137660-67-4Relevant academic research and scientific papers
Synthesis and Activity of a Novel Autotaxin Inhibitor-Icodextrin Conjugate
Fisher, Natalie,Edwards, Michael G.,Hemming, Ryan,Allin, Steven M.,Wallis, John D.,Bulman Page, Philip C.,McKenzie, Michael J.,Jones, Stefanie M,Elsegood, Mark R. J.,King-Underwood, John,Richardson, Alan
, p. 7942 - 7951 (2018)
Autotaxin is an extracellular phospholipase D that catalyzes the hydrolysis of lysophosphatidyl choline (LPC) to generate the bioactive lipid lysophosphatidic acid (LPA). Autotaxin has been implicated in many pathological processes relevant to cancer. Int
Synthesis of Novel Hybrids of Thiazolidinedione-Triazoles as Potential Lipase and α-Glucosidase Inhibiting Agents
Alam, Sarfaraz,Chinthala, Yakaiah,Domatti, Anand Kumar,Khan, Feroz,Kumar, A. Niranjana,Kumar, J. Kotesh,Srinivas, K. V. N. S.,Tiwari, Ashok Kumar
, p. 567 - 575 (2022/01/26)
Novel thiazolidinedione-triazole analogs (5a-5n, 6) were synthesized and screened for pancreatic lipase and intestinal α-glucosidase inhibitory activity. Analogs with nitro and fluoro benzyl substitutions at thiazolidinedione moiety 5a (IC50 28
Novel Furochromone Derivatives: Synthesis and Anticancer Activity Studies
Demir, Senem,?zen, Cigdem,Ceylan-ünlüsoy, Meltem,?ztürk, Mehmet,Bozda?-Dündar, Oya
, p. 1341 - 1351 (2019/03/07)
Medicinal plant extracts have been used for medical purposes throughout human history. In this study, khellin, having furochromone structure, which is obtained from a well-known traditional medicinal plant, was selected. A series of furochromonyl compounds (K1–K14) were synthesized for their anticancer activities. Furochromonyl compounds (K1–K14) were synthesized by Knoevenagel reaction of substituted 2,4-thiazolidinediones (Ia–j)/rhodanines (Ik–n) with khellin-2-carboxaldehyde (V), and their cytotoxicity was investigated in 22 cancer cell lines, which were originated from tissues such as the liver, breast, colon, and cervix. As the first step, two hepatocellular carcinoma cell lines Huh7 and PLC/PRF/5 (Alexander cells) were treated with 10?μM of each compound for 72?h, and then sulforhodamine B assay was performed to analyze their anti-growth activities. Ethyl 2-(5-((4,9-dimethoxy-5-oxo-5H-furo[3,2-g]chromen-7-yl)methylene)-4-oxo-2-thioxothiazolidin-3-yl)acetate (K11) was found as the most cytotoxic compound of primary screening. Afterwards, 12 hepatocellular carcinoma, seven breast cancer, two colon cancer, and a cervical cancer cell lines were selected to test K11 for 72?h at multiple concentrations to determine 50% effective doses. Results showed that the 14 cell lines were affected by K11 quantities lower than 10?μM. The structure of K11, which is particularly effective on breast cancers, can be used to slow down the progression of tumors. Furthermore, the discovery of more effective compounds can be carried out on the basis of this structure.
Synthesis and antimicrobial activity of novel 5-[(1H-indol-3-yl)methylene]thiazolidine-2,4-dione–[1,2,3]triazole hybrids
Kamala,Veena,Anantha Lakshmi,Vasantha,Sujatha
, p. 316 - 321 (2017/04/13)
5-[(1H-Indol-3-yl)methylene]thiazolidine-2,4-dione–[1,2,3]triazole hybrid derivatives were synthesized by click chemistry reaction and screened for antimicrobial activity against Gram positive and Gram negative bacteria and fungal species. All synthesized
Structural exploration, synthesis and pharmacological evaluation of novel 5-benzylidenethiazolidine-2,4-dione derivatives as iNOS inhibitors against inflammatory diseases
Ma, Liang,Pei, Heying,Lei, Lei,He, Linhong,Chen, Jinying,Liang, Xiaolin,Peng, Aihua,Ye, Haoyu,Xiang, Mingli,Chen, Lijuan
supporting information, p. 178 - 190 (2015/03/13)
In our previous work, 3I inhibited the LPS-induced iNOS activity and NO production in RAW 264.7 cells and improved joint inflammation and cartilage destruction in inflammatory model. In this study, we synthesized 59 derivatives and bioisosteres on the bas
Thiazolidinone-peptide hybrids as dengue virus protease inhibitors with antiviral activity in cell culture
Nitsche, Christoph,Schreier, Verena N.,Behnam, Mira A. M.,Kumar, Anil,Bartenschlager, Ralf,Klein, Christian D.
