Please use this identifier to cite or link to this item: http://ir.swu.ac.th/jspui/handle/123456789/13838
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://www.scopus.com/inward/record.uri?eid=2-s2.0-84899410430&doi=10.1007%2fs00044-013-0777-z&partnerID=40&md5=28635881403896eb7d621130f3eff0ca
http://ir.swu.ac.th/jspui/handle/123456789/13838
ISSN: 10542523
Appears in Collections:SCOPUS 1983-2021

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