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Öğe 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(Pergamon-Elsevier Science Ltd, 2010) Türk, Mustafa; Rzayev, Zakir M. O.; Khalilova, Sevda A.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 degrees C under nitrogen atmosphere. The structure and composition of terpolymers were investigated by H-1 (C-13) 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. (C) 2010 Elsevier Ltd. All rights reserved.Öğe Bioengineering functional copolymers. XIX synthesis of anhydride-organoboron functionalized copolymers and their ınteraction with cancer cells(2011) Rzayev, Zakir M. O.; Türk, Mustafa; Karaman, Gülten; Pişkin, ErhanMaleik anhidritin homo- ve kopolimerlerinin yeni biyomühendislik fonksiyonel türevlerinin senthezi, (1) anhidrit-içeren makromoleküllerin [poli(MA-alt-methyl vinil eter (MVE) biyomühendislik polimeri] 2-aminoetildifenillborinat (2-AEPB) ile amidolizi, (2) alfa-hidroksi-omega-metoksi-polietilen oksit (PEO) uyumluluk ajanı ile esterleşmesi ve (3) organaoboron PEO içeren kopolimerlerin folik asit gibi hedefleyici ajanla konjugasyonu gibi yöntemlerle gerçekleştirilmiştir. Sentezlenmiş oligomerlerin yapısı ve kompozisyonu FTIRATR ve 1H (13C) NMR spectroskopisi ile karakterize edilmiştir. Organobor fonksiyonal kopolimerlerin antitümör aktivitesi sitotoksisite, istatistiksel, ikili boyama ve immün boyama ile apoptotik ve nekrotik hücre indeksi, ışık ve floresan inverted mikroskop analizi gibi çeşitli fiziksel ve biyokimyasal kombine yöntemler ile araştırılmıştır. Organoboron makromoleküllerinin sitotoksik ve apoptotik/nekrotik etkisi önemli ölçüde kopolimerlerin yapısına ve kompozisyonuna bağlı olduğu bulunmuştur. Sentezlenmiş bazı kopolimerlerin 400 ?g.mL-1 derişim değerinde normal hücrelere düşük toksik, kanser hücrelerine ise etkili terapötik ilaç etksi göstermiştir.Öğe Bioengineering Functional Copolymers. XV. Synthesis and Characterization of Poly(N-isopropyl acrylamide-co-3,4-dihydro-2H-pyran-alt-maleic anhydride)s and Their PEO Branched Derivatives(Wiley-Blackwell, 2010) Rzayev, Zakir M. O.; Türk, Mustafa; Üzgören, AyşeNovel bioengineering functional terpolymers were synthesized by complex-radical terpolymerization of N-isopropylacrylamide (NIPA), 3,4-dihydro-2H-pyran (DHP) and maleic anhydride (MA) with alpha,alpha'-azoisobisbutyronitrile (AIBN) as a radical initiator in 1,4-dioxane at 65 degrees C under nitrogen atmosphere. Structure compositions and composition-property relationships of terpolymers, and the monomer reactivity ratios were investigated by (1)H ((13)C) NMR spectroscopy, DSC and TGA thermal analysis. The monomer reactivity ratios were determined by modified methods of Jaacks and Kelen-Tudos using (1)H-NMR analysis data: r(1) = 1.14 and r(2) = 0.06 (by (1)H-NMR) and r(1) = 1.07 and r(2) = 0.04 (by N analysis) for NIPA (M(1)) and MA ... DHP (M(2)) monomer-monomer complex pair. An alpha,omega-hydroxy-methoxy-polyethylene oxide branched derivative was synthesized by grafting (esterification) of anhydride units of the terpolymer. Investigation into the factors affecting the antitumor activity revealed that terpolymers containing a combination of H-bonded ionizable amide and carboxylic groups exhibited higher antitumor activity, towards SCLC cancer cells. (c) 2010 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 48: 4285-4295, 2010Öğe Bioengineering functional copolymers. XV. Synthesis of organoboron amide-ester branched derivatives of oligo(maleic anhydride) and their interaction with HeLa and L929 fibroblast cells(Inst Organic Chem And Biochem, 2011) Kahraman, Gulten; Turk, Mustafa; Rzayev, Zakir M. O.; Unsal, M. Elif; Soylemez, ErnurNovel bioengineering functional organoboron oligomers were synthesized by (i) amidolysis of oligo(maleic anhydride) (OMA) with 2-aminoethyldiphenylborinate (2-AEPB), (ii) esterification of organoboron oligomer (OMA-B) with alpha-hydroxy-omega-methoxypoly(ethylene oxide) (PEO) as a compatibilizer and (iii) conjugation of organoboron PEO branches (OMA-B-PEO) with folic acid as a taggering agent. Structure and composition of the synthesized oligomers were characterized by FTIR-ART and (1)H ((13)C) NMR spectroscopy, chemical and physical