Facile one pot three component synthesis, characterization, and molecular docking simulations of novel α-aminophosphonate derivatives based pyrazole moiety as potential antimicrobial agent

Chem Biodivers. 2023 Aug 30:e202301035. doi: 10.1002/cbdv.202301035. Online ahead of print.ABSTRACTAn efficient method has been developed for the synthesis of novel α-aminophosphonates (AAP) (3a-m) through a one-pot three-component reaction of 1,3-disubstituted-1H-pyrazol-5-amine, aromatic aldehydes, and phosphite using lithium perchlorate as catalyst. All newly synthesized compounds were characterized via different spectroscopic techniques. The synthesized compounds' mode of action was investigated using molecular docking against the outer membrane protein A (OMPA) and exo-1,3-beta-glucanase, with interpreting their pharmacokinetics aspects. The results of the antimicrobial effectiveness of these compounds revealed a broad spectrum of their biocidal activity and this in-vitro study was in line with the in- silico results. Additionally, it has been demonstrated that these compounds exhibited a minimum inhibitory concentration (MIC) with significant activity at low concentrations (7.5-30.0 mg/mL). Further, the radical scavenging (DPPH*) activity of the synthesized compounds fluctuated, with compounds 3h, 3a, and 3f showing the highest antioxidant activity. Overall, the formulated compounds can be employed as antimicrobial and antioxidant agents in medical applications.PMID:37647333 | DOI:10.1002/cbdv.202301035
Source: Chemistry and Biodiversity - Category: Biochemistry Authors: Source Type: research