Relevant bibliographies by topics / Naphthalimide

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  1. Journal articles
  2. Dissertations / Theses
  3. Book chapters
  4. Conference papers

Academic literature on the topic 'Naphthalimide'

Author: Grafiati
Published: 4 June 2021
Last updated: 22 June 2024

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Journal articles on the topic "Naphthalimide"

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Fedko, Nadiia F., Valeriy F. Anikin, and Vira V. Veduta. "The synthesis of N-substituted 4-fluoro-1,8-naphthalimides." Journal of Organic and Pharmaceutical Chemistry 20, no. 3 (November 21, 2022): 25–30. http://dx.doi.org/10.24959/ophcj.22.263203.

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Aim. To synthesize 4-fluoro-1,8-naphthalic acid imide and its derivatives substituted in the imide ring.Results and discussion. 4-Fluoro-1,8-naphthalimide was obtained using acenaphthene as the starting material. N-alkyl-4-fluoro-1,8-naphthalimides were synthesized via the phase transfer catalytic alkylation of 4-fluoro-1,8-naphthalimide with haloalkanes. Imidation of 4-fluoro-1,8-naphthalic anhydride with aminoacids resulted in the formation of N-carboxyalkyl-1,8-naphthalimides. These substances can be considered as potential fluorescent labels capable of binding to amino groups of various biological molecules as they contain carboxylic functionality in their structure.Experimental part. The structure of the compounds synthesized was confirmed by FT-IR, 1H NMR and 13C NMR spectroscopy, and mass-spectrometry.Conclusions. It has been shown that 4-fluoro-1,8-naphthalinedicarboxylic acid imide can be obtained following the synthetic route “acenaphthene – 5-fluoroacenaphthene – 4-fluoro-1,8-naphthalic anhydride – 4-fluoro-1,8-naphthalimide”. 4-Fluoro-1,8-naphthalimide can be alkylated by butyl iodide and octyl bromide using tetraalkylammonium salts as a phase transfer catalyst resulted in N-butyl-4-fluoro-1,8-naphthalimide and N-octyl-4-fluoro-1,8-naphthalimide. As a result, N-carboxyalkyl-4-fluoro-1,8-naphthalimides have been obtained for the first time by aminolysis of 4-fluoro-1,8-naphthalic anhydride with glycine, β-alanine and 6-aminocaproic acid.
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Yang, Jian Xin, and Xiang Hui Wang. "The Synthesis and Electroluminescence Properties of 4-Benzofuranyl-1,8-Naphthalimide Derivatives." Advanced Materials Research 557-559 (July 2012): 1031–36. http://dx.doi.org/10.4028/www.scientific.net/amr.557-559.1031.

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A series of fluorescence compounds, 4-benzofuranyl-1,8-naphthalimides, were prepared through cycloaddition reaction from 4-ethynyl-1,8-naphthalimides and o-iodophenols which catalyzed by a Pd(PPh3)2Cl2 / CuI system under mild conditions. The intermediate material, 4-ethynyl-1,8- naphthalimide, was synthesized from 4-bromo-1,8- naphthalimide and trimethylsilyl- acetylene. The absorption and fluorescence spectra of 4-benzofuranyl-1,8- naphthalimides were studied and the quantum yields were measured. The maximum UV/vis absorption spectra were in the range of 375-400 nm and the maximum emission spectra were in the range of 470-510 nm. The electro- luminescent properties were also mensurated through a doped electroluminescent device which contains 1% 1,8-naphthalimides and 99% CBP (4,4'-N,N'-dicarbazole-biphenyl), It’s shown the maximum brightness reached 3700 cd/ m2 at 22.5V.
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Calatrava-Pérez, Elena, Jason M. Delente, Sankarasekaran Shanmugaraju, Chris S. Hawes, Clive D. Williams, Thorfinnur Gunnlaugsson, and Eoin M. Scanlan. "Correction: Glycosylated naphthalimides and naphthalimide Tröger's bases as fluorescent aggregation probes for Con A." Organic & Biomolecular Chemistry 17, no. 8 (2019): 2287. http://dx.doi.org/10.1039/c9ob90017a.

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Correction for ‘Glycosylated naphthalimides and naphthalimide Tröger's bases as fluorescent aggregation probes for Con A’ by Elena Calatrava-Pérez et al., Org. Biomol. Chem., 2019, DOI: 10.1039/c8ob02980f.
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Santonocito, Rossella, Ivana Maria Caruso, and Giuseppe Trusso Sfrazzetto. "N-isobutyl-1,8-bis(isobutylamino)-naphthalimide." Molbank 2023, no. 1 (January 27, 2023): M1568. http://dx.doi.org/10.3390/m1568.

