TY - JOUR
T1 - Microwave-assisted synthesis of 2(1H)-pyridones and their glucosides as cell proliferation inhibitors
AU - Al-Neyadi, Shaikha S.
AU - Hassan, Ahmed H.
AU - Abdou, Ibrahim M.
N1 - Funding Information:
Received 25 August 2010; accepted 29 December 2010. The authors thank the Deanship of the Graduate Studies, M.Sc. Program (Environmental Sciences) and the Department of Chemistry, UAE University for Shaikha S. Al-Neyadi’s M.Sc. fellowship. This work was published in ICHC-22, St. Johns’ NL, Canada, August 2009. Address correspondence to Ibrahim M. Abdou, Department of Chemistry, Faculty of Science, UAE University, Al-Ain 17551, UAE. E-mail: i.abdou@uaeu.ac.ae
PY - 2011/2
Y1 - 2011/2
N2 - A new series of substituted 2(1H)-pyridones (4a-i) and their glucosides (5, 6a-e) were prepared as potential agents against leukemia (HL-60) cells. Glucosides (5,6a-e) were synthesized using three independent methods. Microwave protocol as an ecologically new method was used to synthesize the target compounds. Structures of the new products were confirmed using one- and two-dimensional NMR spectroscopy. In vitro exposure of pyridones substituted at position 4 with a 2-thienyl or 2-(trifluoromethyl)phenyl were found to exhibit high antiproliferation activities; in particular, 3-cyano-4-(thien-2′-yl)- 6-(4″-chlorophenyl)-2(1H)-pyridone (4c) and its glucoside analogue (6c) had the highest activity.
AB - A new series of substituted 2(1H)-pyridones (4a-i) and their glucosides (5, 6a-e) were prepared as potential agents against leukemia (HL-60) cells. Glucosides (5,6a-e) were synthesized using three independent methods. Microwave protocol as an ecologically new method was used to synthesize the target compounds. Structures of the new products were confirmed using one- and two-dimensional NMR spectroscopy. In vitro exposure of pyridones substituted at position 4 with a 2-thienyl or 2-(trifluoromethyl)phenyl were found to exhibit high antiproliferation activities; in particular, 3-cyano-4-(thien-2′-yl)- 6-(4″-chlorophenyl)-2(1H)-pyridone (4c) and its glucoside analogue (6c) had the highest activity.
KW - Microwave synthesis
KW - antiproliferation activities
KW - pyridone glucosides
KW - spectroscopy
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U2 - 10.1080/15257770.2010.551646
DO - 10.1080/15257770.2010.551646
M3 - Article
C2 - 21360410
AN - SCOPUS:79952121266
SN - 1525-7770
VL - 30
SP - 120
EP - 134
JO - Nucleosides, Nucleotides and Nucleic Acids
JF - Nucleosides, Nucleotides and Nucleic Acids
IS - 2
ER -