Abstract
We report facile and efficient conversion of the amino functional group of amino acids such a s L-tyrosine, DL-phenylalanine, and glycine to the corresponding (±)-2-thioxo-thiazolidine-4-ones (rhodanines). Stereospecific synthesis of amino acid–incorporated rhodanine is achieved in the case of L-tyrosine. Knoevenagel condensation over the active methylene group at the fifth position of the corresponding rhodanines is also described. The substituted rhodanine incorporated with tyrosine in the form of a dimer connected via two-carbon linker possesses significant anticancer activity against A549 cells (human lung cancer cells).
GRAPHICAL ABSTRACT
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Notes
a CTC50: Concentration that inhibited 50% growth of A549 cells.