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Journal articles on the topic 'Naphthalimide'

Author: Grafiati

Published: 4 June 2021

Last updated: 22 June 2024

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1

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 (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 bi

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2

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 sp

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3

Calatrava-Pérez, Elena, Jason M. Delente, Sankarasekaran Shanmugaraju, et al. "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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4

Santonocito, Rossella, Ivana Maria Caruso, and Giuseppe Trusso Sfrazzetto. "N-isobutyl-1,8-bis(isobutylamino)-naphthalimide." Molbank 2023, no. 1 (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 s

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5

Kantarod, Kritchasorn, Phiphob Naweephattana, Vichai Reutrakul, et al. "Synthesis of peri-Diarylated Naphthalimides via Double Decarboxylative Cross-Coupling Reaction." Synthesis 51, no. 15 (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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6

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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7

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 (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 ph

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8

Tomczyk, Mateusz D., Anna Byczek-Wyrostek, Klaudia Strama, Martyna Wawszków, Przemysław Kasprzycki та Krzysztof Z. Walczak. "Anticancer Activity and Topoisomerase II Inhibition of Naphthalimides with ω-Hydroxylalkylamine Side-Chains of Different Lengths". Medicinal Chemistry 15, № 5 (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 wi

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9

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 (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

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10

Jia, Xiaotong, Yu Yang, Yufang Xu, and Xuhong Qian. "Naphthalimides for labeling and sensing applications." Pure and Applied Chemistry 86, no. 7 (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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11

Rychlewska, Urszula, Agnieszka Plutecka, Marcin Hoffmann, Paweł Skowronek, Krystyna Gawrońska, and Jacek Gawroński. "Probing the shapes of chiral bis-(o-naphthalimidobenzoyl) systems using X-ray and circular dichroism methods." Acta Crystallographica Section B Structural Science 65, no. 1 (2009): 86–95. http://dx.doi.org/10.1107/s0108768108041827.

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CD (circular dichroism) and X-ray investigations have been carried out in order to identify the prevalent conformations and define the forces that determine the molecular and supramolecular organization of the alkyl-bridged bichromophoric [NAB, ortho-(1,8-naphthalimido)benzoyl] units, each consisting of the benzoyl substituted in the ortho position with the 1,8-naphthalimide group. The results reveal that NAB bichromophores incorporated into the same molecule exist in a variety of conformation/helicity combinations. The molecular structures are largely stabilized by local 1,3-CH/CO dipole–dipo

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12

Rykowski, Sebastian, Dorota Gurda-Woźna, Marta Orlicka-Płocka, et al. "Design, Synthesis, and Evaluation of Novel 3-Carboranyl-1,8-Naphthalimide Derivatives as Potential Anticancer Agents." International Journal of Molecular Sciences 22, no. 5 (2021): 2772. http://dx.doi.org/10.3390/ijms22052772.

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We synthesized a series of novel 3-carboranyl-1,8-naphthalimide derivatives, mitonafide and pinafide analogs, using click chemistry, reductive amination and amidation reactions and investigated their in vitro effects on cytotoxicity, cell death, cell cycle, and the production of reactive oxygen species in a HepG2 cancer cell line. The analyses showed that modified naphthalic anhydrides and naphthalimides bearing ortho- or meta-carboranes exhibited diversified activity. Naphthalimides were more cytotoxic than naphthalic anhydrides, with the highest IC50 value determined for compound 9 (3.10 µM)

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13

Carretero, Gustavo Penteado Battesini, Greice Kelle Viegas Saraiva, Magali Aparecida Rodrigues, et al. "Naphthalimide-Containing BP100 Leads to Higher Model Membranes Interactions and Antimicrobial Activity." Biomolecules 11, no. 4 (2021): 542. http://dx.doi.org/10.3390/biom11040542.

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In a large variety of organisms, antimicrobial peptides (AMPs) are primary defenses against pathogens. BP100 (KKLFKKILKYL-NH2), a short, synthetic, cationic AMP, is active against bacteria and displays low toxicity towards eukaryotic cells. BP100 acquires a α-helical conformation upon interaction with membranes and increases membrane permeability. Despite the volume of information available, the action mechanism of BP100, the selectivity of its biological effects, and possible applications are far from consensual. Our group synthesized a fluorescent BP100 analogue containing naphthalimide link

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14

Zhang, Guang Hua, Li Juan Liu, and Wei Ling Sun. "Preparation and Properties of 1,8-Naphthalimide Derivatives Grafted onto Chitosan." Advanced Materials Research 393-395 (November 2011): 1359–62. http://dx.doi.org/10.4028/www.scientific.net/amr.393-395.1359.

