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Highly Efficient Microwave Synthesis of Rhodanine and 2-Thiohydantoin Derivatives and Determination of Relationships Between Their Chemical Structures and Antibacterial Activity† by Waldemar Tejchman; Bartosz Orwat; Izabela Korona-Głowniak; Anna Barbasz; Ireneusz Kownacki; Gniewomir Latacz; Jadwiga Handzlik; Ewa Żesławska; Anna Malm is a Materials Science article available to read on EtoBox.
What is Highly Efficient Microwave Synthesis of Rhodanine and 2-Thiohydantoin Derivatives and Determination of Relationships Between Their Chemical Structures and Antibacterial Activity† about?
Here we report studies on the synthesis of 12 new heterocyclic derivatives that differ in three structural motifs and the simultaneous evaluation of the impact of these three variables on the biological properties. The examined compounds are based on rhodanine and 2-thiohydantoin cores equipped with hydrogen or carboxymethyl substituents at the N-3 position and linked to a triphenylamine moiety through 1,4-phenylene, 1,4-naphthalenylene and 1,9-anthracenylene spacers at the C-5 position of the heterocycles. All the compounds were synthesized very quickly, selectively and in high yields according to the developed microwave-assisted Knoevenagel condensation protocol, and they were characterized thoroughly with NMR, FT-IR and ESI-HRMS techniques. The derivatives were tested for their activity against selected strains of Gram-positive and Gram-negative bacteria and yeast. Two compounds showed good activity against Gram-positive bacteria, and all of them showed low cytotoxicity against three cell lines of the human immune system. Based on membrane permeability assays it was demonstrated that the active compounds do not penetrate the cell membrane, and thus they must act on the bacterial
Who reads Highly Efficient Microwave Synthesis of Rhodanine and 2-Thiohydantoin Derivatives and Determination of Relationships Between Their Chemical Structures and Antibacterial Activity†?
It is typically read by researchers, students, and practitioners in Materials Science.
- Author
- Waldemar Tejchman; Bartosz Orwat; Izabela Korona-Głowniak; Anna Barbasz; Ireneusz Kownacki; Gniewomir Latacz; Jadwiga Handzlik; Ewa Żesławska; Anna Malm
- Publisher
- The Royal Society of Chemistry
- Published
- 2019
- Language
- EN
- Field
- Materials Science (Physical Sciences)