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Preparation of some novel thiazolidinones, imidazolinones, and azetidinone bearing pyridine and pyrimidine moieties with antimicrobial activity
Author(s) -
Bakr Rania B.,
Elkanzi Nadia A. A.
Publication year - 2020
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.4009
Subject(s) - antimicrobial , aspergillus flavus , chemistry , candida albicans , bacillus subtilis , pyrimidine , pyridine , staphylococcus aureus , stereochemistry , aspergillus fumigatus , combinatorial chemistry , quantitative structure–activity relationship , minimum inhibitory concentration , organic chemistry , bacteria , microbiology and biotechnology , biology , genetics , food science
Abstract By aiming to design new antimicrobial agents, we prepared new series of thiazolidin‐4‐ones (12a–d), imidazolin‐4‐ones (13a–d), and azetidin‐2‐ones (14a–d), having pyridine and pyrimidine moieties. Chemical structures of these derivatives were elucidated by the use of spectral and elemental analyses. All the new substituted pyridopyrimidines were subjected to in vitro antimicrobial testing by estimating the zone of inhibition toward Bacillus subtilis and Staphylococcus aureus, as examples of bacterial species, in addition to Aspergillus flavus and Candida albicans, as examples of fungal species. The results of antimicrobial testing detected that all the screened derivatives displayed antibacterial effect; especially azetidin‐2‐one derivative, ( 14c ), was the most active one. Regarding the antifungal potential, only thiazolidinone derivatives, 12a and 12c, and the imidazolinone, 13c, displayed inhibitory activity toward Aspergillus flavus , while all the tested compounds, 12a–d , 13a–d, and 14a–d, except 14a, produced inhibitory potential toward Candida albicans . Docking studies of the most active antimicrobial agents, 12c, 13c, and 14c, within GLN‐6‐P, recorded good scores with several binding interactions with the active site.