Synthesis and in vivo hypoglycemic activity of new imidazolidine-2,4-dione derivatives

Synthesis and in vivo hypoglycemic activity of new imidazolidine-2,4-dione derivatives A series of new 3-arylsulfonylimidazolidine-2,4-diones (2a–2p) were synthesized by reacting imidazolidine-2,4-diones (1a–1e) with arylsulfonyl chlorides in the presence of triethyl amine. The imidazolidine-2,4-diones (1a–1e) were in turn synthesized from the corresponding ketones through Bucherer–Bergs reaction. All the synthesized compounds were characterized on the basis of their spectral (IR, 1H and 13C NMR and MS) and microanalytical data. The hypoglycemic activity of the compounds (2a–2p) was evaluated using alloxanized diabetic rat model. Compound 2a showed an excellent activity with a reduction in the blood glucose level of −286 ± 7 mg/dL after 5 h of drug administration as compared to −270 ± 8 mg/dL for glipizide. The hypoglycemic activity of compound 2b (−268 ± 9 mg/dL) was also comparable to the standard drug. However, only moderate activity was observed for compound 2e. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Research on Chemical Intermediates Springer Journals

Synthesis and in vivo hypoglycemic activity of new imidazolidine-2,4-dione derivatives

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Publisher
Springer Netherlands
Copyright
Copyright © 2014 by Springer Science+Business Media Dordrecht
Subject
Chemistry; Catalysis; Physical Chemistry; Inorganic Chemistry
ISSN
0922-6168
eISSN
1568-5675
D.O.I.
10.1007/s11164-014-1814-3
Publisher site
See Article on Publisher Site

Abstract

A series of new 3-arylsulfonylimidazolidine-2,4-diones (2a–2p) were synthesized by reacting imidazolidine-2,4-diones (1a–1e) with arylsulfonyl chlorides in the presence of triethyl amine. The imidazolidine-2,4-diones (1a–1e) were in turn synthesized from the corresponding ketones through Bucherer–Bergs reaction. All the synthesized compounds were characterized on the basis of their spectral (IR, 1H and 13C NMR and MS) and microanalytical data. The hypoglycemic activity of the compounds (2a–2p) was evaluated using alloxanized diabetic rat model. Compound 2a showed an excellent activity with a reduction in the blood glucose level of −286 ± 7 mg/dL after 5 h of drug administration as compared to −270 ± 8 mg/dL for glipizide. The hypoglycemic activity of compound 2b (−268 ± 9 mg/dL) was also comparable to the standard drug. However, only moderate activity was observed for compound 2e.

Journal

Research on Chemical IntermediatesSpringer Journals

Published: Oct 1, 2014

References

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