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Naphthalimides make up a class of organic molecules characterised by excellent spectroscopic properties due to their extended conjugate system. Furthermore, various asymmetric or symmetric compounds can be obtained from naphthalimides by the different functionalization that can be performed on the nitrogen and/or on the aromatic rings. The introduction of a wide range of substituents in different positions allows chemical and spectroscopic properties to be regulated. In this contribution, we report the synthesis and characterization of a new 4,5-amino-1,8-naphthalimide bearing three isobutyl substituents.
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Kantarod, Kritchasorn, Phiphob Naweephattana, Vichai Reutrakul, Manat Pohmakotr, Darunee Soorukram, Chutima Kuhakarn, Panida Surawatanawong, and Pawaret Leowanawat. "Synthesis of peri-Diarylated Naphthalimides via Double Decarboxylative Cross-Coupling Reaction." Synthesis 51, no. 15 (April 3, 2019): 2915–22. http://dx.doi.org/10.1055/s-0037-1611762.

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A facile method for the synthesis of peri-diarylated naphthalimides was developed by using a palladium-catalyzed double decarboxylative cross-coupling reaction. The present work offers a convenient approach for tuning the optical properties of naphthalimide derivatives.
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Qi, Qi, Fan Qi, Yu Qiao Wang, Zheng Jian Qi, and Yue Ming Sun. "Spectroscopic Properties Calculation of some 1, 8-Naphthalimide Derivatives." Advanced Materials Research 760-762 (September 2013): 724–27. http://dx.doi.org/10.4028/www.scientific.net/amr.760-762.724.

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The absorption and emission spectra of 1,8-naphthalimide derivatives have been calculated by time-dependent density functional theory. Their lowest singlet transition states can be described as the promotion of electrons from the HOMO to the LUMO. Substituents on naphthalimic ring seldom extend the conjugation of the central naphthalimic system.
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Khan, Ayad Kareem, Suaad Mohammed Hussain, Mohammed Rifat Ahmad, Fitua Manwar Aziz, and Shimaa Mutasim Abdulah***. "Synthesis, Characterization and Antimicrobial Screening of Some Bioactive 1,8-Naphthalimide Derivatives." Al Mustansiriyah Journal of Pharmaceutical Sciences 14, no. 2 (December 1, 2014): 33–47. http://dx.doi.org/10.32947/ajps.v14i2.145.

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This research include developing new heterocyclic derivatives of 1,8-naphthalimides bearing oxazoline, thiazoline, oxadiazole, thiadiazole and aminotriazole moieties as the following steps: N-ester-1,8-naphthalimide (1) was obtained by direct imidation of 1,8- naphthalic anhydride with ethylglycinate in dimethylsulfoxide. Compound (1) was treated with hydrazine hydrate in absolute ethanol to give N-acetohydrazide-1,8-naphthalimide (2).N-Acetophenylsemicarbazide-1,8-naphthalimide (3) and N-Aceto phenylthiosemicarbazide- 1,8-naphthalimide (7) were synthesized via reaction of compound (2) with phenylisocyanate and phenylisothiocyanate in absolute ethanol respectively.Cyclization of compounds (3) and (7) with p-substituted phenacyl bromide gives the oxazoline derivatives (4-6) and thiazoline derivatives (9-11) respectively. N-Methyl-[(5- (phenyl amino)-1,3,4-thiadiazol-2-yl)]-1,8-naphthalimide (8) prepared via treatment of compound (7) with phosphoric acid. Reaction of the prepared hydrazide (2) with carbon disulfide in the presence of potassium hydroxide producing N-Methyl-[potassium dithiocarbazate]-1,8-naphthalimide (12). Acidifying of the obtained salt (12) with 4N hydrochloric acid give N-Methyl-[1,3,4-oxadiazol-2-yl-5-thiol]-1,8-naphthalimide (13). The obtained salt (12) also treated with hydrazine hydrate to afford the desirable N-Methyl-[1,2,4- triazol-3-yl-4-amino-5-thiol]-1,8-naphthalimide (14).All the prepared compounds in this research were characterized by recording their melting points, FTIR, 1HNMR, 13CNMR spectra, checked by TLC, physical properties and some specific chemical tests also. Some of the new prepared compounds were evaluated for the antimicrobial screening in vitro against two types of Gram positive bacteria including (Staphylococcus aureus, Bacillus subtilis) and two types of Gram negative bacteria including (Escherichia coli, Pseudomonas aeuroginosa).More, antifungal activities of some prepared compounds performed against the yeastlike pathogenic fungus (Candida albicans). The antimicrobial screening carried out in three concentrations of prepared compounds. Sulfamethoxazole/Clotrimazole was used as standard drugs. The results showed that most of the tested compounds have good biological activity against the mentioned organisms compared with standard drugs above
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Tomczyk, Mateusz D., Anna Byczek-Wyrostek, Klaudia Strama, Martyna Wawszków, Przemysław Kasprzycki, and Krzysztof Z. Walczak. "Anticancer Activity and Topoisomerase II Inhibition of Naphthalimides with ω-Hydroxylalkylamine Side-Chains of Different Lengths." Medicinal Chemistry 15, no. 5 (July 2, 2019): 550–60. http://dx.doi.org/10.2174/1573406414666180912105851.

