102 / 2023-10-01 14:54:06

Design, DFT Studies, Molecular Docking and Free solvent Synthesis of Organophosphonates as potent antimicrobial agents

Chalcones; oxaphosphole; antimicrobial agents, DFT

Phosphorus in Synthetic Chemistry > 1) Phosphorus compounds as catalysts

Design, DFT Studies, Molecular Docking and Free solvent Synthesis of Organophosphonates as potent antimicrobial agents

Mansoura A Abd-El-Maksoud

Organometallic and Organometalloid Chemistry Department, National Research Centre, Dokki Giza, Egypt.

e-mail:ma.abd-el-maksoud@nrc.sci.eg, mansouraali2000@yahoo.com.



Organophosphonate and oxaphosphole derivatives have been synthesized through α,β-unsaturated carbonyl compounds with alkyl phosphites. When oxobutenylpyrazolone and oxophenylpropenylpyrazolone reacted with trimethyl phosphite under free solvent conditions in the presence of palladium acetate as a catalyst, gave two products, dimethyl-trimethoxy-oxaphosphol-pyrazol-3-one and dimethylpyrazoloxobutylphosphonate derivatives. Moreover, organophosphonte derivatives have been obtained from the reaction of pyrazole substrates and dialkyl phosphites. On the other side, 5-pyrazolones reacted with hexamethylphosphinetriamine leads to form bis(dimethylamino) phosphorypropanoyl methane and bis(dimethylamino) phosphorylpropanoyl benzene, respectively. Spectroscopic analysis had been used to confirm the structure of all synthesized compounds. All compounds were screened against Gram-positive (B. subtilis & B. megaterium), against Gram-negative (E. coli), and against fungal A. niger, T. harzianum, and F. proliferatum using ampicillin and clotrimazole as standard respectively. Morover, the Minimum Inhibitory Concentration (MIC) was measured and showing that all the studied compounds have good to moderate results compared to the standered. Density function theory (DFT) at B3LYP via 6-311 G (d,p) basis set had been calculated to explore the electronic properties for all studied compounds.