TY - JOUR
T1 - Synthesis and antiproliferative evaluation of 3,5-disubstituted 1,2,4-triazoles containing flurophenyl and trifluoromethanephenyl moieties
AU - Wang, Li Ya
AU - Tseng, Wen Che
AU - Wu, Tian Shung
AU - Kaneko, Kimiyoshi
AU - Takayama, Hiroyuki
AU - Kimura, Masayuki
AU - Yang, Wen Chin
AU - Wu, Jin Bin
AU - Juang, Shin Hun
AU - Wong, Fung Fuh
N1 - Funding Information:
We are grateful to the China Medical University (CMU100-S-) and the National Science Council of Republic of China for financial support (NSC-99-2320-B-039-014-MY3). This study is also supported in part by Taiwan Department of Health Clinical Trial and Research Center of Excellence (DOH100-TD-B-111-004).
PY - 2011/9/15
Y1 - 2011/9/15
N2 - An efficient 1,3-dipolar cycloaddition method was performed for the synthesis of a series of monofluoro- and trifluoromethane-3,5-disubstituted 1,2,4-triazoles. This efficient cycloaddition method was to react hydrazonoyl hydrochlorides with a series of aldehydes in the presence of NEt 3 as catalytic basic agent to provide the corresponding product in 28-94%. Their growth inhibitory results against cancer cells indicated that some of the fluorine- and trifluoromethane-containing compounds could effectively inhibit the growth of NCI-H226 and T-cell leukemia (Jurkat) cells. Among the compounds, trifluoromethane-containing 1,2,4-triazoles possessed the five-membered ring groups on the C-5 position of the triazolic ring, including cyclopentyl, 3-furyl, 3-thienyl, and 2-pyrrolyl, possessed the significant inhibitory activity for NCI-H226 cancer cells.
AB - An efficient 1,3-dipolar cycloaddition method was performed for the synthesis of a series of monofluoro- and trifluoromethane-3,5-disubstituted 1,2,4-triazoles. This efficient cycloaddition method was to react hydrazonoyl hydrochlorides with a series of aldehydes in the presence of NEt 3 as catalytic basic agent to provide the corresponding product in 28-94%. Their growth inhibitory results against cancer cells indicated that some of the fluorine- and trifluoromethane-containing compounds could effectively inhibit the growth of NCI-H226 and T-cell leukemia (Jurkat) cells. Among the compounds, trifluoromethane-containing 1,2,4-triazoles possessed the five-membered ring groups on the C-5 position of the triazolic ring, including cyclopentyl, 3-furyl, 3-thienyl, and 2-pyrrolyl, possessed the significant inhibitory activity for NCI-H226 cancer cells.
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U2 - 10.1016/j.bmcl.2011.07.009
DO - 10.1016/j.bmcl.2011.07.009
M3 - Article
C2 - 21802949
AN - SCOPUS:80051950045
SN - 0960-894X
VL - 21
SP - 5358
EP - 5362
JO - Bioorganic and Medicinal Chemistry Letters
JF - Bioorganic and Medicinal Chemistry Letters
IS - 18
ER -