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Background: The substituted 1,8-Naphthalimides (1H-benzo[de]isoquinoline-1,3(2H)- diones) are known as DNA intercalators stabilizing DNA-Topoisomerase II complexes. This interaction disrupts the cleavage-relegation equilibrium of Topo II, resulting in formation of broken strands of DNA. Objective: To investigate the influence of type of substituents and substitution positions in 1,8- naphthalimde skeleton on the inhibition of Topoisomerase II activity. Methods: The starting 1,8-naphthalimide were prepared from acenaphthene by introduction of appropriate substituents followed by condensation with ω-hydroxylakylamines of different chain length. The substituents were introduced to 1,8-naphthalimide molecule by nucleophilic substitution of leaving groups like nitro or bromo present in 4 or 4,5- positions using the ω- hydroxylalkylamines. The bioactivity of obtained compounds was examined in model cell lines. Results: Antiproliferative activity of selected compounds against HCT 116 human colon cancer cells, human non-small cell lung cells A549 and non-tumorigenic BEAS-2B human bronchial epithelium cells was examined. Several of investigated compounds exhibit a significant activity (IC50 µM to 7 µM) against model cancer cell lines. It was demonstrated that upon treatment with concentration of 200 µM, all derivatives display Topo II inhibitory activity, which may be compared with activity of Amonafide. Conclusion: The replacement of the nitro groups in the chromophore slightly reduces its anticancer activities, whereas the presence of both nitro group and ω-hydroxylalkylamine chain resulted in seriously increased anticancer activity. Obtained compounds showed Topo II inhibitory activity, moreover, influence of the substitution pattern on the ability to inhibit Topo II activity and cancer cells proliferation was observed.
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Gawron, Katarzyna, Dorota G. Piotrowska, Graciela Andrei, Dominique Schols, Robert Snoeck, and Iwona E. Głowacka. "Synthesis, Antiviral and Cytostatic Activity of New Series of Naphthalimide Derivatives." Acta Poloniae Pharmaceutica - Drug Research 80, no. 5 (November 21, 2023): 775–93. http://dx.doi.org/10.32383/appdr/171434.

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A new series of N-(diethylphosphonoalkyl)-1,8-naphthalimides were synthesized via direct reaction of 1,8-naphthalic anhydride or its 3-nitro- and 4-bromo- derivatives with selected ɷ-aminoalkylphosphonates and evaluated against a broad-spectrum of viruses as well as for their cytostatic properties toward selected cell lines. N-(diethylphosphonomethyl)-3-nitro-1,8-naphthalimide 15a exhibited inhibitory activity toward coxsackie virus B4 in Vero cells (EC50 = 9.45 μM), whereas 3-nitro-1,8-naphthalimides 15b and 15d containing short 2-carbon linker showed moderate activity against herpes simplex virus-2 (G) and herpes simplex virus-1 TK– KOS ACVr. Furthermore, compounds 15a, 15b and 15d showed antiviral potency against human coronavirus. Several naphthalimides exhibited cytostatic activity toward tested cancerous cell lines as well as normal retina cells. Transformation of selected diethyl phosphonates 13, 14 and 15 into ammonium phosphonates 21, 22 and 23 improved the solubility, however, did not result in the enhancement of antiviral and cytostatic potency of the compounds.
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Jia, Xiaotong, Yu Yang, Yufang Xu, and Xuhong Qian. "Naphthalimides for labeling and sensing applications." Pure and Applied Chemistry 86, no. 7 (July 22, 2014): 1237–46. http://dx.doi.org/10.1515/pac-2013-1025.

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AbstractNaphthalimide has now become a class of most popular fluorophores for probe design, along with coumarin, fluorescein, rhodamine, BODIPY and cyanine. This account aims at the first-year graduate students as the primary audience and showcases the versatile design principles applicable to the naphthalimide fluorophore when designing a probe or label, with focused examples from the Qian research laboratory. We also provide a general synthetic scheme to naphthalimides of various substitution patterns.
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Dissertations / Theses on the topic "Naphthalimide"

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Leslie, Kathryn. "Naphthalimide-based fluorescent sensing." Thesis, The University of Sydney, 2018. http://hdl.handle.net/2123/19790.

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Fluorescent sensors are indispensable tools for studying the chemical environment of cells and furthering our understanding of the processes behind health and disease. The design of fluorescent sensors which can sensitively and selectively respond to specific analytes is of vital importance to biological research. A thorough understanding of the photophysical properties of fluorescent materials is essential for their successful development into fluorescent sensors. 4-Amino-1,8-naphthalimides are a commonly-used class of fluorophore, with many advantageous properties for sensing. However, their mechanism of fluorescence is not well understood, and this means in turn that their incorporation into fluorescent sensors is not very varied. The first part of this work describes the synthesis, photophysical characterisation and biological behaviour of a set of di-substituted 1,8-Naphthalimide dyes. The effect of different electron-withdrawing and -donating substituents and their position of substitution on the naphthalimide core is assessed, giving rise to some structure-property relationships and an understanding of how the internal charge transfer mechanism of fluorescence could be manipulated for this dye. The understanding gained in the first part of this project led to the design of sensors for hypoxia and nitric oxide using the naphthalimide scaffold. This was achieved by incorporation of sensing groups that manipulate the internal charge transfer fluorescence mechanism through their changing electronic nature in response to an analyte. A range of sensors for hypoxia incorporating nitro and nicotinamide sensing groups were synthesised and assessed for their suitability as intracellular hypoxia sensors. Work towards a naphthalimide-based nitric oxide sensor with improved emission properties and higher water solubility is also presented, as well as the development of an assay for nitric oxide in tear samples.
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Dana, Bogden Hariton, and n/a. "Pyridylacetylenes and their cobalt clusters; novel naphthalimide monomers and polymers." University of Otago. Chemistry Department, 2005. http://adt.otago.ac.nz./public/adt-NZDU20060707.142806.

