Synthesis, hypoglycemic and hypolipidemic activities of novel thiazolidinedione derivatives containing thiazole/triazole/oxadiazole ring

被引：92

作者：

Iqbal, A. K. Mohammed ^{[1
]}

Khan, Ashraf Y. ^{[1
]}

Kalashetti, Mallikarjun B. ^{[1
]}

Belavagi, Ningaraddi S. ^{[1
]}

Gong, Young-Dae ^{[2
]}

Khazi, Imitiyaz Ahmed M. ^{[1
]}

机构：

[1] Karnatak Univ, Dept Chem, Dharwad 580003, Karnataka, India

[2] Dongguk Univ, Ctr Innovat Drug Lib Res, Coll Sci, Seoul, South Korea

来源：

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY | 2012年 / 53卷

关键词：

Thiazolidinediones; Pioglitazone analogs; Hypoglycemic activity; Hypolipidemic activity; PEROXISOME; ACTIVATION;

D O I：

10.1016/j.ejmech.2012.04.015

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Novel thiazolidinedione derivatives were synthesized by incorporating pharmacologically significant heterocycles viz, substituted thiazole, triazole, and oxadiazole moieties linked to the central phenyl ring via heteroatomlinkage with one/two carbon spacer as the structural analogs of Pioglitazone by employing multistep synthetic protocols. Structures of all the newly synthesized intermediates and target molecules were established by analytical and spectral data. These newly synthesized compounds were screened for their invivo hypoglycemic and hypolipidemic activities in male wistar rats. Some of the synthesized compounds demonstrated good activity. (C) 2012 Elsevier Masson SAS. All rights reserved.

引用

页码：308 / 315

页数：8

共 28 条

[1] THE CONDENSATION OF CARBOXYLIC ACID HYDRAZIDES WITH CARBON DISULFIDE [J].

AINSWORTH, C .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1956, 78 (17) :4475-4478

[2]

ALBUQUERQUE JFC, 1995, PHARMAZIE, V50, P387

[3]

Annino J S., 1976, CLIN CHEM PRINCIPLES, V4th, P184

[4] The effect of pioglitazone on peroxisome proliferator-activated receptor-γ target genes related to lipid storage in vivo [J].

Bogacka, I ;

Xie, H ;

Bray, GA ;

Smith, SR .

DIABETES CARE, 2004, 27 (07) :1660-1667

[5] Synthesis, biological evaluation and molecular modeling studies of arylidene-thiazolidinediones with potential hypoglycemic and hypolipidemic activities [J].

da Costa Leite, Lucia Fernanda C. ;

Veras Mourao, Rosa Helena ;

Alves de Lima, Maria do Carmo ;

Galdino, Suely Lins ;

Hernandes, Marcelo Zaldini ;

Rocha Neves, Francisco de Assis ;

Vidal, Stephanie ;

Barbe, Jacques ;

Pitta, Ivan da Rocha .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2007, 42 (10) :1263-1271

[6]

FRINGS CS, 1972, CLIN CHEM, V18, P673

[7]

Guarda V.L.M., 2003, Sulfur Letters, V26, P17, DOI [10.1080/0278611021000048712, DOI 10.1080/0278611021000048712]

[8] New cholesterol esterase inhibitors based on rhodanine and thiazolidinedione scaffolds [J].

Heng, Sabrina ;

Tieu, William ;

Hautmann, Stephanie ;

Kuan, Kevin ;

Pedersen, Daniel Sejer ;

Pietsch, Markus ;

Guetschow, Michael ;

Abell, Andrew D. .

BIOORGANIC & MEDICINAL CHEMISTRY, 2011, 19 (24) :7453-7463

[9]

Hinegardner W. S., 1930, J AM CHEM SOC, V52, P3742

[10] 2-BENZOYLDITHIOCARBAZINIC ACID AND RELATED COMPOUNDS [J].

HOGGARTH, E .

JOURNAL OF THE CHEMICAL SOCIETY, 1952, (DEC) :4811-4817

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