An Eco‐friendly Three Component Manifold for the Synthesis of α‐Aminophosphonates under Catalyst and Solvent‐free Conditions, X‐ray Characterization and Their Evaluation as Anticancer Agents

Abstract

A series of a-aminophosphonates were synthesized through one-pot condensation of aryl aldehydes, aryl amines and diethyl phosphite in the absence of any catalyst and organic solvents. All the synthesized a-aminophosphonates were characterized by spectral and elemental analysis and in the case of compound 4j by X-ray crystallography. Some of these new a-aminophosphonate derivatives were found to have cytotoxic activity on the cancer cell line DU145 in vitro by the MTT method.

Green-inspired synthetic drives for organophosphorus compounds under solvent-free conditions

“…[44][45][46][47][48][49][50][51] Functionalized α-aminophosphonates are considered the mimic of natural amino acids and have, therefore, invoked tremendous interest in medicinal and industrial chemistries. These organophosphorus compounds are known to exhibit a wide array of biological properties including antimicrobial activity, [56][57][58][59][60][61][62][63] antimalarial activity, 66 antitumor activity, 64,65,[67][68][69][70] and enzymatic-inhibitory activity against rennin, 71 serine protease, 61,70 dialkylglycine decarboxylase 72 , leucine aminopeptidase, 73 , among many others. [74][75][76][77][78][79][80] Certain α-aminophosphonate derivatives showed efficacy in designing continuous drug-release systems due to their ability to enhance the membrane permeability of a hydrophilic probe molecule.…”