Microwave-assisted synthesis of a novel class of imidazolylthiazolidin-4-ones and evaluation of its biological activities.
The synthesis and biological activity of a hitherto unknown class of compounds, the imidazolylthiazolidin-4-ones, are described. A two-step procedure has been elaborated starting from our previously described 2-aminoimidazoles. The application of microwave irradiation has been proven to be beneficial for the condensation of the imine with mercaptoacetic acid leading to the formation of imidazolylthiazolidin-4-ones. None of the compounds showed antiviral activity at subtoxic concentrations. Several compounds displayed a moderate cytostatic activity. These data form the basis for further improvement of the potential antiproliferative activity of this class of compounds.
Modha
Sachin G
SG
Laboratory for Organic and Microwave-Assisted Chemistry (LOMAC), Department of Chemistry, Katholieke Universiteit Leuven, Celestijnenlaan 200F, 3001, Leuven, Belgium.
Mehta
Vaibhav P
VP
Ermolat'ev
Denis
D
Balzarini
Jan
J
Van Hecke
Kristof
K
Van Meervelt
Luc
L
Van der Eycken
Erik
E
D000818:Animals; D002384:Catalysis / Q000528:radiation effects; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D002625:Chemistry, Organic / Q000379:methods; D002626:Chemistry, Pharmaceutical / Q000379:methods*; D006801:Humans; D007093:Imidazoles / Q000737:chemistry; D051379:Mice; D008826:Microbial Sensitivity Tests; D008872:Microwaves; D008954:Models, Biological; D008958:Models, Molecular; D008968:Molecular Conformation; D045162:Thiazolidinediones / Q000138:chemical synthesis* / Q000737:chemistry* / Q000494:pharmacology*
D007093:Imidazoles; D045162:Thiazolidinediones; C014973:2-aminoimidazole