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Title: | Synthesis and cytotoxicity of novel 4-(4-(substituted)-1H-1,2,3-triazol-1- yl)-N-phenethylbenzenesulfonamides |
Authors: | Pingaew R. Prachayasittikul S. Ruchirawat S. Prachayasittikul V. |
Keywords: | 4 [4 [(4 formyl 2 methoxyphenoxy)methyl] 1h 1,2,3 triazol 1 yl] n phenethylbenzenesulfonamide 4 [4 [(4 formylphenoxy)methyl] 1h 1,2,3 triazol 1 yl] n phenethylbenzenesulfonamide 4 [4 [(4 nitrophenoxy)methyl] 1h 1,2,3 triazol 1 yl] n phenethylbenzenesulfonamide 4 [4 [(5 formyl 2 methoxyphenoxy)methyl] 1h 1,2,3 triazol y 1l] n phenethylbenzenesulfonamide 4 [4 [(naphthalen 1 yloxy)methyl] 1h 1,2,3 triazol 1 yl] n phenethylbenzenesulfonamide 4 [4 [(naphthalen 2 yloxy)methyl] 1h 1,2,3 triazol 1 yl] n phenethylbenzenesulfonamide 4 [4 [[(2 oxo 1h chromen 4 yl)oxy]methyl] 1h 1,2,3 triazol 1 yl] n phenethylbenzenesulfonamide 4 [4 [[(2 oxo 2h chromen 7 yl)oxy]methyl] 1h 1,2,3 triazol 1 yl] n phenethylbenzenesulfonamide antineoplastic agent benzenesulfonamide derivative etoposide methyl 2 [[1 [4 (n phenethylsulfamoyl)phenyl] 1h 1,2,3 triazol 4 yl]methoxy]benzoate n (3,4 dimethoxyphenethyl) 4 (4 phenyl 1h 1,2,3 triazol 1 yl)benzenesulfonamide n (3,4 dimethoxyphenethyl) 4 [4 [(4 formylphenoxy)methyl] 1h 1,2,3 triazol 1 yl]benzenesulfonamide n (3,4 dimethoxyphenethyl) 4 [4 [(4 nitrophenoxy)methyl] 1h 1,2,3 triazol 1 yl]benzenesulfonamide n phenethyl 4 (4 phenyl 1h 1,2,3 triazol 1 yl)benzenesulfonamide n phenethyl 4 [4 (phenoxymethyl) 1h 1,2,3 triazol 1 yl]benzenesulfonamide n phenethyl 4 [4 [(o tolyloxy)methyl] 1h 1,2,3 triazol 1 yl]benzenesulfonamide n phenethyl 4 [4 [(p tolyloxy)methyl] 1h 1,2,3 triazol 1 yl]benzenesulfonamide phenethylamine derivative triazole derivative unclassified drug article cancer cell culture chemical reaction click reaction cycloaddition cytotoxicity drug structure drug synthesis human human cell IC 50 proton nuclear magnetic resonance |
Issue Date: | 2014 |
Abstract: | A new series of 4-(4-(substituted)-1H-1,2,3-triazol-1-yl)-N- phenethylbenzenesulfonamide derivatives 5 were synthesized through the Click approach and evaluated for their cytotoxic activity against four cancer cell lines (HuCCA-1, HepG2, A549, and MOLT-3). Most of the synthesized triazoles 5 displayed cytotoxicity against MOLT-3 cell line, except for analogs 5a-c and 5e. Significantly, 4-phenyltriazoles (5a and 5n), 4-(naphthalen-2-yloxy) methyltriazole 5d, as well as 4-((2-oxo-2H-chromen-7-yl)oxy)methyltriazole 5l showed higher cytotoxic activity against HepG2 cells than the reference drug, etoposide. Interestingly, the 4-phenyltriazole 5a was the most potent and promising compound with IC50 value of 9.07 μM against HepG2 cell line. The analog 5a also exerted the highest cytotoxic activity against HuCCA-1 cells. This finding provides the novel lead molecules for further development. © Springer Science+Business Media 2013. |
URI: | https://ir.swu.ac.th/jspui/handle/123456789/13838 https://www.scopus.com/inward/record.uri?eid=2-s2.0-84899410430&doi=10.1007%2fs00044-013-0777-z&partnerID=40&md5=28635881403896eb7d621130f3eff0ca |
ISSN: | 10542523 |
Appears in Collections: | Scopus 1983-2021 |
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