, p. 8389 - 8403 (2013/12/04)
The protease of dengue virus is a promising target for antiviral drug discovery. We here report a new generation of peptide-hybrid inhibitors of dengue protease that incorporate N-substituted 5-arylidenethiazolidinone heterocycles (rhodanines and thiazolidinediones) as N-terminal capping groups of the peptide moiety. The compounds were extensively characterized with respect to inhibition of various proteases, inhibition mechanisms, membrane permeability, antiviral activity, and cytotoxicity in cell culture. A sulfur/oxygen exchange in position 2 of the capping heterocycle (thiazolidinedione-capped vs rhodanine-capped peptide hybrids) has a significant effect on these properties and activities. The most promising in vitro affinities were observed for thiazolidinedione-based peptide hybrids containing hydrophobic groups with Ki values between 1.5 and 1.8 μM and competitive inhibition mechanisms. Rhodanine-capped peptide hybrids with hydrophobic substituents have, in correlation with their membrane permeability, a more pronounced antiviral activity in cell culture than the thiazolidinediones.
Synthesis and antidiabetic activity of morpholinothiazolyl-2,4- thiazolidindione derivatives
Ezer, Melis,Yildirim, Leyla Tatar,Bayro, Ornela,Verspohl, Eugen J.,Dundar, Oya Bozdag
scheme or table, p. 419 - 427 (2012/08/28)
We report the synthesis and the in vitro insulin releasing and glucose uptake activity of the morpholino thiazolyl-2,4-thiazolidinediones (1-15). Compounds 5, 1115 (at lower concentration; 0.001mg/ml) were able to increase insulin release in the presence
Synthesis and cytotoxic activity of new acridine-thiazolidine derivatives
Barros, Francisco W.A.,Silva, Teresinha Gon?alves,Da Rocha Pitta, Marina Galdino,Bezerra, Daniel P.,Costa-Lotufo, Letícia V.,De Moraes, Manoel Odorico,Pessoa, Cláudia,De Moura, Maria Aline F.B.,De Abreu, Fabiane C.,De Lima, Maria Do Carmo Alves,Galdino, Suely Lins,Da Rocha Pitta, Ivan,Goulart, Marilia O.F.
body text, p. 3533 - 3539 (2012/07/31)
Although their exact role in controlling tumour growth and apoptosis in humans remains undefined, acridine and thiazolidine compounds have been shown to act as tumour suppressors in most cancers. Based on this finding, a series of novel hybrid 5-acridin-9
Discovery and optimization of boronic acid based inhibitors of Autotaxin
Albers, Harald M. H. G.,Van Meeteren, Laurens A.,Egan, David A.,Van Tilburg, Erica W.,Moolenaar, Wouter H.,Ovaa, Huib
experimental part, p. 4958 - 4967 (2010/09/10)
Autotaxin (ATX) is an extracellular enzyme that hydrolyzes lysophosphatidylcholine (LPC) to produce the lipid mediator lysophosphatidic acid (LPA). The ATX-LPA signaling axis has been implicated in diverse physiological and pathological processes, including vascular development, inflammation, fibrotic disease, and tumor progression. Therefore, targeting ATX with small molecule inhibitors is an attractive therapeutic strategy. We recently reported that 2,4-thiazolidinediones inhibit ATX activity in the micromolar range. Interestingly, inhibitory potency was dramatically increased by introduction of a boronic acid moiety, designed to target the active site threonine in ATX. Here we report on the discovery and further optimization of boronic acid based ATX inhibitors. The most potent of these compounds inhibits ATX-mediated LPC hydrolysis in the nanomolar range (IC50 = 6 nM). The finding that ATX can be targeted by boronic acids may aid the development of ATX inhibitors for therapeutic use.
Synthesis and antidiabetic activity of some new chromonyl-2,4- thiazolidinediones
Bozdag-Duendar, Oya,Ceylan-Uenluesoy, Meltem,Verspohl, Eugen J.,Ertan, Rahmiye
, p. 532 - 536 (2008/02/12)
A series of chromonyl-2,4-thiazolidinediones (VIa-f) and chromonyl-2,4-imidazolidinediones (VIIa-f) was prepared by Knoevenagel reaction of substituted benzyl-2,4-thiazolidinediones (IVa-f) and substituted benzyl-2,4-imidazolidinediones (Va-f) with chromo
