Biological evaluation and synthesis of new pyrimidine-2(1H)-ol/-thiol derivatives derived from chalcones using the solid phase microwave method

Authors : Seda FANDAKLI, Nuran KAHRİMAN, Tayyibe Beyza YÜCEL, Şengül Alpay KARAOĞLU, Nurettin YAYLI

Pages : 520-535

View : 22 | Download : 10

Publication Date : 0000-00-00

Article Type : Research Paper

Abstract :Twenty-five new hydroxy- and methoxy-substituted 4,6-diarylpyrimidin-2insert ignore into journalissuearticles values(1H);-ol insert ignore into journalissuearticles values(20-34); and 4,6-diarylpyri\-midine-2insert ignore into journalissuearticles values(1H);-thiol derivatives insert ignore into journalissuearticles values(35-44); were synthesized from the reaction of the corresponding 1,3-diaryl-2-propene-1-one compounds insert ignore into journalissuearticles values(1-19); with urea or thiourea using the solid-phase microwave method. All the new synthetic compounds insert ignore into journalissuearticles values(20-44); were evaluated with regard to their $\alpha $-glucosidase activity. However, only compounds 22-25, 27,31,34, 35,37, and 40 exhibited a greater inhibitory effect than standard acarbose. The IC$_{50}$ values of the active compounds ranged between 2.36 and 13.34 $\mu $M. The 25 new compounds were also screened for their in vitro pancreatic lipase activity and compounds 20-27and 35-39 were found to be active. Of these compounds 26, 27, and 39 exhibited the best antilipase activities at concentrations of 0.40 $\pm $ 0.06, 0.26 $\pm $ 0.07, and 0.29 $\pm $ 0.026 $\mu $M. All the new compounds insert ignore into journalissuearticles values(20-44); were evaluated for their in vitro antimicrobial activity for nine test microorganisms. Compounds 20-24 and 35-39 were determined to possess a significant broad spectrum against the gram-positive bacteria Escherichia faecalis , Staphylococcus aureus , and Bacillus cereus among the tested bacterial agents. Compounds 20-24 and 35-39 exhibit the best activity against Mycobacterium smegmatis, with minimum inhibitory concentrations of 62.5--500 $\mu $g/mL, indicating their potential use as antituberculous agents. Keywords: Pyrimidine-2insert ignore into journalissuearticles values(1H);-ol/-thiol, chalcone, $\alpha $-glucosidase, lipase, antimicrobial, enzyme inhibition Full Text: PDF
Keywords : Pyrimidine 2 1H, ol thiol, chalcone, alpha glucosidase, lipase, antimicrobial, enzyme inhibition