A facile synthesis and anticancer activity evaluation of spiro[thiazolidinone-isatin] conjugates

Sci Pharm. 2011 Oct-Dec;79(4):763-77. doi: 10.3797/scipharm.1109-14. Epub 2011 Oct 3.

Abstract

The synthesis and evaluation of the anticancer activity of 3'-aryl-5'-arylidene-spiro[3H-indole-3,2'-thiazolidine]-2,4'(1H)-diones and spiro[3H-indole-3,2'-thi-azolidine]-2,4'(1H)-dione-3'-alkanoic acid esters were described. The structure of the compounds was determined by (1)H and (13)C NMR and their in vitro anticancer activity was tested in the National Cancer Institute. Among the tested compounds, (5'Z)-5'-(benzylidene)-3'-(4-chlorophenyl)spiro[3H-indole-3,2'-thia-zolidine]-2,4'(1H)-dione (IIa) and (5'Z)-3'-(4-chlorophenyl)-5'-[4-(1-methylethyl)-benzylidene]spiro[3H-indole-3,2'-thiazolidine]-2,4'(1H)-dione (IIb) were superior to other related compounds.

Keywords: 2,3,5-Trisubstituted 4-thiazolidinones; 2′-[1,3]thiazolidine]; Anticancer activity; Spiro thiazolidinone isatin conjugates; Spiro[indole-3.