analysis methods. Interaction of functional oligomers and oligomer center dot center dot center dot FA complex (OMA-B-PEO-F) with HeLa and L929 fibroblast cells were investigated by using different biochemical methods such as cytotoxicity, statistical, apoptotic and necrotic cell indexes, double staining and caspase-3 immunostaining, light and fluorescence inverted microscope analyses. It was found that citotoxisity and apoptotic/necrotic effects of oligomers significantly depend on the structure and composition of studied oligomers, and increase the following raw: OMA << OMA-B < OMA-B-PEO < OMA-B-PEO-F. A folic acid complex (MA-PEG-B-F) at 400 mu g ml(-1) (2.36 mu mol ml(-1)) concentration as a therapeutic drug exhibits minimal toxcisity toward the fibroblast cells, but influential for HeLa cells.Öğe Bioengineering functional copolymers. xx. synthesis of novel anticancer active poly(Maleic anhydride-alt-2-vinyl-1,3-dioxolane) and its organoboron amideester branched derivatives(2012) Kahraman, Gülten; Türk, Mustafa; Rzayev, Zakir M. O.; Söylemez, Ernur A; Oğuztütün, SerpilYeni biyomühendislik alternatif kopolimerinin ve organobor amid ve a-hidroksi-w-metoksi-poli(etilen oksit) (PEO) ile dallanmış türevlerinin sentezi, (1) Seçilen reaksiyon şartlarında homopolimerleşmeyen maleik anhidriti (MA) ve 2-vinil-1,3-dioksolan (VDO) monomerlerinin kompleks-radikal alternatif kopolimerizasyonu, (2) sentezlenen poli(MA-alt-VDO) makromoleküllerinin 2-amino-etildifenilboronat ile amidolizi ve (3) PEO ile esterleşmesi yöntemleri kulllanarak gerçekleştirilmiştir. Monomerlerin kompleks oluşumu (Kc) ve kopolimerleşme sabitleri (r1 ve r2), çok fonksiyonel gruplar içeren kopolimerlerin yapısı, içeriği ve ısısal özellikleri kimyasal analiz (alkali titrasyon), FTIR-ATR and NMR spektroskopisi ve TGA-DSC ile karakterize edilmiştir. İyonize olabilen, hidrofilik/hidrofobik, organobor, anhidrit-karboksil-amid-ester-eter gibi gruplar içeren bu kopolimerlerin HeLa hücrelerine sitotoksik etkisi araştırılmış ve organobor-PEO kopolimer poli(MAalt- VDO) organobor kopolimer sırasında olduğu belirlenmiştir.Öğe Bioengineering functional copolymers. XXI. Synthesis of a novel end carboxyl-trithiocarbonate functionalized poly(maleic anhydride) and its interaction with cancer cells(Pergamon-Elsevier Science Ltd, 2012) Rzayev, Zakir M. O.; Türk, Mustafa; Söylemez, Ernur A.A novel carboxyl-trithiocarbonate functionalized polymer with a highly selective antitumor activity was synthesized by a reversible addition-fragmentation chain transfer (RAFT) polymerization of maleic anhydride (MA) with benzoyl peroxide as an initiator and S-1-dodecyl-S-(alpha, alpha'-dimethyl-alpha ''-acetic acid)-trithiocarbonate as a RAFT agent with the aim to design and synthesize an effective anticancer agent with minimum side effects. The structure, molecular weights and composition of synthesized polymers were investigated by H-1 (C-13) NMR, MALDI-TOF-MS and GPC analyzes. It was demonstrated that RAFT polymerization of MA was accompanied by a partially controlled decarboxylation of anhydride units and the formation of conjugated double bond fragments in backbone macromolecular chains. The mechanism of interaction of pristine RAFT agent and PMA-RAFT polymer with cancer (HeLa human cervix carcinoma) and normal (L929 Fibroblast) cells was investigated by using a combination of chemical, biochemical, statistical, spectroscopic (SEM and fluorescence inverted microscope) and real-time analysis (RTCA) methods. PMA-RAFT exhibited higher and selective cytotoxicity, apoptotic and necrotic effects toward HeLa cells at relatively low concentrations (around 7.5-75 mu g mL (1), IC50 = 11.183 mu g mL (1)) and toward Fibroblast cells at high concentrations (IC50 > 100 mu g mL (1)). The observed highly selective antitumor activity render PMA-RAFT polymers as promising candidates for the utilization in cancer chemotherapy. (C) 2012 Elsevier Ltd. All rights reserved.