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A series of 2,6- and 3,5-ethynylpyridyl compounds and their cobalt clusters have been prepared and analysed in Chapter 2, in order to study through-space and through-bond interactions between the ethynyl arms. Bidentate N- donor ligands, such as bipyridine and o-phenanthroline with alkyne functionality have been used extensively as building blocks for a wide range of molecular materials, but monodentate ethynylpyridyls have received less attention. The results showed that while there is no orbital restriction on a RC[triple bond]C-n-[pi]�cc-C[triple bond]CR through-bond interaction in 2,6-ethynylpyridyls, no significant interaction exists. Nevertheless, there are intramolecular interactions as manifested in the distortions which occur in the solid state structure of the compounds and the lability of the diphenylphosphine methane (dppm) moieties in the oxidised Co₂(CO)₄dppm species. Polymerisation by Sonogashira coupling between dibromo pyridines or diiodo ferrocene and ethynyl pyridines resulted in only oligomeric fractions that could be separated. The thesis also reports the synthesis and characterization of some novel naphthalimide monomers with acrylic and allyl headgroups. The naphthalimide moiety is substituted in the 4-position with various functionalities. This is presented in detail in Chapter 3 of the thesis. The monomers� structure is the following: [illustration omitted] wherein: A may be a polymerizable group (methacrylate or allyl), which includes a spacer entity (aliphatic or aromatic); B is selected from an ethenyl or ethynyl linked organometallic group, a halogen and/or an amine (i.e. bromo, ethynylferrocene, ethenylferrocene, trimethylsilylethynyl, nitro, piperidine and ethenylpiperidine). The acrylic monomers were synthesized by coupling 4-bromo-1,8-naphthalic anhydride with an amino alcohol to give an imide, which then was coupled with methacryloyl chloride to provide the methacrylate. Functionalization in the 4-position of the naphthalimide moieties was achieved by Sonogashira and Heck coupling reactions with for example ethynylferrocene, trimethylsilyl acetylene, vinylferrocene. For the allyl monomers synthesis, a reaction between allyl amine and 4-Bromo-naphthalic anhydride provided 4-bromo-naphthalimido allyl, which was then functionalized by further Sonogashira and Heck coupling reactions. The monomers were polymerised and copolymerised with other widely used comonomers, such as methyl methacrylate, methyl acrylate, styrene, vinyl carbazole and acrylonitrile. The polymerisation processes and the full analyses of the (co)polymers are described in Chapter 4. Free radical polymerisation, FRP, initiated by azo bisisobutyronitrile, AIBN at elevated temperature was the main technique employed for making the (co)polymers. Atom Transfer Radical Polymerisation, ATRP was conducted for some monomers although the results were inconclusive (the yields were low, under 50%, but the molecular weight distributions were quite narrow, PDI�s <1.7). Heck coupling polymerisation was performed for the bromo- substituted methacrylic and allyl monomers and supplied colorful, well-defined polymeric materials, with low polymerisation degrees. All polymers were analyzed by HPLC, NMR, UV-VIS, IR, electrochemistry and fluorescence. The (co)polymers made by FRP had various molecular masses (Mn = 3000- 90.000), whereas the polydispersities were PDI = 1.4- 4.6. Most of the (co)polymers were fluorescent and had good thermal and electrochemical properties. Potential applications of the polymers have been suggested and relevant literature background in the field is provided in both Chapters 1 and 4. The monomers/ polymers are stable compounds (no special storage conditions required) and can act as good candidates for potential applications in light emitting devices, as resins/ binders for coating materials, in the dyes and pigment industry and also for manufacturing of conducting polymers and/or composite materials.
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Jin, Terry David. "Fluorogenic 1,8-naphthalimide derivatives for the detection of pathogenic bacteria." Thesis, The University of Sydney, 2015. http://hdl.handle.net/2123/14156.

