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Your search keyword '"Serkan Alpugan"' showing total 12 results
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12 results on '"Serkan Alpugan"'

1. Photoproperties, PVP formulation and 19F NMR of a Zn phthalocyanine with 24 magnetically pseudo-equivalent fluorine atoms

Author

Fabienne Dumoulin, Eda Gazel Pehlivan, Uygar H. Tazebay, Sümeyra Bayır, Derya Davarcı, Tuğba Küçük, and Serkan Alpugan

Subjects
Zn-phthalocyanine, chemistry.chemical_compound, chemistry, 010405 organic chemistry, Inorganic chemistry, Phthalocyanine, Fluorine, chemistry.chemical_element, General Chemistry, Fluorine-19 NMR, 010402 general chemistry, 01 natural sciences, 0104 chemical sciences
Abstract

In an attempt to investigate its potential as a PDT [Formula: see text]F MRI molecular theranostic, a Zn phthalocyanine with 24 pseudo-equivalent fluorine atoms was designed and prepared. Compared to its H analogues, the fluorinated derivative has a much higher generation of singlet oxygen. [Formula: see text]F NMR signals in CDCl3 showed that all the fluorine atoms are magnetically pseudo-equivalent with only two close fluorine signals. Formulation in PVP (polyvinylpyrrolidone), a FDA-approved additive, enabled water-solubilization of the phthalocyanines but no satisfying [Formula: see text]F NMR signal could be obtained, probably due to self-quenching caused by aggregation.

Published
2019
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3. Zn phthalocyanine conjugation to H2-ul aptamer for HER2-targeted breast cancer photodynamic therapy: Design, optimization and properties

Author

Javed H. Niazi, Serkan Alpugan, Devrim Atilla, Derya Topkaya, Vefa Ahsen, and Fabienne Dumoulin

Subjects
Singlet oxygen, Aptamer, medicine.medical_treatment, Photodynamic therapy, 02 engineering and technology, General Chemistry, Conjugated system, 010402 general chemistry, 021001 nanoscience & nanotechnology, medicine.disease, 01 natural sciences, Combinatorial chemistry, 0104 chemical sciences, chemistry.chemical_compound, Breast cancer, chemistry, medicine, Phthalocyanine, Moiety, Photosensitizer, skin and connective tissue diseases, 0210 nano-technology
Abstract

Tetrasulfonated Zn phthalocyanine was conjugated to a ssDNA aptamer moiety to produce a HER2 targeted photosensitizer. The tetraconjugate obtained was subjected to purification and the monoconjugate was successfully isolated, purified and characterized. This monoconjugate retained the ability to bind to HER2 as well as the potency to generate singlet oxygen.

Published
2017
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4. Porphyrin- or phthalocyanine-bridged silsesquioxane nanoparticles for two-photon photodynamic therapy or photoacoustic imaging

Author

Vefa Ahsen, Dina Aggad, Jean-Luc Coll, Serkan Alpugan, Michel Wong Chi Man, Marcel Garcia, Marie Maynadier, Laurence Raehm, Deniz Kutlu Tarakci, Philippe Maillard, Fabienne Dumoulin, Clarence Charnay, Jean-Olivier Durand, Maxime Henry, Magali Gary-Bobo, Xavier Cattoën, Véronique Josserand, Chiara Mauriello-Jimenez, Institut Charles Gerhardt Montpellier - Institut de Chimie Moléculaire et des Matériaux de Montpellier (ICGM ICMMM), Ecole Nationale Supérieure de Chimie de Montpellier (ENSCM)-Centre National de la Recherche Scientifique (CNRS)-Université de Montpellier (UM)-Université Montpellier 1 (UM1)-Université Montpellier 2 - Sciences et Techniques (UM2)-Institut de Chimie du CNRS (INC), Institut d'oncologie/développement Albert Bonniot de Grenoble (INSERM U823), Université Joseph Fourier - Grenoble 1 (UJF)-CHU Grenoble-EFS-Institut National de la Santé et de la Recherche Médicale (INSERM), Institut des Biomolécules Max Mousseron [Pôle Chimie Balard] (IBMM), Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie du CNRS (INC)-Université de Montpellier (UM)-Ecole Nationale Supérieure de Chimie de Montpellier (ENSCM), Optique et Matériaux (OPTIMA ), Institut Néel (NEEL), Institut polytechnique de Grenoble - Grenoble Institute of Technology (Grenoble INP )-Centre National de la Recherche Scientifique (CNRS)-Université Grenoble Alpes [2016-2019] (UGA [2016-2019])-Institut polytechnique de Grenoble - Grenoble Institute of Technology (Grenoble INP )-Centre National de la Recherche Scientifique (CNRS)-Université Grenoble Alpes [2016-2019] (UGA [2016-2019]), Department of chemistry - Gebze Technical University, Gebze Teknik Üniversitesi [Gebze], Chimie, Modélisation et Imagerie pour la Biologie [Orsay], Institut de Chimie du CNRS (INC)-Université Paris-Sud - Paris 11 (UP11)-Centre National de la Recherche Scientifique (CNRS)-Institut National de la Santé et de la Recherche Médicale (INSERM)-Institut Curie [Paris], and NanoMedSyn

