637-81-0Relevant articles and documents
Synthesis, in Vitro Biological Evaluation, and Molecular Docking of New Triazoles as Potent Antifungal Agents
Li, Xiang,Liu, Chao,Tang, Sheng,Wu, Qiuye,Hu, Honggang,Zhao, Qingjie,Zou, Yan
, p. 42 - 49 (2016)
Based on the structure of the active site of CYP51 and the structure-activity relationships of azole antifungal compounds that we designed in a previous study, a series of 1-{1-[2-(substitutedbenzyloxy)ethyl]-1H-1,2,3-triazol-4-yl}-2-(2,4-difluorophenyl)-3-(1H-1,2,4-triazol-1-yl)propan-2-ols (6a-n) were designed and synthesized utilizing copper-catalyzed azide-alkyne cycloaddition. Preliminary antifungal tests against eight human pathogenic fungi in vitro showed that all the title compounds exhibited excellent antifungal activities with a broad spectrum in vitro. Molecular docking results indicated that the interaction between the title compounds and CYP51 comprised π-π interactions, hydrophobic interactions, and the narrow hydrophobic cleft.
Click synthesis and dye extraction properties of novel thiacalix[4]arene derivatives with triazolyl and hydrogen bonding groups
Guo, Hong-Yu,Yang, Fa-Fu,Jiao, Zi-Yu,Lin, Jian-Rong
, p. 450 - 452 (2013)
Using a click reaction between alkynylthiacalix[4]arene and ethyl 2-azidoacetate followed by an ammonolysis with ethanolamine, leucinol and hydrazine hydrate, respectively, three novel thiacalix[4]arene derivatives 4, 5 and 6 with triazolyl and hydrogen bonding groups (NH and OH) were synthesized in high yields. They exhibited excellent extraction capability for six anionic and cationic dyes. The flexible cavity, π-triazole rings and hydrogen bonding groups all play crucial roles in dye complexation.
Synthesis and Bioactivity of Novel Trisubstituted Triazole Nucleosides
Wen, Yi-Ning,Zhang, Zhi-Feng,Liu, Ning-Ning,Xiang, Yu-Hong,Zhang, Zhuo-Yong,Andrei, Graciela,Snoeck, Robert,Schols, Dominique,Zhang, Qing-Shan,Wu, Qin-Pei
, p. 147 - 160 (2016)
A series of novel trisubstituted 1,2,3-triazole purine nucleosides were efficiently synthesized via Huisgen 1,3-dipolar cycloaddition in good yields. Bioactivity against cytomegalovirus (CMV) and varicella-zoster virus (VZV) in human embryonic lung cell cultures was evaluated and all compounds show low antiviral activity.
Metal ions recognition by 1,2,3-triazolium calix[4]arene esters synthesized via click chemistry
Li, Haibing,Zhan, Junyan,Chen, Mingliang,Tian, Demei,Zou, Zhilong
, p. 43 - 47 (2010)
Two triazole-modified calix[4]arene diesters were synthesized via Huisgen 1,3-dipolar cycloaddition between azides esters and alkynylcalixarenes. Their structures had been deduced from 1H NMR, element analysis and ESI-MS. Two-phase extraction experiments indicated that triazole-modified calix[4]arene diethylester 3a exhibited Cs+ selectivity. Springer Science+Business Media B.V. 2009.
Discovery of triazolyl thalidomide derivatives as anti-fibrosis agents
Tang, Kai-Wei,Hsu, Wen-Li,Chen, Cheng-Ru,Tsai, Ming-Hsien,Yen, Chia-Jung,Tseng, Chih-Hua
, p. 3589 - 3599 (2021/03/03)
Fibrosis with excessive accumulation of extracellular matrix (ECM) often causes progressive organ dysfunction and results in many inflammatory and metabolic diseases, including systemic sclerosis, pulmonary fibrosis, advanced liver disease and advanced kidney disease. The store-operated calcium entry (SOCE) pathway and the related signaling pathway were both found to be the important routes for fibrogenesis. Our aim in this study was to discover novel compounds to inhibit fibrogenesis. A number of triazolyl thalidomide derivatives were synthesized and evaluated for their anti-fibrosis activities. Compounds 7b-e, 8c-d, 10a-b and 10e inhibited intracellular Ca2+ activation and showed no cytotoxicity. Among them, 6-{4-[(3-(1,3-dioxoisoindolin-2-yl)-2,6-dioxopiperidin-1-yl)methyl]-1H-1,2,3-triazol-1-yl}hexanoic acid (10e) with the most potent inhibitory effect was chosen for further examination. The results revealed that compound 10e, a SOCE inhibitor, reversed the migratory ability of TGF-β1-induced myofibroblasts, dedifferentiated myofibroblasts to fibroblasts due to cytoskeleton remodeling, and restrained myofibroblast activation by targeting Orai1 and TGF-β1/SMAD2/3 signaling pathways. The in silico study indicated that compound 10e, with the appropriate lipophilic carbon chain and carboxylic acid, showed a good drug-likeness model score. Conclusively, the SOCE inhibitor, compound 10e, is used as a promising lead compound for the development of a new treatment for fibrosis. This journal is
Design, Synthesis, and Activity Evaluation of Stereoconfigured Tartarate Derivatives as Potential Anti-inflammatory Agents in Vitro and in Vivo
Kumari, Priya,Singh, Palwinder,Kaur, Jashanpreet,Bhatti, Rajbir
, p. 9550 - 9566 (2021/07/19)
Preclinical and clinical data reveal that inflammation is strongly correlated with the pathogenesis of a number of diseases including those of cancer, Alzheimer, and diabetes. The inflammatory cascade involves a multitude of cytokines ending ultimately with the activation of COX-2/LOX for the production of prostaglandins and leukotrienes. While the available inhibitors for these enzymes suffer from nonoptimal selectivity, in particular for COX-2, we present here the results of purposely designed tartarate derivatives that exhibit favorable selectivity and significant effectiveness against COX-2 and LOX. Integrated approaches of molecular simulation, organic synthesis, and biochemical/physical experiments identified 15 inhibiting COX-2 and LOX with respective IC50 4 and 7 nM. At a dose of 5 mg kg-1 to Swiss albino mice, 15 reversed algesia by 65% and inflammation by 33% in 2-3 h. We find good agreement between experiments and simulations and use the simulations to rationalize our observations.