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Novel fluorogenic enzyme substrates were synthesized by the coupling of 6-hydrazinobenz[de]isoquinoline-1,3-diones with β-alanine for the detection of β-alanyl aminopeptidase-producing Pseudomonas aeruginosa. A secondary reaction was also utilized involving the condensation of the 6-hydrazinobenz[de]isoquinoline-1,3-diones with a range of aryl aldehydes to give the corresponding hydrazones as a means for obtaining more favourable fluorescence properties. The photophysical properties of the synthesized hydrazines and their hydrazide and hydrazone derivatives, were examined and they were also incorporated into Columbia agar in order to determine their potential for the detection of pathogenic bacteria. The synthesized hydrazides and coupled derivatives displayed good fluorescence properties, with an average Stokes’ shift of 67 nm. Incorporation of a secondary reaction with aldehydes enhanced the fluorescence properties, with the exception of hydrazones containing the 4-dimethylamino substituent. Hydrazones prepared from benzaldehyde and 4-chlorobenzaldehyde displayed greatly increased fluorescence intensity, with no bathochromic shift, while the hydrazones from cinnamaldehyde and p-anisealdehyde displayed a favourable bathochromic shift along with a slight increase in fluorescence intensity. Incorporation of the synthesized compounds into Columbia agar, however, did not have the expected effects, as the majority of observed fluorescence was seen to be due to the substrate, and not the fluorophore. A high degree of localization of fluorescence within bacterial cells was, however, observed, although longer chain N-substituents appeared to have bactericidal effects on the microorganisms tested.
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Graziotto, Marcus Edward. "Chemical tools for understanding the biological activity of platinum anticancer agents." Thesis, University of Sydney, 2021. https://hdl.handle.net/2123/24492.

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Platinum-based chemotherapeutics are widely used for chemotherapy, but their continued use is restricted by patient side effects and resistance. To maximise efficacy and minimise side effects, there is a need to personalise the treatment to the patient and their cancer, which requires a better understanding of the biological interactions of platinum complexes. This thesis has investigated these interactions through new strategies and techniques. Novel monofunctional platinum complexes were investigated in order to distinguish how these complexes differ from clinical agents. Two members of the series had a dramatic divergence in cytotoxicity which was ascribed to their cellular accumulation. Their protein binding profiles were characterised by SEC-ICP-MS for the first time, indicating that the monofunctional complexes react with unique intracellular protein targets. Fluorogenic probes were recognised as tools that would help to unravel further information on biological platinum interactions. With no fluorogenic naphthalimide tetrazines reported to date, a novel series of compounds were synthesised. These compounds exhibited a strong fluorogenic response in vitro and in vivo. Their versatility was demonstrated by labelling of insulin fibrils for high-resolution imaging. Based on this scaffold, probes that monitor organelle health were developed. The first probe reported on the distribution of lysosomes within cells. The second probe had a fluorescent response that was sensitive to the mitochondrial membrane potential, which is an indicator of cellular health. Both probes were used in preliminary studies with platinum complexes, revealing that the mitochondria are disrupted and that the lysosomes do not change after 1 h of treatment. The tools developed in this work have revealed insights about how platinum complexes interact with cells. It highlights the importance of studying these interactions and their translation to the clinic to improve patient outcomes.
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Jahandar, Kojouri Kimia. "Single Molecule Magnet and Luminescence Properties of Lanthanide and Transition Metal Complexes Using Tetrazine and Naphthalimide Based Ligands." Thesis, Université d'Ottawa / University of Ottawa, 2018. http://hdl.handle.net/10393/38384.

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This thesis examined two distinct characteristics of lanthanide and transition metal complexes: Magnetism and Luminescence. In chapter two, synthesis, characterization, magnetic and luminescence investigations of mononuclear lanthanide complexes using Schiff-base tetrazine based ligand were performed. Six novel lanthanide complexes, [LaIIICl3(Htzpy)2], [TbIIICl2(Htzpy)2(MeOH)]Cl, [HoIIICl2(Htzpy)2(MeOH)]Cl, [DyIIICl2(Htzpy)2(MeOH)]Cl, [ErIIICl2(Htzpy)2(MeOH)]Cl and [YbIIICl2(Htzpy)2]Cl have been synthesized successfully and the studies were performed with the application of single crystal X-ray diffractometry, SQUID magnetometry, UV-Vis-NIR spectrometry and custom-built hyperspectral microscope (for luminescence spectroscopy). Chapter three is mainly about the luminescence properties of CoII and CuII complexes using a naphthalimide based ligand. Two complexes, [CoIICl2(Pynap)2] and [CuIIBr2(Pynap)2] were synthesized successfully and characterized using single crystal X-ray diffractometry, UV-Vis spectrometry and hyperspectral microscope (for luminescence spectroscopy). In order to have information about the electrochemical properties of CoII and CuII complexes, their redox activity was monitored by cyclic voltammetry (CV) and compared with the parent ligand. In addition, a rational design to synthesize a new ligand (dipicnap) which consists of both naphthalimide and dipicolinic acid moieties is presented.
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Wagner, Ricarda [Verfasser], Börje [Akademischer Betreuer] Sellergren, and Bernhard [Gutachter] Lippert. "Imprinted fluorogenic receptors composed of a polymerisable naphthalimide-based oxyanion probe / Ricarda Wagner. Betreuer: Börje Sellergren. Gutachter: Bernhard Lippert." Dortmund : Universitätsbibliothek Dortmund, 2013. http://d-nb.info/1103588001/34.

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Loving, Galen. "New tools derived from the solvatochromic 4-N,N-dimethylamino-1,8-naphthalimide fluorophore for the detection of biomolecular interactions." Thesis, Massachusetts Institute of Technology, 2009. http://hdl.handle.net/1721.1/55092.

