Synthesis of 3-aroyl-4-aryl-1-isopropylamino-4-piperidinols and evaluation of the cytotoxicities of the compounds against human hepatoma and breast cancer cell lines
Author
Kucukoglu, K.
Mete, E.
Cetin-Atalay, R.
Gul H.I.
Date
2015Source Title
Journal of Enzyme Inhibition and Medicinal Chemistry
Print ISSN
14756366
Publisher
Taylor and Francis Ltd
Volume
30
Issue
4
Pages
564 - 568
Language
English
Type
ArticleItem Usage Stats
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Abstract
Some 4-piperidinol derivatives were synthesized and their cytotoxicity was tested against human hepatoma (Huh7) and breast cancer (T47D) cells. Aryl part was changed as phenyl in 2a, 4-methylphenyl in 2b, 4-methoxyphenyl in 2c, 4-chlorophenyl in 2d, 4-fluorophenyl in 2e, 4-bromophenyl in 2f, 4-nitrophenyl in 2g and 2-thienyl in 3. Compounds were synthesized and reported for the first time by this study except 2a and 2d. Chemical structures were confirmed by 1H NMR, 13C NMR, IR, MS and elemental analyses. Compounds 2a (3.1 times), 2c (3.8 times), 2f (4.6 times), 2g (1.3 times) and 3 (3.2 times) had 1.3-4.6 times higher cytotoxic potency than the reference compound 5-FU against Huh7 cell line while all the compounds synthesized had shown lower activities against T47D cell line than 5-FU. In the light of these results, compounds 2a, 2c, 2f, 2g and 3 may serve as model compounds for further studies. © 2014 Informa UK Ltd.
Keywords
CytotoxicityHuh7 cells
isopropylamine
Mannich bases
T47D cells
2 thienyl
3 aroyl 4 aryl 1 isopropylamino 4 piperidinol derivative
4 bromophenyl
4 chlorophenyl
4 fluorophenyl
4 methoxyphenyl
4 methylphenyl
4 nitrophenyl
antineoplastic agent
fluorouracil
unclassified drug
antineoplastic activity
Article
breast cancer cell line
carbon nuclear magnetic resonance
cytotoxicity
drug synthesis
human
human cell
infrared spectroscopy
liver cancer cell line
mass spectrometry
priority journal
proton nuclear magnetic resonance