Subjects
Materials science, [CHIM.ORGA]Chemical Sciences/Organic chemistry, medicine.medical_treatment, Nanoparticle, Photodynamic therapy, [CHIM.MATE]Chemical Sciences/Material chemistry, 02 engineering and technology, 010402 general chemistry, 021001 nanoscience & nanotechnology, Photochemistry, 01 natural sciences, Porphyrin, Fluorescence, Silsesquioxane, 0104 chemical sciences, 3. Good health, chemistry.chemical_compound, chemistry, Two-photon excitation microscopy, Excited state, Phthalocyanine, medicine, General Materials Science, 0210 nano-technology, ComputingMilieux_MISCELLANEOUS
Abstract

Porphyrin- or phthalocyanine-bridged silsesquioxane nanoparticles (BSPOR and BSPHT) were prepared. Their endocytosis in MCF-7 cancer cells was shown with two-photon excited fluorescence (TPEF) imaging. With two-photon excited photodynamic therapy (TPE-PDT), BSPOR was more phototoxic than BSPHT, which in contrast displayed a very high signal for photoacoustic imaging in mice.

Published
2017
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5. Dihydroxylated Alkylsulfanyl Phthalonitriles

Author

Deniz Kutlu Tarakci, Ümit İşci, Ufuk Kumru, Serkan Alpugan, Derya Topkaya Taşkıran, Vefa Ahsen, Yunus Zorlu, and Fabienne Dumoulin

Subjects
Phthalonitrile, chemistry.chemical_compound, chemistry, Polymer chemistry, Organic chemistry, General Chemistry, Crystal structure, Condensed Matter Physics, Single crystal, Organometallic chemistry
Abstract

Complete crystallographic characterizations of three phthalonitriles disubstituted by hydroxylated alkynylsulfanyl moieties have been performed with a comparative approach.

Published
2014
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7. Disulfide-Bridge Dimeric Porphyrin And Their Reference Compounds For Glutathione-Based Specific Tumor-Activation

Author

Derya Topkaya, Fabienne Dumoulin, and Serkan Alpugan

Subjects
chemistry.chemical_classification, 010405 organic chemistry, Stereochemistry, Dimer, Disulfide bond, General Chemistry, Glutathione, 010402 general chemistry, 01 natural sciences, Porphyrin, 0104 chemical sciences, chemistry.chemical_compound, Monomer, chemistry, Intramolecular force, Alkyl
Abstract

The tumor micro-environment is rich in glutathione. To exploit this feature for tumor-activatable porphyrin-based photosensitizers, a dimeric disulfide-bridged porphyrin has been designed and prepared, together with two reference derivatives, a non-cleavable dimer and a monomer. The three compounds have been investigated from a photochemical and photophysical point of view. It appears that the disulfide-bridged derivative exhibited intramolecular aggregation, but to an insufficient extent to induce a satisfying self-quenching of its photoproperties. Unlike expected, the non-cleavable dimer behaved like the monomeric derivative, due to the superior flexibility of the alkyl bridge over the disulfide bridge.

