Design, Synthesis, Antimicrobial Evaluation, and Molecular Docking Studies of Carbamoyl Phosphonates

A novel class of carbamoyl phosphonates derivatives of dimethyl, ethyl, and aryl phosphonates were prepared by one-pot synthesis through treatment with 4-methyl benzene sulfonyl isocyanates. The synthesized carbamoyl phosphonates were studied their antimicrobial activity and docking studies. The att...

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Bibliographic Details
Published in:Russian journal of organic chemistry 2023-12, Vol.59 (Suppl 1), p.S67-S73
Main Authors: Shaik, Nayab R., Kalla, Reddi Mohan Naidu, Nagam, Venkateswarlu, Tartte, Vijaya, Chintha, Venkataramaiah, Wudayagiri, Rajendra, Chamarthi, Naga R., Kim, Seong-Cheol
Format: Article
Language:English
Subjects:
Benzene
Chemical synthesis
Chemistry
Chemistry and Materials Science
Fungi
Fungicides
Hydrophobicity
Isocyanates
Molecular docking
Organic Chemistry
Phosphonates
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Summary:A novel class of carbamoyl phosphonates derivatives of dimethyl, ethyl, and aryl phosphonates were prepared by one-pot synthesis through treatment with 4-methyl benzene sulfonyl isocyanates. The synthesized carbamoyl phosphonates were studied their antimicrobial activity and docking studies. The attained results displayed that, most of the products have significant antibacterial activity against both Gram-positive ( Staphylococcus aureus , Bacillus subtilis ) and Gram-negative bacteria ( Pseudomonas aeruginosa , Escherichia coli ). The compound 3d shown good antifungal activity against Aspergillus niger , Trichoderma viride . In addition, minimum inhibitory concentration (MIC), minimum bactericidal concentration (MBC) and minimum fungicidal concentration (MFC) was also calculated. Although molecular docking studies provide the bonding interaction between the product and DNA Gyrase binding pocket it shows the stability of the drug. The compound 3d (Diphenyl (tosylcarbamoyl) phosphonate) is found to be a potential antimicrobial agent against Pseudomonas aeruginosa and Trichoderma viride and 3d also showed hydrophobic interaction with 3LPX.
ISSN:1070-4280
1608-3393
DOI:10.1134/S1070428023130067