US EPA

1492373 

Journal Article 

Synthesis and antihyperglycemic activity of [2-(substituted phenyl)-3-[{4-(1-naphthyl)-1,3-thiazol-2-yl}amino]-4-oxo-1,3-thiazolidin-5-yl] acetic acid 

Imran, M; Lamba, HS; Alam, O; Khan, SA 

2008 

Yes 

Asian Journal of Chemistry
ISSN: 0970-7077
EISSN: 0975-427X 

20 

7 

4987-4993 

English 

WOS:000259602900003 

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The title compounds were prepared by brominating 1-acetyl
naphthalene in chloroform followed by condensation with substituted benzaldehyde
thiosemicarbazones using ethanol to get 4-(1-naphthyl)-2-(substituted benzylidineamino)- 1,3-
thiazoles. These thiazole derivatives were then cyclized to title compounds by reacting with
thiomalic acid in dioxane using ZnCl2. All the synthesized compounds were characterized on the
basis of their IR, H-1 NMR, mass and elemental analysis. The anti hyperglycemic study was divided
into two phases. Phase-I involved evaluation of blood glucose lowering ability of thiazolidinones
in normal rats by sucrose loaded model (SLM). It was observed that compound with Ar = 4-
nitrophenyl displayed highest antihyperglycemic activity in SLM. Phase-II study included the
evaluation of blood sugar by alloxan model. It was observed that most of the compounds exhibited
more antihyperglycemic activity than standard drug pioglitazone on 7th day of study. It was also
observed that blood glucose lowering effects were more pronounced and stronger in alloxan model. 

synthesis; thiazolidinones; antihyperglycemic; activity