The medicinal perspective of 2,4-thiazolidinediones based ligands as antimicrobial, antitumor and antidiabetic agents: A review

被引:19
作者
Singh, Gurpreet [1 ]
Kajal, Kumari [1 ]
Pradhan, Tathagata [2 ]
Bhurta, Deendyal [3 ]
Monga, Vikramdeep [1 ,4 ]
机构
[1] ISF Coll Pharm, Dept Pharmaceut Chem, GT Rd, Moga 142001, Punjab, India
[2] Jamia Hamdard, SPER, Dept Pharmaceut Chem, New Delhi, India
[3] Rajendra Inst Technol & Sci, Dept Pharmaceut Chem, Sirsa, India
[4] Cent Univ Punjab, Dept Pharmaceut Sci & Nat Prod, Bathinda, Punjab, India
关键词
anticancer; antidiabetic; antimicrobial; biological activity; heterocyclic compounds; in silico studies; molecular docking; SAR; thiazolidinedione; PPAR-GAMMA AGONISTS; MICROWAVE-ASSISTED SYNTHESIS; BIOLOGICAL EVALUATION; THIAZOLIDINE-2,4-DIONE DERIVATIVES; HYBRID DERIVATIVES; DESIGN; THIAZOLIDINEDIONES; POTENT; ROSIGLITAZONE; INSIGHT;
D O I
10.1002/ardp.202100517
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
2,4-Thiazolidinedione (2,4-TZD), commonly known as glitazone, is a ubiquitous heterocyclic pharmacophore possessing a plethora of pharmacological activities and offering a vast opportunity for structural modification. The diverse range of biological activities endowed with a novel mode of action, low cost, and easy synthesis has attracted the attention of medicinal chemists. Several researchers have integrated the TZD core with different structural fragments to develop a wide range of lead molecules against various clinical disorders. The most common sites for structural modifications at the 2,4-TZD nucleus are the N-3 and the active methylene at C-5. The review covers the recent development of TZD derivatives such as antimicrobial, anticancer, and antidiabetic agents. Various 2,4-TZD based agents or drugs, which are either under clinical development or in the market, are discussed in the study. Different synthetic methodologies for synthesizing the 2,4-TZD core are also included in the manuscript. The importance of various substitutions at N-3 and C-5 and the mechanisms of action and structure-activity relationships are also discussed. We hope this study will serve as a valuable tool for the scientific community engaged in the structural exploitation of the 2,4-TZD core for developing novel drug m\olecules for life-threatening ailments.
引用
收藏
页数:36
相关论文
共 136 条
[1]   Synthesis and Antimicrobial Activity of a New Series of Thiazolidine-2,4-diones Carboxamide and Amino Acid Derivatives [J].
Abd Alhameed, Rakia ;
Almarhoon, Zainab ;
Bukhari, Sarah, I ;
El-Faham, Ayman ;
de la Torre, Beatriz G. ;
Albericio, Fernando .
MOLECULES, 2020, 25 (01)
[2]   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 [J].
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
[3]  
Adem A., 2020, PYRIMIDINE THIAZOLID
[4]   Copper(II)-complex functionalized magnetite nanoparticles: a highly efficient heterogeneous nanocatalyst for the synthesis of 5-arylidenthiazolidine-2,4-diones and 5-arylidene-2-thioxothiazolidin-4-one [J].
Akhavan, Malihe ;
Foroughifar, Naser ;
Pasdar, Hoda ;
Khajeh-Amiri, Alireza ;
Bekhradnia, Ahmadreza .
TRANSITION METAL CHEMISTRY, 2017, 42 (06) :543-552
[5]   Repurposing rosiglitazone with chemotherapy in breast cancer: A sequence-specific synergy? [J].
Al-Moualem, S. ;
Monem, F. .
ANNALS OF ONCOLOGY, 2021, 32 :S365-S365
[6]   New thiazolidine-2,4-diones as antimicrobial and cytotoxic agent [J].
Alegaon, Shankar G. ;
Alagawadi, Kallanagouda R. .
MEDICINAL CHEMISTRY RESEARCH, 2012, 21 (10) :3214-3223
[7]   Design, synthesis and in vitro antiproliferative activity of new thiazolidinedione-1,3,4-oxadiazole hybrids as thymidylate synthase inhibitors [J].
Alzhrani, Zohor Mohammad Mahdi ;
Alam, Mohammad Mahboob ;
Neamatallah, Thikryat ;
Nazreen, Syed .
JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY, 2020, 35 (01) :1116-1123
[8]  
Angelova VT, 2017, BULG CHEM COMMUN, V49, P643
[9]  
[Anonymous], 2017, Med. Chem, DOI DOI 10.4172/2161-0444.1000453
[10]   Efficacy and safety of troglitazone in the treatment of lipodystrophy syndromes [J].
Arioglu, E ;
Duncan-Morin, J ;
Sebring, N ;
Rother, KI ;
Gottlieb, N ;
Lieberman, J ;
Herion, D ;
Kleiner, DE ;
Reynolds, J ;
Premkumar, A ;
Sumner, AE ;
Hoofnagle, J ;
Reitman, ML ;
Taylor, SI .
ANNALS OF INTERNAL MEDICINE, 2000, 133 (04) :263-274