In situ evaluation of the biological active poly functionalized novel amino-1,8-naphthyridine derivatives as DNA-electrochemical biosensor

Abstract

A one-pot three-component protocol was designed for cascade synthesis of novel heterocyclic amino-1,8-naphthyridines. Materials synthesis is confirmed by NMR (1H and 13C) and structures are verified by computational models. The in vitro phytotoxic and urease enzyme inhibition studies with IC50 ranges from 23.76 ± 0.027 µM to 67.46 ± 3.93 indicating significant pharmacological activity of synthesized compounds. Osiris calculations results confirm the non-mutagenicity and non-irritating patterns. Molinspiration calculations values of 3.49–3.94 indicate the permeability of the derivates through membranes. Amino-1,8-naphthyridines are used for the first time in electrochemical sensing of DNA. The mechanism of interaction between DNA and amino-1,8-naphthyridine derivatives is evaluated via a constant current potentiometric method. Different electrochemical parameters such as scan rate, binding time, and effect of concentration of DNA are optimized. The strong interaction of these compounds with the human DNA under physiological conditions justified their potential applications as biosensors after further optimization.

Keywords

• 1,8-naphthyridine
• urease enzyme inhibition
• in vitro phytotoxicity
• electrochemistry
• dna interaction