Studies on antidiabetic agents. III. 5-Arylthiazolidine-2,4-diones as potent aldose reductase inhibitors.

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Abstract
Thiazolidine-2,4-dione derivatives having 1 or 2 substituent(s) such as phenyl, heteryl and alkyl group(s) at the 5-position were synthesized and evaluated as aldose reductase inhibitors. Inhibition by the active compounds of the swelling of the lens in a rat-lens-culture assay was also measured. Among these compounds, a series of 5-(3,4-dialkoxyphenyl)thiazolidine-2,4-diones showed pronounced activities in both assays. Structure-activity relationships are discussed and a new approach to the synthesis of 5-arylthiazolidine-2,4-diones is described.

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