; Singh et al, 2020 ), anti-inflammatory agents ( Sujatha et al, 2017 ; Romero-Estudillo et al, 2019 ), herbicides ( Chen et al, 2015 ), protein inhibitors ( Sienczyk and Oleksyszyn, 2009 ; Wang et al, 2012 ; Moreno-Cinos et al, 2019 ), antitumor/antiproliferative agents ( Gu and Jin, 2012 ; Kraicheva et al, 2012 ; Liu et al, 2017 ; López-Francés et al, 2021 ), and antimicrobials ( Atherton et al, 1986 ; El Sayed et al, 2011 ; Rezaei et al, 2011 ; Sudileti et al, 2019a ).…”