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

Date
2015
Authors
Kucukoglu, K.
Mete, E.
Cetin-Atalay, R.
Gul H.I.
Advisor
Instructor
Source Title
Journal of Enzyme Inhibition and Medicinal Chemistry
Print ISSN
14756366
Electronic ISSN
Publisher
Taylor and Francis Ltd
Volume
30
Issue
4
Pages
564 - 568
Language
English
Type
Article
Journal Title
Journal ISSN
Volume Title
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.

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Keywords
Cytotoxicity, Huh7 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
Citation
Published Version (Please cite this version)