Naslov
Synthesis and Antiproliferative in vitro Study of Novel Lipophilic 3-Hydroxypyridin-4-ones

Autori
Car, Željka ; Fržić, Ivana ; Petrović Peroković, Vesna ; Opačak-Bernardi, Teuta ; Tomić, Srđanka

Vrsta, podvrsta i kategorija rada
Sažeci sa skupova, sažetak, znanstveni

Izvornik
25th CROATIAN MEETING OF CHEMISTS AND CHEMICAL ENGINEERS with international participation, 3rd symposium “VLADIMIR PRELOG” 19-22 April 2017, Poreč, Croatia, Book of abstracts / Đaković, Marijana ; Šantić, Ana - Zagreb, 2017, 192-192

Skup
25. HRVATSKI SKUP KEMIČARA I KEMIJSKIH INŽENJERA s međunarodnim sudjelovanjem, 3. simpozij „VLADIMIR PRELOG“

Mjesto i datum
Poreč, Hrvatska, 19.04.2017. - 22.04.2017

Vrsta sudjelovanja
Poster

Vrsta recenzije
Međunarodna recenzija

Ključne riječi
3-hydroxypyridin-4-ones ; in vitro antitumor study, SAR, adamantan-1-yl, cyclohexyl

Sažetak
3-Hydroxypyridin-4-ones are nowadays widely investigated for their broad spectrum of biological activities (antibacterial, antidiabetes, antiprotozoal, antineurodegenerative and anticancer) [1]. Recently, we prepared and investigated several N-aryl substituted 3-hydroxy-2-methylpyridin-4- ones as well as their ester adamantyl derivatives for their in vitro antitumor properties on several cancer cell lines [2]. All tested compounds showed antiproliferative activity ranging from moderate to strong on all inspected cell lines with lipophilic adamantane containing derivatives being active at low micromolar IC50 concentrations. Further studies of those derivatives in terms of their mechanism of action is now in progress. In this work, for the purpose of the structure-activity relationship study (SAR), novel lipophilic ether (adamantyl and cyclohexyl) derivatives of N-aryl substituted 3- hydroxy-2-methylpyridin- 4-ones were prepared (Figure 1) and their in vitro antitumor properties evaluated on the related panel of cancer and leukemia cell lines. The compounds were synthesized starting from corresponding pyridinones and adamant-1-yl or cyclohexyl bromoacetates by Williamson synthesis. Antitumor properties of novel compounds will start to elucidate the key elements (ester or ether bond between lipophilic unit and pyridinone part, the nature and/or the position of lipophilic unit) needed for high antiproliferative activity of observed pyridinone derivatives. In vitro testing included cytotoxicity evaluation and additional testing of the most potent candidates to determine the mechanism of action more precisely.

Izvorni jezik
Engleski

Znanstvena područja
Kemija

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