Synthesis and Biological Evaluation of New Substituted Hantzsch Thiazole Derivatives from Environmentally Benign One-Pot Synthesis Using Silica Supported Tungstosilisic Acid as Reusable Catalyst

• Published in: Molecules (Basel, Switzerland) Vol. 22; no. 5; p. 757
• Main Authors: Bouherrou, Houria, Saidoun, Aicha, Abderrahmani, Ahmed, Abdellaziz, Lamia, Rachedi, Yahia, Dumas, Françoise, Demenceau, Albert
• Format: Journal Article
• Language: English
• Published: Basel MDPI AG 07-05-2017; MDPI
• Subjects: Acids; Antibacterial activity; Benign; Catalysis; Chemistry; Ciprofloxacin; Filtration; Heating; Irradiation; Laboratories; Molecular structure; Radiation; Scavenging; Silica; Solvents; Thiazoles; Thiourea; Ultrasonic imaging
• ISSN: 1420-3049; 1420-3049
• DOI: 10.3390/molecules22050757

An efficient and green method has been developed for the synthesis of new substituted Hantzsch thiazole derivatives in 79%-90% yield, via the one-pot multi-component procedure, by the reaction of 3-(bromoacetyl)-4-hydroxy-6-methyl-2H-pyran-2-one, thiourea and substituted benzaldehydes in the presence of silica supported tungstosilisic acid, as a reusable catalyst, under conventional heating or under ultrasonic irradiation. The catalyst is recoverable by a simple filtration and can be reused in the subsequent reactions. Most of the thiazoles exhibited significant antibacterial activity compared toamoxicillin and ciprofloxacin as positive controls. In addition, the new compounds showed moderate to good antioxidant (DPPH) radical scavenging activity.