Bioengineering functional copolymers. XIV. Synthesis and interaction of poly(N-isopropylacrylamide-co-3,4-dihydro-2H-pyran-alt-maleic anhydride)s with SCLC cancer cells

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• 作者：Mustafa Tü ; rk ; Zakir M.O. Rzayev ; Sevda A. Khalilova
• 关键词：Synthesis ; Functional copolymers ; SCLC cancer cells ; Structure– ; antitumor activity relations ; Cytotoxicity ; Apoptotic and necrotic effects
• 刊名：Bioorganic and Medicinal Chemistry
• 出版年：2010
• 出版时间：15 November 2010
• 年：2010
• 卷：18
• 期：22
• 页码：7975-7984
• 全文大小：1680 K

文摘

Novel antitumor active functional polymers with supramacromolecular structures were synthesized by a complex-radical terpolymerization of N-isopropylacrylamide (NIPAm), 3,4-dihydro-2H-pyran (DHP), and maleic anhydride (MA) with 2,2′-azoisobisbutyronitrile as a radical initiator in 1,4-dioxane at 65 °C under nitrogen atmosphere. The structure and composition of terpolymers were investigated by ¹H (¹³C) NMR spectroscopy. Interaction of terpolymers with human lung small cell carcinoma (SCLC) were investigated by using different methods such as cytotoxicity, statistical, apoptotic and necrotic cell indexes, double staining and caspase-3 immunostaining, light and fluorescence inverted microscopy analyses. Investigations into structure, composition, and antitumor activity relationships revealed that terpolymers containing a combination of ionisable amide-pyran linkages and H-bonded carboxylic groups exhibited higher cytotoxicity. It was observed that terpolymer with nearly alternating structure provides a maximum concentration of ionisable and H-bonded antitumor sites, and therefore, exhibits higher in vitro cytotoxicity, apoptotic and necrotic effects towards SCLC cancer cells.