Abstract
Fourteen 4-Aryl-4H-chromeno[4,3-d][1,2,3] selenadiazole derivatives were synthesized by the reaction of flavonone- 4-semicarbazones with SeO2. The structures of the target compounds 1a-n were elucidated by 1H NMR, IR spectra, ESI-MS and elemental analyses. The preliminary cytotoxic activities of 1a-n against K562, KB, A549, SMC-7721 and SGC-7901 cell lines were evaluated by MTT method, indicating that most compounds displayed moderate to good antiproliferative activities against K562 and KB cell lines. Compounds 1m and 1n, the most potent ones, were promising template for development of novel potent antitumor agents.
Keywords: 4-aryl-4H-chromeno[4,3-d][1,2,3]selenadiazole, Flavonoid, Synthesis, Cytotoxic activity, H NMR, IR spec-tra, ESI-MS, MTT method, bioisosterism, human he-patocellular carcinoma cells, SMMC-7721, human gastric, cancer cells SGC-7901, Flash EA 1112 instrument, thin layer chroma-tography, TLC, flavanone, EtOAc, silica gel column chromatography, 4-Phenyl-4H-chromeno[4,3-d][1,2,3]selenadiazole, Methl-4-phenyl-4H-benzopyran[4,3-d][1,2,3]selenadia-zole (1b), Fluo-4-phenyl-4H-benzopyran[4,3-d][1,2,3]selenadia-zole, (Benzo[d][1,3]dioxol-5-yl)-4H-chromeno[4,3-d][1,2,3] selenadiazole, (4-Chlorophenyl)-8-methyl-4H-chromeno[4,3-d] [1,2,3] selenadiazole, (4-Methoxylphenyl)-4H-benzopyran[4,3-d][1,2,3]selen-adiazole, Chloro-4-phenyl-4H-benzopyran[4,3-d][1,2,3]selena-diazole, (4-Methoxylphenyl)-8-methyl-4H-benzopyran[4,3-d][1, 2,3]selenadiazole, Methoxyl-4-phenyl-4H-benzopyran[4,3-d][1,2,3]selena-dia zole, p-Tolyl-4H-chromeno[4,3-d][1,2,3]selenadiazole, (Benzo[d][1,3]dioxol-5-yl)-7-methoxyl-4H-benzopyran [4,3-d][1,2,3]selenadiazole, (3,4-Dimethoxyphenyl)-7-methoxyl-4H-benzopyran[4, 3-d][1,2,3]selenadiazole, (4- Trifluoromethylphenyl)-7-methoxyl-4H-benzopyran [4,3-d][1,2,3]selenadiazole, Procedure for the Synthesis of 4-(4-hydroxyphenyl)-4H-benzopyran [4,3-d][1,2,3]selenadiazole, DMSO
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