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. (August 2015)

• Record Type: Journal Article
• Authors: Kucukoglu, Kaan; Mete, Ebru; Cetin-Atalay, Rengul; Gul, Halise Inci
• Is Part Of: Journal of enzyme inhibition and medicinal chemistry. Volume 30:Number 4(2015:Aug.)
• Page Start: 564
• Page End: 568
• Publication Date: 2015-08
• Subjects: Enzyme inhibitors -- Periodicals; Enzyme Inhibitors -- periodicals; Biochemistry -- periodicals; 572.7
• DOI: 10.3109/14756366.2014.951350
• Languages: English
• ISSNs: 1475-6366

Abstract

<abstract> <title>Abstract</title> <p>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 <bold>2b</bold>, 4-methoxyphenyl in <bold>2c</bold>, 4-chlorophenyl in <bold>2d</bold>, 4-fluorophenyl in <bold>2e</bold>, 4-bromophenyl in <bold>2f</bold>, 4-nitrophenyl in <bold>2g</bold> and 2-thienyl in <bold>3</bold>. Compounds were synthesized and reported for the first time by this study except <bold>2a</bold> and <bold>2d</bold>. Chemical structures were confirmed by ¹H NMR, ¹³C NMR, IR, MS and elemental analyses. Compounds <bold>2a</bold> (3.1 times), <bold>2c</bold> (3.8 times), <bold>2f</bold> (4.6 times), <bold>2g</bold> (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 <bold>2a</bold>, <bold>2c</bold>, <bold>2f</bold>, <bold>2g</bold> and <bold>3</bold> may serve as model compounds for further studies.</p> </abstract>