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Thesis (Ph. D.)--Massachusetts Institute of Technology, Dept. of Chemistry, 2009.
Cataloged from PDF version of thesis. Vita.
Includes bibliographical references.
The concept that complex cellular behavior is driven by an intricate network of biomolecular interactions, which emerged through billions of years of evolution, is one of the great wonders of nature. Living cells must constantly assimilate vital information from the surrounding environment and respond appropriately. Such responses include growth, proliferation, migration, and even death. Much of this activity is tightly regulated through elaborately integrated signal transduction pathways - sometimes involving hundreds of cellular components. In order to further our understanding of the basic molecular machinery responsible for coordinating life processes at the cellular level, new tools are required. Fluorescence methods have formed a cornerstone of modern cell biology and have allowed researchers to interrogate the dynamics of many biomolecular events in real-time. However, the criteria for a good fluorescent probe are often numerous and demanding, particularly when considering applications in complex chemical environments like that of a living cell. Tradeoffs often exist between variables such as good extinction coefficients, suitable wavelengths of excitation and emission, thermal and photochemical stability, size, and others. Here in, we report a new series of fluorescent tools based on the solvatochromic 4-N,Ndimethylamino- 1,8-naphthalimide (4-DMN) fluorophore for the study of biomolecular interactions. This fluorophore is distinctive in that it yields very few compromises by combining many of the key elements required of a good fluorescent tool.
(cont.) It can be excited in the visible spectrum (400-450 nm), thus minimizing the damaging effects of high-energy UV light; derivatives of the dye can be prepared in few synthetic steps for facile incorporation into peptides and proteins; it is highly stable to a wide range of chemical conditions; and it possesses extremely sensitive switch-like fluorescent properties capable of responding to subtle changes in the local solvent environment. This thesis chronicles the design and validation of a new fluorescent amino acid of the 4-DMN dye as well as. a series of thiol-modifying agents for application in protein and peptide studies. The power of these new tools is demonstrated using the calcium binding protein calmodulin as a model system. Ongoing work to develop a sensitive sensor of Cdc42 activity is also described.
by Galen Loving.
Ph.D.
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Al, Souki Eyad. "Investigation of new TADF material derivatives of 1,3,5-triazine and 1,8-naphthalimide molecules and study of the fluorine impact." Electronic Thesis or Diss., Université de Lille (2022-....), 2023. http://www.theses.fr/2023ULILR055.

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Les propriétés de fluorescence à retardement activée thermiquement (TADF), qui permettent de capter la lumière à partir des excitons singulet et triplet sans recourir à des métaux lourds nobles, suscitent un vif intérêt dans un large éventail d'applications, notamment les diodes électroluminescentes organiques (OLED). Dans le cadre de cette étude, une nouvelle série de molécules TADF a été synthétisée, présentant la 2,4,6-tris(4-fluorophényl)-1,3,5-triazine en tant qu'unité acceptrice combinée à de multiples unités donneuses (mono-, di-, ou tri-substitutions). Le processus de synthèse visait à être simple et économique, mais il s'est avéré insuffisant pour l'accès à des quantités suffisantes de composés, des quantités importantes étant nécessaires aux processus de sublimation et de fabrication de dispositifs OLED. En guise de solution, une méthode de synthèse alternative a été mise en œuvre, impliquant des réactions de couplage oxydant catalysées par le cuivre. De plus, une autre série de composés fluorés possédant le motif 1,8-naphtalimide en tant qu'unité acceptrice a été synthétisée à l'aide de réactions de couplage croisé catalysées par le palladium. Une analyse thermique complète de ces deux séries de composés a démontré l'influence favorable de l'incorporation de fluor, notamment lorsque le nombre d'atomes de fluor est le plus élevé
Thermally activated delayed fluorescence (TADF) properties, which enable the harvesting of light from both singlet and triplet excitons without the use of any noble heavy metals, are of interest for a wide range of applications, including organic light-emitting diodes. In this study, a novel series of TADF molecules featuring 2,4,6-tris(4-fluorophenyl)-1,3,5-triazine as an acceptor unit decorated with multiple donor units in mono-, di-, or tri-substituted configurations was synthesized using a simple nucleophilic aromatic substitution reaction. Scaling up the synthesis of these molecules was essential for the sublimation experiments and device fabrication processes. Since this synthetic pathway was not suitable for the synthesis of larger amounts of molecules, an alternative synthesis method was used by performing copper-catalyzed oxidative coupling reactions. Furthermore, another new fluorinated series based on 1,8-naphthalimide as an acceptor unit and several donor units were synthesized through palladium-catalyzed cross-coupling reactions. The thermal characteristics of these two series of compounds were studied, which showed the positive impact of fluorine incorporation, specifically for the highest fluorine contents
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Angelo, Ulisses Fiorin. "Imidas naftálicas e piromelíticas dissubstituídas como ligantes para complexos de metais de transição \'\'d\'\' com potencial aplicação em redes de coordenação metal-orgânicas." Universidade de São Paulo, 2017. http://www.teses.usp.br/teses/disponiveis/59/59138/tde-10062017-153532/.

