Highly efficient microwave synthesis of rhodanine and 2-thiohydantoin derivatives and determination of relationships between their chemical structures and antibacterial activity (original) (raw)
Related papers
Letters in Drug Design & Discovery, 2011
A novel synthetic method has been developed with palladium-catalyzed Buchwald-Hartwig-type reaction for the synthesis of N-tert-butyl-3-{[2-(arylamino)pyrimidin-4-yl]amino} benzenesulfonamide 5 by the treatment of N-tert-butyl-3-[(2-chloropyrimidin-4-yl)amino] benzenesulfonamide 4 with different aromatic amines in the presence of Cs 2 CO 3 and in DMF under microwave conditions. All the eight compounds 5a-h were evaluated for their antibacterial, antifungal, and cytotoxic activities. Among the title compounds, 5c and 5d showed potent activity towards both gram-positive and gram-negative bacteria. Compounds 5c and 5d displayed good antifungal activity, and the compounds 5c, 5d, and 5f exhibited significant cytotoxicity activity.
Orbital - The Electronic Journal of Chemistry, 2016
Several substituted 4-thiazolidinone derivatives 2a-q have been synthesized from halogenohydroxy substituted Schiff bases 1a-q under microwave irradiation technique. The reactions were carried out using ethanol: 2-methoxyethanol mixture as efficient reaction solvent system to afford high yield of product. The structures of newly synthesized compounds have been established on the basis of elemental analysis, IR, 1 H & 13 C NMR and mass spectral data. Further, all newly synthesized compounds were screened for their in vitro antimicrobial activity. The antifungal and antibacterial effects of the tested compounds are due to their molecular structure and substituent present.
New 2 methyl 5 (4 oxo 2 (substituted phenyl)thiazolidin 3 yl)thieno[3,4 d] pyrimidin 4 one, 5 (2,7 diphenyl 5 thioxo 5,6,7,7a tetrahydrothiazolo[4,5 d]pyrimidin 3(2H) yl) 2 methylthieno[3,4 d]pyri midin 4(3H) one, and 2 methyl 5 (5 phenyl thiazolo[5,4 d]isoxazol 6(5H) yl)thieno[3,4 d]pyrimidin 4(3H) one have been prepared under microwave assisted and conventional conditions. The new compounds were screened for their in vitro antimicrobial activity against two gram positive bacteria (Bacillus subtilis NCIM 2063 and Staphylococcus aureus NCIM 2901), one Gram negative bacteria (Escherichia coli NCIM 2256), and three fungal strains (Candida albicans NCIM 3471, Aspergillus flavus NCIM 539, and Aspergillus niger NCIM 1196) and showed promising biological activity.
Heterocyclic Communications, 2007
A series of new [3-(2-hydroxyphenyl)-5-aryl-2-pyrazolinyl]-4thiazolidenones (4a-g.) has been prepared by microwave irradiation technique. O-hydroxy chalcones (1) were treated with hydrazine hydrate to afford corresponding pyrazolines (2) which were treated with chloro-acetyl chloride and ammonium thiocynate to afford the title compounds. All the transformations were carried out under MWI. The synthesized compounds were screened for their antimicrobial activity in vitro.
A series of N-substituted thiazolidine-2,4-dione derivatives bearing potentially bioactive substituents were synthesized by microwave irradiation method. Structural elucidation was accomplished by 1H NMR, 13C NMR, IR, Mass and elemental analyses. The synthesized compounds were evaluated for antimicrobial activities. Among the compounds studied, compounds 4i and 4d showed potent antimicrobial activities. Keywords: Thiazolidine-2,4-dione, antimicrobial activities, microwave irradiation, N-substituted thiazolidine-2,4-dione
Current Research in Green and Sustainable Chemistry, 2020
Thiazolidin-4-one has been known as a powerful moiety present in various approved medications. Thiazolidin-4ones are amongst the most effective and actively explored fields of current antimicrobial and antiviral chemotherapy that portray broad spectrum and potent activity. The wide range of medicinal properties of thiazolidin-4one related drugs encourages the medicinal chemists to synthesize a significant variety of new medicinal substances. Microwave induced organic reactions earned substantial coverages in recent years due to many advantages such as ease of work, cost-effectiveness, short reaction time and excellent yield. Microwave radiations provide a substitute for traditional heating by incorporating energy to the reactions. The usage of microwave irradiation has contributed to the emergence of innovative ideas in chemistry, as energy absorption and propagation in microwave irradiation is entirely dissimilar to the traditional heating method. In synthetic chemistry, microwave heating is a rapidly growing area of research. This review cover organic synthesis of thiazolidin-4-one analogues via the use of microwave irradiation as an effective technique and the antiviral and antimicrobial action of thiazolidin-4-one based compounds.