Published
2017

8. Phthalocyanine-chalcone conjugates

Author

Fallia Aribi, Jérémie Fournier-dit-Chabert, Sebile Işık Büyükekşi, Khalil Bennis, Derya Topkaya, Ayşe Gül Gürek, Vefa Ahsen, Devrim Atilla, Charlene Vey, Gökçe Canan Taşkın, Mélissa Cucca, Florian Albrieux, Sinem Tuncel Kostakoğlu, Sylvie Ducki, Serkan Alpugan, Fabienne Dumoulin, Department of chemistry - Gebze Technical University, Gebze Teknik Üniversitesi [Gebze], Institut de Chimie de Clermont-Ferrand (ICCF), Université Blaise Pascal - Clermont-Ferrand 2 (UBP)-SIGMA Clermont (SIGMA Clermont)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Centre Commun de Spectrometrie de Masse (CCSM), Institut de Chimie et Biochimie Moléculaires et Supramoléculaires (ICBMS), Université Claude Bernard Lyon 1 (UCBL), Université de Lyon-Université de Lyon-Institut National des Sciences Appliquées de Lyon (INSA Lyon), Université de Lyon-Institut National des Sciences Appliquées (INSA)-Institut National des Sciences Appliquées (INSA)-Institut de Chimie du CNRS (INC)-École Supérieure Chimie Physique Électronique de Lyon-Centre National de la Recherche Scientifique (CNRS)-Université Claude Bernard Lyon 1 (UCBL), Université de Lyon-Institut National des Sciences Appliquées (INSA)-Institut National des Sciences Appliquées (INSA)-Institut de Chimie du CNRS (INC)-École Supérieure Chimie Physique Électronique de Lyon-Centre National de la Recherche Scientifique (CNRS), Université de Lyon-Université de Lyon-École Supérieure de Chimie Physique Électronique de Lyon (CPE)-Institut National des Sciences Appliquées de Lyon (INSA Lyon), Université de Lyon-Institut National des Sciences Appliquées (INSA)-Institut National des Sciences Appliquées (INSA)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Université Claude Bernard Lyon 1 (UCBL), and Université de Lyon-Institut National des Sciences Appliquées (INSA)-Institut National des Sciences Appliquées (INSA)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)

Subjects
Chalcone, 010405 organic chemistry, Chemistry, photosensitizer, medicine.medical_treatment, chalcone, Photodynamic therapy, vascular disruption, General Chemistry, 010402 general chemistry, Grafting, Photochemistry, 01 natural sciences, 0104 chemical sciences, chemistry.chemical_compound, phthalocyanine, photodynamic therapy, medicine, Phthalocyanine, [CHIM]Chemical Sciences, Photosensitizer, Conjugate
Abstract

International audience; A phthalocyanine-chalcone conjugate was previously reported to retain the full photodynamic activity of the phthalocyanine and a slightly lowered antivascular effect of the chalcone. Assuming that it was due to an insufficient release of the chalcone, we described here several grafting modes applied to the preparation of phthalocyanine-chalcone conjugates.

Published
2016
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9. Using aptamers as targeting moieties conjugated to photosensitising phthalocyanines

Author

Javed H. Niazi, Serkan Alpugan, Devrim Atilla, Vefa Ahsen, Derya Topkaya, and Fabienne Dumoulin

Subjects
020210 optoelectronics & photonics, Oncology, Chemistry, Aptamer, 0202 electrical engineering, electronic engineering, information engineering, Biophysics, Pharmacology (medical), 02 engineering and technology, Dermatology, Conjugated system, Combinatorial chemistry
Published
2017
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10. Expeditious selective access to functionalized platforms of A7B-type heteroleptic lanthanide double-decker complexes of phthalocyanine

Author

Florian Albrieux, Ayşe Gül Gürek, Catherine Hirel, Vefa Ahsen, Yann Bretonnière, Serkan Alpugan, Ümit İşci, Fabienne Dumoulin, Department of chemistry - Gebze Technical University, Gebze Teknik Üniversitesi [Gebze], Institut de Chimie et Biochimie Moléculaires et Supramoléculaires (ICBMS), Université Claude Bernard Lyon 1 (UCBL), Université de Lyon-Université de Lyon-École Supérieure de Chimie Physique Électronique de Lyon (CPE)-Institut National des Sciences Appliquées de Lyon (INSA Lyon), Université de Lyon-Institut National des Sciences Appliquées (INSA)-Institut National des Sciences Appliquées (INSA)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Laboratoire de Chimie - UMR5182 (LC), École normale supérieure de Lyon (ENS de Lyon)-Université Claude Bernard Lyon 1 (UCBL), Université de Lyon-Université de Lyon-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Université de Lyon-Université de Lyon-Institut National des Sciences Appliquées de Lyon (INSA Lyon), Université de Lyon-Institut National des Sciences Appliquées (INSA)-Institut National des Sciences Appliquées (INSA)-École Supérieure Chimie Physique Électronique de Lyon-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Centre National de la Recherche Scientifique (CNRS)-Université Claude Bernard Lyon 1 (UCBL), and Université de Lyon-Université de Lyon-École normale supérieure - Lyon (ENS Lyon)-Institut de Chimie du CNRS (INC)