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As imidas naftálicas (INs) compõe uma classe de moléculas orgânicas aromáticas derivadas, geralmente, de um anidrido naftálico e uma amina primária. São de grande interesse na área de materiais devido a uma série de propriedades físicas e químicas, mas principalmente devido à suas propriedades fotofísicas. Derivados de INs são compostos fluorescentes com propriedades fotofísicas interessantes como fotoestabilidade, emissão de fluorescência variável (dependendo dos ligantes, pH, temperatura e solvente), solvatocromismo e halocomismo. O estudo de compostos de coordenação formados por imidas naftálicas e metais de transição abre um leque interessante no que tange a pesquisa e desenvolvimento de novos materiais. Esta tese descreve a síntese da imida 4-amino-N-piridina-1,8-naftalimida (NF2), da diimida N,N\'-Bis-(4-piridil)piromelítica (DI1), a determinação dos valores de pKa (2,75 e 3,49), absortividade molar (3537 L.mol-1.cm-1), efeito solvatocrômico (positivo) e rendimento quântico (0,27) de NF2; absortividade molar (18246 L.mol-1.cm-1) e solvatocromismo negativo para DI1. Foram sintetizados compostos de coordenação entre o ligante DI1 e os íons Fe3+; Ru3+ e Co2+, porém a formação de complexos com o ligante NF2 não foi observada por meio das técnicas aplicadas
Naphthalic imides (INs) comprise a class of aromatic organic molecules generally derived from a naphthalic anhydride and primary amine. They are of great interest in the field of materials chemistry due to a number of physical and chemical properties, but mainly to their photophysical properties. Derivatives of INs are fluorescent compounds with several interesting photophysical properties such as photostability, variable fluorescence emission (depending on ligands, pH, temperature and solvent), solvatochromism and halochromism. The study of coordination compounds formed between naphthalic imides and transition metals opens up an interesting range of research and development of new materials. This thesis describes the synthesis of 4-amine-N-pyridine-1,8-naphthalimide (NF2) and N, N\'-Bis- (4-pyridyl) pyromellitic diimide (DI1) , measurement of pKa values (2.75 and 3.49), molar absorptivity (3537 L:mol1:cm1), solvatochromic e_ect (positive) and quantum yield (0.27) of NF2; Molar absorptivity (18246 L.mol-1.cm-1) and solvatochromic efect (negative) for DI1. Coordination compounds with DI1 and Fe3+; Ru3+ and Co2+ ions were synthesized; but complexes with NF2 was not observed by the applied techniques
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CORREIA, RIBEIRO Gustavo. "PHOTOINDUCED ENERGY AND ELECTRON TRANSFER PROCESSES AT LIQUID-LIQUID INTERFACES." Doctoral thesis, Università degli Studi di Trieste, 2021. http://hdl.handle.net/11368/2988356.

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This project focus on a electron transfer reaction and its integration in a liquid-liquid interface. To do so we studied the synthesis of different dyes such as the Perylene, Perixanthene xanthene and the Naphthalimides. We then aplied these dyes in an interface between two liquids, either the complex emulsion of hexane/fluorohexane/water or a water/micellar interface. We finished with a study of a electron transfer model reaction in the interface using the dyes as photocatalysts.
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Book chapters on the topic "Naphthalimide"

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Lee, Mengshan, Ya-Chi Jang, Walter Den, and Paiyu Kuo. "Synthesis of Fluorogenic Chemosensors for Hg2+Detection Using Naphthalimide Derivatives." In ACS Symposium Series, 49–69. Washington, DC: American Chemical Society, 2014. http://dx.doi.org/10.1021/bk-2014-1184.ch003.

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Russell, Cecilia C., Kate L. Prichard, Nicholas S. O’Brien, Adam McCluskey, Phillip J. Robinson, and Jennifer R. Baker. "Synthesis of Phthaladyn-29 and Naphthalimide-10, GTP Site Directed Dynamin GTPase Inhibitors." In Methods in Molecular Biology, 239–58. New York, NY: Springer US, 2022. http://dx.doi.org/10.1007/978-1-0716-1916-2_18.

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Romerdahl, Cynthia A., and Miguel F. Braña. "Bis-Naphthalimides." In Cancer Therapeutics, 215–26. Totowa, NJ: Humana Press, 1997. http://dx.doi.org/10.1007/978-1-59259-717-8_10.

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Allen, C. F. H. "Naphthalimides: Addendum." In Chemistry of Heterocyclic Compounds: A Series Of Monographs, 567–69. Hoboken, NJ, USA: John Wiley & Sons, Inc., 2008. http://dx.doi.org/10.1002/9780470186619.ch11.

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"naphthalimide, n." In Oxford English Dictionary. 3rd ed. Oxford University Press, 2023. http://dx.doi.org/10.1093/oed/7178203630.

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Leite, Andreia, Carla Queirós, and Ana M.G. Silva. "Advances in Pyridyl-Based Fluorophores for Sensing Applications." In Chemistry with Pyridine Derivatives [Working Title]. IntechOpen, 2022. http://dx.doi.org/10.5772/intechopen.107912.

