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


Kucukoglu K., METE E., Cetin-Atalay R., GÜL H. İ.

JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY, vol.30, no.4, pp.564-568, 2015 (SCI-Expanded) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 30 Issue: 4
  • Publication Date: 2015
  • Doi Number: 10.3109/14756366.2014.951350
  • Journal Name: JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.564-568
  • Keywords: Cytotoxicity, Huh7 cells, isopropylamine, Mannich bases, T47D cells, MONO-MANNICH BASES, CORRESPONDING AZINE DERIVATIVES, JURKAT CELLS, ANTIINFLAMMATORY ACTIVITY, 1-ARYL-3-PHENETHYLAMINO-1-PROPANONE HYDROCHLORIDES, BIOLOGICAL EVALUATION, GLUTATHIONE, 3-AROYL-4-ARYL-1-PHENETHYL-4-PIPERIDINOLS, ANTICANCER, INHIBITORS
  • Ataturk University Affiliated: Yes

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 H-1 NMR, C-13 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.