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Synthesis, Physical Chemistry, Molecular Docking, Bioactivities and Antioxidant Activity of α –Amino Phosphonates Based on Phenothiazine Using PEG–400 as Green Catalyst
Author(s) -
An Tran Nguyen Minh,
Alam Mahboob,
Son Nguyen Van,
Cuong Nguyen Van,
Quang Nguyen Minh,
Tri Mai Dinh,
Tan Le Van
Publication year - 2019
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201901560
Subject(s) - phenothiazine , antioxidant , chemistry , docking (animal) , ascorbic acid , candida albicans , catalysis , peg ratio , stereochemistry , saccharomyces cerevisiae , amino acid , yeast , combinatorial chemistry , biochemistry , food science , biology , microbiology and biotechnology , medicine , nursing , finance , economics , pharmacology
The analog α – amino phosphates ( 5 a–j ) based on phenothiazine were synthesized, characterized and tested for their anti‐microbial and antioxidant activities. Among the target compounds, ( 5 a–j ), the compounds ( 5 c ) and ( 5 i ) indicated the potential activity against Staphylococcus aureus bacterium at the concentration of 100 μM. Compound ( 5e ) showed good activity against the 100 μM Candida albicans fungi while compound ( 5 g ) showed excellent activity against 25 μM Saccharomyces cerevisiae fungi. In addition, molecular docking study was used to establish the interactive binding behavior of ( 5 g) within the active site of the target protein (PDB:3 A4 A). Among the tested compounds ( 5 a–j ), the compound ( 5 f ) indicated the highest antioxidant activity, IC 50 2.19 μM, antioxidant activity greater than that of ascorbic acid and lower than that of the drug BHT. In particular, PEG–400 (Polythylene glycol 400 g mol −1 ) was used in the Kabachnik‐Fields reaction as a green reaction medium.