Synthesis of some substituted 6-phenyl purine analogues and their biological evaluation as cytotoxic agents
| Autor: | Meral Tuncbilek, Rengul Cetin Atalay, Ebru Bilget Guven, Asligul Kucukdumlu |
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| Jazyk: | angličtina |
| Rok vydání: | 2017 |
| Předmět: |
Purine
Stereochemistry Hepatocellular carcinoma Purine analogue Antineoplastic Agents Structure-activity relationships Heterocycles 010402 general chemistry 01 natural sciences Cell Line Nucleobase lcsh:Chemistry Structure-Activity Relationship chemistry.chemical_compound medicine Humans Cytotoxic T cell Purine metabolism Sulfonyl chemistry.chemical_classification Antitumor agents Cytotoxins 010405 organic chemistry hepatocellular carcinoma 0104 chemical sciences Fludarabine Purine derivatives lcsh:QD1-999 chemistry Purines Nucleoside medicine.drug |
| Zdroj: | Acta Chimica Slovenica Acta Chimica Slovenica, Vol 64, Iss 3, Pp 621-632 (2017) |
| Popis: | A series of 6-(4-substituted phenyl)-9-(tetrahydropyran-2-yl)purines 3 – 9 , 6-(4-substituted phenyl)purines 10 – 16 , 9-((4-substituted phenyl)sulfonyl)-6-(4-substituted phenyl)purines 17 – 32 were prepared and screened initially for their in vitro anticancer activity against selected human cancer cells (liver Huh7, colon HCT116, breast MCF7). 6-(4-Phenoxyphenyl)purine analogues 9 , 16 , 30 – 32 , had potent cytotoxic activities. The most active purine derivatives 5–9 , 14 , 16 , 18 , 28 – 32 were further screened for their cytotoxic activity in hepatocellular cancer cells. 6-(4-Phenoxyphenyl)-9-(tetrahydropyran-2-yl)-9 H -purine ( 9 ) had better cytotoxic activity (IC 50 5.4 μM) than the well-known nucleobase analogue 5-FU and known nucleoside drug fludarabine on Huh7 cells. The structure–activity relationship studies reported that the substitution at C-6 positions in purine nucleus with the 4-phenoxyphenyl group is responsible for the anti-cancer activity. |
| Databáze: | OpenAIRE |
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