Öğe Fabrication and characterization of PVA/ODA-MMT-poly(MA-alt-1-octadecene)-g-graphene oxide e-spun nanofiber electrolytes and their response to bone cancer cells(Elsevier, 2016) Rzayev, Zakir M. O.; Salimi, Kouroush; Bunyatova, Ulviya; Acar, Selim; Salamov, Bahtiyar; Turk, MustafaThis work presents a new approach to fabrication and characterization of novel polymer nanofiber electrolytes from intercalated PVA/ODA-MMT nanocomposite as a matrix polymer and encapsulated graphene oxide (GO) nanosheets with amphiphilic reactive copolymer as partner polymers using electrospinning method. The chemical and physical structures, surface morphology, thermal behaviors and electric conductivity of nanocomposites and nanofibers were investigated using analyses methods including FTIR, XRD, SEM, DSC-TGA and conductivity analysis. Significant improvements in nanofiber morphology and size distribution were observed when GO and reactive organoclay were incorporated as reinforcement fillers into various matrix/partner solution blends. The structural factors of matrix-partner polymer nanocomposite particles with higher zeta-potential play important roles in both chemical and physical interfacial interactions and phase separation processing and also lead to the formation of nanofibers with unique surface morphologies and good conductivities. The cytotoxic, necrotic and apoptotic effects of chosen nanofibers on osteocarcinoma cells were also investigated. These multifunctional, self-assembled, nanofibrous surfaces can serve as semi-conductive and bioactive platforms in various electrochemical and bio-engineering processes, as well as reactive matrices used for the immobilization of various biopolymer pfecursors. (C) 2015 Elsevier B.V. All rights reserved.Öğe Multifunctional Electrospun Biocompatible Nanofiber Composites from Water Dispersion Blends of Folic Acid Conjugated PVP/Dextran/ODA-MMT Nanocomposites and Their Responses to Vero cells(2016) Şimşek, Murat; Rzayev, Zakir M. O.; Bunyatova, Ulviya; Khalilova, Sevda; Türk, MustafaThis work presents the fabrication and characterization of novel colloidal multifunctional polymer nanofiber composites (NFCs) from water dispersion blends of the intercalated silicate layered nanocomposites of poly(2-vinyl-N-pyrrolidone)/octadecyl amine-montmorillonite (PVP/ODA-MMT) and Dextran/ODA-MMT as matrix and partner polymer intercalated nanocomposites, as well as their folic acid (FA) conjugated derivatives by reactive electrospinning. The chemical and physical structures, surface morphology and responses to Vero cells of NFCs were investigated. Effects of matrix/partner polymer volume ratios, composition, organoclay and FA on the main important parameters of NFCs were evaluated. Cell culture studies showed that NFCs did not exhibit cytotoxicity significantly and also had a low degree of apoptotic and necrotic effects.Öğe Novel multifunctional colloidal carbohydrate nanofiber electrolytes with excellent conductivity and responses to bone cancer cells(Elsevier Sci Ltd, 2015) Gökmen, Fatma Özge; Rzayev, Zakir M. O.; Salimi, Kouroush; Bunyatova, Ulviya; Acar, Selim; Salamov, Bahtiyar; Türk, MustafaThis work presents a new approach to fabricating novel polymer nanofiber composites (NFCs) from water solution blends of PVA (hydrolyzed 89%)/ODA-MMT and Na-CMC/ODA-MMT nanocomposites as well as their folic acid (FA) incorporated modifications (NC-3-FA and NC-4-FA) through green electrospinning nanotechnology. The chemical and physical structures and surface morphology of the nanofiber composites were confirmed. Significant improvements in nanofiber morphology and size distribution of the NFC-3-FA and NFC-4-FA nanofibers with lower average means 110 and 113 nm compared with those of NFC-1/NFC-2 nanofibers (270 and 323 nm) were observed. The structural elements of polymer NFCs, particularly loaded partner NC-2, plays an important role in chemical and physical interfacial interactions, phase separation processing and enables the formation of nanofibers with unique morphology and excellent conductivity (NFC-3-FA 3.25 x 10(-9) S/cm and NFC-4-FA 8.33 x 10(-4) S/cm). This is attributed to the higher surface contact areas and multifunctional self-assembled supramacromolecular nanostructures of amorphous colloidal electrolytes. The anticancer activity of FA-containing nanofibers against osteocarcinoma cells were evaluated by cytotoxicity, apoptotic and necrotic analysis methods. (C) 2015 Elsevier Ltd. All rights reserved.
