Green synthesis of phosphoramidates and evaluation of their α-amylase activity by in silico and in vitro studies

• Published in: Synthetic communications Vol. 51; no. 8; pp. 1218 - 1231
• Main Authors: Shaik, Mahammad Sadik, Nadiveedhi, Maheshwara Reddy, Gundluru, Mohan, Sarva, Santhisudha, Allagadda, Rajasekhar, Chippada, Appa Rao, Chamarthi, Nagaraju, Cirandur, Suresh Reddy
• Format: Journal Article
• Language: English
• Published: Philadelphia Taylor & Francis 18-04-2021; Taylor & Francis Ltd
• Subjects: Amylases; Chemical compounds; Drugs; Green procedure; Inorganic salts; phosphoramidate; prodrugs; therapeutic potential properties; α-amylase activity
• ISSN: 0039-7911; 1532-2432
• DOI: 10.1080/00397911.2021.1876239

An ecofriendly effective synthetic reaction pathway has been developed for the synthesis of phosphoramidates under mild reaction conditions. This is a green procedure and can be used in drug discovery for the synthesis of phosphoramidate intermediates used as prodrugs to enhance therapeutic potential properties of the parent drugs. All the title compounds are docked with α-amylase and also tested for in vitro α-amylase activity. All the synthesized compounds (3a-h) have exhibited higher in vitro α-amylase inhibitory activity than the standard acarbose, with 3f, 3g and 3h showing the better activity. The docking results are in good agreement with the in vitro α-amylase inhibitory activity. Interestingly aromatic phosphites have shown good activity when compared with aliphatic phosphites.