Synthesis, biological evaluation and molecular modeling studies of some novel thiazolidinediones with triazole ring

被引：68

作者：

Chinthala, Yakaiah ^{[1
]}

Domatti, Anand Kumar ^{[2
]}

Sarfaraz, Alam ^{[3
]}

Singh, Shailendra Pratap ^{[2
]}

Arigari, Niranjan Kumar ^{[1
]}

Gupta, Namita ^{[3
]}

Satya, Srinivas K. V. N. ^{[1
]}

Kumar, Jonnala Kotesh ^{[1
]}

Khan, Feroz ^{[3
]}

Tiwari, Ashok K. ^{[2
]}

Paramjit, Grover ^{[2
]}

机构：

[1] CSIR Cent Inst Med & Aromat Plants, Res Ctr, Hyderabad 500092, Andhra Pradesh, India

[2] CSIR Indian Inst Chem Technol, Hyderabad 500007, Andhra Pradesh, India

[3] CSIR Cent Inst Med & Aromat Plants, Metab & Struct Biol Dept, Lucknow 226015, Uttar Pradesh, India

来源：

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY | 2013年 / 70卷

关键词：

Thiazolidinediones; 1,2,3-Triazoles; Anticancer activity; alpha-Glucosidase inhibition; Molecular modeling study; ALPHA-GLUCOSIDASE; 1,2,3-TRIAZOLES; DERIVATIVES; INHIBITORS; CHEMISTRY;

D O I：

10.1016/j.ejmech.2013.10.005

中图分类号：

R914 [药物化学];

学科分类号：

100705 [微生物与生化药学];

摘要：

A new series of thiazolidinedione derivatives were synthesized and evaluated for in vitro a-glucosidase inhibition and anticancer activities. Compounds 3d, 3e and 3j showed potential alpha-glucosidase inhibition with IC50 values ranging between 0.1 and 0.3 mu g/ml whereas compounds 3i, 3j and 3k have showed better anticancer activity towards human cancer cell lines IMR-32 (neuroblastoma), Hep-G2 (hepatoma) and MCF-7 (breast). Molecular docking studies revealed compounds 3d, 3e and 3j are potent inhibitors of alpha-glucosidase and also showed compliance with standard parameters of drug likeness. (C) 2013 Elsevier Masson SAS. All rights reserved.

引用

页码：308 / 314

页数：7

共 22 条

[1]

Click Chemistry: 1,2,3-Triazoles as Pharmacophores [J].

Agalave, Sandip G. ;

Maujan, Suleman R. ;

Pore, Vandana S. .

CHEMISTRY-AN ASIAN JOURNAL, 2011, 6 (10) :2696-2718

[2]

Synthesis and antifungal activity of 1,2,3-triazole containing fluconazole analogues [J].

Aher, Nilkanth G. ;

Pore, Vandana S. ;

Mishra, Nripendra N. ;

Kumar, Awanit ;

Shukla, Praveen K. ;

Sharma, Aanchal ;

Bhat, Manoj K. .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2009, 19 (03) :759-763

[3]

[Anonymous], 2011, INT J PHARM SCI NANO, DOI DOI 10.37285/IJPSN.2011.4.1.10

[4]

Yeast and mammalian α-glucosidase inhibitory constituents from Himalayan rhubarb Rheum emodi Wall.ex Meisson [J].

Babu, KS ;

Tiwari, AK ;

Srinivas, PV ;

All, AZ ;

Raju, BC ;

Rao, JM .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2004, 14 (14) :3841-3845

[5]

Synthesis and Antimicrobial Activities of Some New 1,2,4-Triazole Derivatives [J].

Bektas, Hakan ;

Karaali, Nesrin ;

Sahin, Deniz ;

Demirbas, Ahmet ;

Karaoglu, Senguel Alpay ;

Demirbas, Neslihan .

MOLECULES, 2010, 15 (04) :2427-2438

[6]

Blanquicett Carmelo, 2008, Cancer Ther, V6, P25

[7]

Boddy IK, 1996, PESTIC SCI, V48, P189, DOI 10.1002/(SICI)1096-9063(199610)48:2<189::AID-PS461>3.0.CO

[8]

2-#

[9]

Thiazolidinediones Inhibit Hepatocarcinogenesis in Hepatitis B Virus Transgenic Mice by Peroxisome Proliferator-Activated Receptor γ-Independent Regulation of Nucleophosmin [J].

Galli, Andrea ;

Ceni, Elisabetta ;

Mello, Tommaso ;

Polvani, Simone ;

Tarocchi, Mirko ;

Buccoliero, Francesca ;

Lisi, Francesca ;

Cioni, Laura ;

Ottanelli, Barbara ;

Foresta, Valeria ;

Mastrobuoni, Guido ;

Moneti, Gloriano ;

Pieraccini, Giuseppe ;

Surrenti, Calogero ;

Milani, Stefano .

HEPATOLOGY, 2010, 52 (02) :493-505

[10]

A Copper(I)-Catalyzed 1,2,3-Triazole Azide-Alkyne Click Compound Is a Potent Inhibitor of a Multidrug-Resistant HIV-1 Protease Variant [J].

Giffin, Michael J. ;

Heaslet, Holly ;

Brik, Ashraf ;

Lin, Ying-Chuan ;

Cauvi, Gabrielle ;

Wong, Chi-Huey ;

McRee, Duncan E. ;

Elder, John H. ;

Stout, C. David ;

Torbett, Bruce E. .

JOURNAL OF MEDICINAL CHEMISTRY, 2008, 51 (20) :6263-6270

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