3-Aryl-2-{4-[4-(2,4-dioxothiazolidin-5-ylmethyl)phenoxy]-phenyl}-acrylic acid alkyl ester: synthesis and antihyperglycemic evaluation

doi:10.1007/s00044-010-9369-3

Paper

3-Aryl-2-{4-[4-(2,4-dioxothiazolidin-5-ylmethyl)phenoxy]-phenyl}-acrylic acid alkyl ester: synthesis and antihyperglycemic evaluation

Published Jul 1, 2011 · Ashwani Kumar, A. Chawla, Sandeep Jain

Medicinal Chemistry Research

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Abstract

A number of 2,4-thiazolidinedione derivatives of aryl-substituted cinnamic acid were synthesized and studied for their antihyperglycemic activity in neonatal streptozotocin-induced diabetic Wister male rats. Substitution of the aryl ring resulted in higher activity. 3-(2,4-Dimethoxyphenyl)-2-{4-[4-(2,4-dioxothiazolidin-5-ylmethyl)phenoxy]-phenyl}-acrylic acid methyl ester (Thz7), was found to be most active compound in this series which showed that disubstitutions on aryl ring by electron releasing groups were found suitable for promising antihyperglycemic activity. Increase in the ester carbon chain length decreased the activity.

Non-RCTAnimal Study

Study Snapshot

The most active compound in this series, 3-(2,4-Dimethoxyphenyl)-2-4-[4-(2,4-dioxothiazolidin-5-ylmethyl)phenoxy]-phenyl-acrylic acid methyl ester (Thz7), shows

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

3-Aryl-2-{4-[4-(2,4-dioxothiazolidin-5-ylmethyl)phenoxy]-phenyl}-acrylic acid alkyl ester: synthesis and antihyperglycemic evaluation

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