Subjects
Lanthanide, [CHIM.ORGA]Chemical Sciences/Organic chemistry, Metals and Alloys, chemistry.chemical_element, General Chemistry, [CHIM.CATA]Chemical Sciences/Catalysis, [CHIM.MATE]Chemical Sciences/Material chemistry, [CHIM.INOR]Chemical Sciences/Inorganic chemistry, Photochemistry, Catalysis, Surfaces, Coatings and Films, Electronic, Optical and Magnetic Materials, chemistry.chemical_compound, chemistry, Polymer chemistry, Materials Chemistry, Ceramics and Composites, Phthalocyanine, Europium, Double decker
Abstract

International audience; A one-step method to access to functionalized heteroleptic lanthanide double-decker complexes of phthalocyanine of A7B-type is reported. This optimized statistical method led to two hydroxylated model europium complexes, one of which was further converted into its mesylated and azido derivatives.

Published
2014
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11. Dendrimeric-like hexadecahydroxylated zinc phthalocyanine. Synthesis and evaluation of photodynamic efficiency

Author

Guillaume Garcia, Mahmut Durmuş, Florent Poyer, Serkan Alpugan, Philippe Maillard, Fabienne Dumoulin, Vefa Ahsen, Conception, synthèse et vectorisation de biomolécules. (CSVB), Université Paris Descartes - Paris 5 (UPD5)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Institut Curie [Paris], Institut Curie-Centre National de la Recherche Scientifique (CNRS)-Université Paris Descartes - Paris 5 (UPD5), and Marie, Nathalie

Subjects
Biocompatibility, biology, 010405 organic chemistry, Chemistry, Singlet oxygen, [CHIM.ORGA]Chemical Sciences/Organic chemistry, medicine.medical_treatment, Photodynamic therapy, General Chemistry, [CHIM.ORGA] Chemical Sciences/Organic chemistry, 010402 general chemistry, Photochemistry, 01 natural sciences, Fluorescence, 0104 chemical sciences, chemistry.chemical_compound, Phthalocyanine, biology.protein, medicine, Photosensitizer, Bovine serum albumin, Phototoxicity, ComputingMilieux_MISCELLANEOUS
Abstract

The design of a dendrimeric-like diglycerol-tetrasubstituted Zn ( II ) phthalocyanine resulted in a remarkably water-soluble compound due to the presence of 16 hydroxyls. Several parameters relevant to evaluate the photodynamic efficiency of a potentiel photosensitizer such as: aggregation behavior, fluorescence properties, singlet oxygen generation, binding to a carrier protein model (Bovine Serum Albumin) and partition coefficient have been measured. Biocompatibility was demonstrated by dark cytotoxicity in in vitro experiments. The absence of phototoxicity can be explained by an elevated hydrophilicity. All the collected data have confirmed that this new substitution pattern is promising to be used on phthalocyanines aiming at being photodynamic therapy agents.

Published
2013

12. Bisphthalonitrile with a Disulfide-Based Linker and its Dimethylene Analogue: Comparative Structural Insights

Author

Gülçin Ekineker, Emel Önal, Savas Berber, Vefa Ahsen, Fabienne Dumoulin, and Serkan Alpugan

Subjects
bisphthalonitrile, disulfide, comparative characterization, single-crystal, DFT calculations, structure optimization, 010405 organic chemistry, Stereochemistry, General Chemical Engineering, Disulfide bond, 010402 general chemistry, Condensed Matter Physics, 01 natural sciences, Combinatorial chemistry, 0104 chemical sciences, Inorganic Chemistry, Phthalonitrile, chemistry.chemical_compound, Monomer, chemistry, Phthalocyanine, General Materials Science, Linker, Derivative (chemistry)
Abstract

Phthalonitriles are key precursors of phthalocyanines. Self-quenching dimeric phthalocyanines likely to be cleaved into monomeric species are of potential interest for tumour-site activated photosensitisers. Disulfide linkers can be specifically cleaved in tumoral tissue do to their reductive nature. Hence, a disulfide-linked phthalonitrile was designed to serve as further precursor of specifically tumour-activatable phthalocyanine-based photosensitising systems. Bisphthalonitrile with a disulfide-based linker and its dimethylene analogue were comparatively analyzed on a spectroscopic point of view as well as with DFT calculations. A thorough crystallographic analysis of the disulfide-linked derivative was conducted.

Published
2016
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