Thiazolidine-2,4-diones derivatives as PPAR-γ agonists: Synthesis, molecular docking, in vitro and in vivo antidiabetic activity with hepatotoxicity risk evaluation and effect on PPAR-γ gene expression

被引：45

作者：

Nazreen, Syed ^{[1
]}

Alam, Mohammad Sarwar ^{[1
]}

Hamid, Hinna ^{[1
]}

Yar, Mohammad Shahar ^{[2
]}

Dhulap, Abhijeet ^{[3
]}

Alam, Perwez ^{[4
]}

Pasha, M. A. Q. ^{[4
]}

Bano, Sameena ^{[1
]}

Alam, Mohammad Mahboob ^{[1
]}

Haider, Saqlain ^{[1
,5
]}

Kharbanda, Chetna ^{[1
]}

Ali, Yakub ^{[1
]}

Pillai, K. K. ^{[5
]}

机构：

[1] Jamia Hamdard, Fac Sci, Dept Chem, New Delhi 110062, India

[2] Jamia Hamdard, Fac Pharm, Dept Pharmaceut Chem, New Delhi 110062, India

[3] CSIR, Unit Res & Dev Informat Prod, Pune 411038, Maharashtra, India

[4] CSIR Inst Genom & Integrat Biol, Funct Genom Unit, New Delhi, India

[5] Jamia Hamdard, Fac Pharm, Dept Pharmacol, New Delhi 110062, India

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2014年 / 24卷 / 14期

关键词：

2,4-Thiazolidinedione; Chromone; Antidiabetic activity; PPAR-gamma; Hepatotoxicity; ACTIVATED RECEPTOR-GAMMA; DIETARY FLAVONOIDS; HYPOLIPIDEMIC AGENTS; BIOLOGICAL-ACTIVITY; THIAZOLIDINEDIONE; POTENT;

D O I：

10.1016/j.bmcl.2014.05.034

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A library of conjugates of chromones and 2,4-thiazolidinedione has been synthesized by Knoevenagel condensation followed by reduction using hydrogen gas and Pd/C as a catalyst. Compounds 5c and 5e were most effective in lowering the blood glucose level comparable to standard drug pioglitazone. Compound 5e exhibited potent PPAR-gamma transactivation of 48.72% in comparison to pioglitazone (62.48%). All the molecules showed good glide score against the PPAR-gamma target in molecular docking study. PPAR-gamma gene expression was significantly increased by compound 5e (2.56-fold) in comparison to standard drug pioglitazone. Compounds 5e and 5c did not cause any damage to the liver and may be considered as promising candidates for the development of new antidiabetic agents. (C) 2014 Elsevier Ltd. All rights reserved.

引用

页码：3034 / 3042

页数：9

共 23 条

[21] Design, synthesis, modeling studies and biological evaluation of thiazolidine derivatives containing pyrazole core as potential anti-diabetic PPAR-γ agonists and anti-inflammatory COX-2 selective inhibitors
Abdellatif, Khaled R. A.
Fadaly, Wael A. A.
Kamel, Gehan M.
Elshaier, Yaseen A. M. M.
El-Magd, Mohammed A.
BIOORGANIC CHEMISTRY, 2019, 82 : 86 - 99
[22] Synthesis of novel oxadiazole derivatives: DFT calculations, molecular docking studies, and in vitro, in vivo evaluation of antidiabetic activity using Drosophila melanogaster model
Anjanayya, Govinda
Gani, Ramesh
Kudva, Avinash
Joshi, Shrinivas
Hiremath, Murigendra
Kavital, Apsara
Timanagouda, Karabasanagouda
Mathada, Basavarajaiah
Javeed, Mohammad
Aziz, Raifa
Raghu, Shamprasad
JOURNAL OF THE IRANIAN CHEMICAL SOCIETY, 2024, 21 (08) : 2221 - 2237
[23] Synthesis and evaluation of thiazolidine-2,4-dione/benzazole derivatives as inhibitors of protein tyrosine phosphatase 1B (PTP-1B): Antihyperglycemic activity with molecular docking study
Hidalgo-Figueroa, Sergio
Estrada-Soto, Samuel
Ramirez-Espinosa, Juan Jose
Paoli, Paolo
Lori, Giulia
Leon-Rivera, Ismael
Navarrete-Vazquez, Gabriel
BIOMEDICINE & PHARMACOTHERAPY, 2018, 107 : 1302 - 1310

← 1 2 3 →