Preparation, characterization and study of the antifungal activity of some new Thiazolidinones compounds derived from benzilic acid

In order to study new bioactive compounds, benzilic acid was used as a starting material for some novel derivatives of 2-aryl-1,3-thiazolidin-4-ones, methyl benzilate (R2) was prepared from benzilic acid (R1) and methanol with the presence of sulfuric acid by reflux conditions.Benzilic acid hydrazide (R3) prepared by reflux of methyl benzilate (R2) and hydrazine hydrate in the presence of absolute ethanol, we carried out certain chemical transformations of benzilic acid hydrazide (R3) through reaction with a set of aromatic aldehydes (4-bromo benzaldehyde, 2-nitro benzaldehyde, 3-nitro benzaldehyde, 4-hydroxy benzaldehyde, 2-chloro benzaldehyde, 3hydroxy benzaldehyde, 3,4-dihydroxy benzaldehyde, 2,6dichloro benzaldehyde, piperonyl) in absolute ethanol in the presence of three drops glacial acetic acid under reflux conditions to yield the corresponding hydrazone derivatives in moderate to good yields (R4a-i).The corresponding 2aryl-1,3-thiazolidin-4-one derivatives (R5a-i) were obtained by the reaction of the prepared hydrazone derivatives (R4ai) with 2-mercapto propionic acid under reflux conditions by using (Dean-stark device) in dry toluene.These derivatives were tested in vitro for their antifungal efficiency against Candida albicans, Rhodotorula sp., and Meyerozyma caribbica.