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Fluorescence sensing plays an important role in high sensitivity, selectivity, and real-time monitoring of biological and environmentally relevant species. Several classes of fluorescent dyes (fluorophores) including rhodamine, BODIPY, 1,8-naphthalimide, and coumarin-among others−when conveniently functionalized with reactive pyridyl receptors, have emerged as effective sensors to detect and quantify chemical species with high accuracy through fluorescent imaging and spectroscopy. Among the sensing targets, monitoring of harmful chemical species, e.g., metal ions (zinc, copper, iron, mercury, cadmium, lead, etc.) and anions (chloride, fluoride, sulfide, thiocyanate, etc.) can be used to understand their physiological and pathological role in live-cells and tissues, as well as to protect human health. This chapter focuses on recent advances in the molecular design of pyridyl-substituted fluorophores, their photophysical properties, and sensing applications.
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Horobin, R. W. "Carbonyl dyes including indigoids, anthraquinones and naphthalimides." In Conn’s Biological Stains, 367–77. Taylor & Francis, 2020. http://dx.doi.org/10.1201/9781003076841-25.

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Conference papers on the topic "Naphthalimide"

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Tigoianu, Radu Ionut, Anton Airinei, Florentina Georgescu, Alina Nicolescu, and Calin Deleanu. "Photophysical Properties of Some Naphthalimide Derivatives." In ECSA-9. Basel Switzerland: MDPI, 2022. http://dx.doi.org/10.3390/ecsa-9-13356.

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Judy, Millard M., Hany R. Nosir, Robert W. Jackson, James Lester Matthews, Ronald E. Utecht, David E. Lewis, and Dongwu Yuan. "Photochemical bonding of skin with 1,8-naphthalimide dyes." In BiOS Europe '97, edited by Guy P. Delacretaz, Guilhem Godlewski, Roberto Pini, Rudolf W. Steiner, and Lars O. Svaasand. SPIE, 1998. http://dx.doi.org/10.1117/12.297902.

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Zagranyarski, Yulian, Monika Mutovska, and Stanimir Stoyanov. "New powerful building block molecules in 1,8-naphthalimide chemistry." In RAD Conference. RAD Centre, 2022. http://dx.doi.org/10.21175/rad.sum.abstr.book.2022.11.2.

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Wei Wang, Vedbar Singh Khadka, Zhong Hu, Xingzhong Yan, Michael Ropp, and David Galipeau. "Theoretical investigation of two-photon absorption properties of naphthalimide derivatives." In 2008 33rd IEEE Photovolatic Specialists Conference (PVSC). IEEE, 2008. http://dx.doi.org/10.1109/pvsc.2008.4922668.

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Mutovska, Monika, and Yulian Zagranyarski. "Fluorescent and colorimetric chemosensors for cations based on 1,8-naphthalimide core." In RAD Conference. RAD Centre, 2022. http://dx.doi.org/10.21175/rad.sum.abstr.book.2022.11.1.

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Sk, Ugir Hossain, A. S. Prakasha Gowda, Melissa A. Gimbor, Raghavendra Gowda, Gavin P. Robertson, Thomas E. Spratt, Jong K. Yun, Shantu Amin, and Arun K. Sharma. "Abstract 742: Development of novel naphthalimide derivatives as potential melanoma therapeutics." In Proceedings: AACR 101st Annual Meeting 2010‐‐ Apr 17‐21, 2010; Washington, DC. American Association for Cancer Research, 2010. http://dx.doi.org/10.1158/1538-7445.am10-742.

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Do, Thu Trang, Hong Duc Pham, Yasunori Takeda, Sergei Manzhos, John Bell, Shinzo Tokito, and Prashant Sonar. "Conjugated 1,8-Naphthalimide Based Solution Processable n-Type Semiconductors for Organic Electronics." In 2nd Asia-Pacific Hybrid and Organic Photovoltaics. Valencia: Fundació Scito, 2017. http://dx.doi.org/10.29363/nanoge.ap-hopv.2018.053.

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Judy, Millard M., Hany R. Nosir, Robert W. Jackson, James Lester Matthews, David E. Lewis, Ronald E. Utecht, and Dongwu Yuan. "Bonding of human meniscal and articular cartilage with photoactive 1,8-naphthalimide dyes." In Photonics West '96, edited by R. Rox Anderson. SPIE, 1996. http://dx.doi.org/10.1117/12.240015.

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Wang, Sheng, Yanli Feng, and He Tian. "Novel photochromic bisthienylethene-bridged naphthalimide dimer for erasable information storage and fluorescent switch." In Seventh International Symposium on Optical Storage (ISOS 2005), edited by Fuxi Gan and Lisong Hou. SPIE, 2005. http://dx.doi.org/10.1117/12.649666.

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Chu, Guoqiang, Xingyuan Liu, Yun Liu, Dongjiang Wu, and Lijun Wang. "White light organic electroluminescent device using a naphthalimide derivative as the emitter layer." In 4th International Conference on Thin Film Physics and Applications, edited by Junhao Chu, Pulin Liu, and Yong Chang. SPIE, 2000. http://dx.doi.org/10.1117/12.408375.

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