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A kind of 1,8-naphthalimide derivative grafted onto Chitosan was synthesized with Chitosan, 4-bromo-N-(2-aminoethyl)-1,8-naphthalimide and 4-bromo-1,8- naphthalic anhydride via substitution and amidation. The structures of compounds was characterized by FT-IR．Thermal stability and fluorescence spectra of the target product were investigated. Compared with 4-bromo-N-(2-aminoethyl)-1,8-naphthalimide, the maximum fluorescent intensity of the 1,8-naphthalimide derivative grafted onto Chitosan was increased 1.25 folds.

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15

Calatrava-Pérez, Elena, Jason M. Delente, Sankarasekaran Shanmugaraju, et al. "Glycosylated naphthalimides and naphthalimide Tröger's bases as fluorescent aggregation probes for Con A." Organic & Biomolecular Chemistry 17, no. 8 (2019): 2116–25. http://dx.doi.org/10.1039/c8ob02980f.

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16

Hawes, Chris S., Amy D. Lynes, Kevin Byrne, et al. "A resilient and luminescent stimuli-responsive hydrogel from a heterotopic 1,8-naphthalimide-derived ligand." Chemical Communications 53, no. 44 (2017): 5989–92. http://dx.doi.org/10.1039/c7cc03482b.

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17

Calatrava-Pérez, Elena, Sandra A. Bright, Stefan Achermann, et al. "Glycosidase activated release of fluorescent 1,8-naphthalimide probes for tumor cell imaging from glycosylated ‘pro-probes’." Chemical Communications 52, no. 89 (2016): 13086–89. http://dx.doi.org/10.1039/c6cc06451e.

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18

Wang, Shuxin, Jian Cao, and Chenhong Lu. "A naphthalimide-based thermometer: heat-induced fluorescence “turn-on” sensing in a wide temperature range in ambient atmosphere." New Journal of Chemistry 44, no. 11 (2020): 4547–53. http://dx.doi.org/10.1039/c9nj06101k.

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19

Zhang, Jing, Nicolas Zivic, Frédéric Dumur, et al. "N-[2-(Dimethylamino)ethyl]-1,8-naphthalimide derivatives as photoinitiators under LEDs." Polymer Chemistry 9, no. 8 (2018): 994–1003. http://dx.doi.org/10.1039/c8py00055g.

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Four N-[2-(dimethylamino)ethyl]-1,8-naphthalimide derivatives (ANNs) with different substituents in the naphthalimide skeleton have been synthesized and can be used as versatile photoinitiators under various LEDs.

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20

Kusano, Shuhei, Sakuya Nakamura, Masanori Izumi, and Shinya Hagihara. "Development of 1,8-naphthalimide dyes for rapid imaging of subcellular compartments in plants." Chemical Communications 58, no. 11 (2022): 1685–88. http://dx.doi.org/10.1039/d1cc05798g.

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21

Fedko, N. F., V. F. Anikin, V. V. Veduta, V. V. Stankevich, and A. V. Balatska. "SYNTHESIS AND PROPERTIES OF IMIDATION PRODUCTS OF MONOSUBSTITUTED AND DISUBSTITUTED NAPHTHALIC ANHYDRIDES WITH P-AMINOBENZOIC ACID." Odesa National University Herald. Chemistry 26, no. 4(80) (2021): 15–25. http://dx.doi.org/10.18524/2304-0947.2021.4(80).248290.

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4-Monosubstituted and 4,5-disubstituted halogeno- and nitro- N-(4-carboxyphenylnaphthalimides) were synthesized by imidation of the corresponding 4-monosubstituted and 4,5-disubstituted naphthalic anhydrides with para-aminobenzoic acid using acetic acid as solvent with 75-85% yields. 4-Amino-N- (4-carboxyphenyl)naphthalimide and 4,5-diamino-N-(4-carboxyphenyl)naphthalimide were obtained by reduction of corresponding nitrosubstituted N-(4-carboxyphenyl)naphthalimides using sodium dithionite as reducing agent in mixed ethanol-water solvent. The completion of reaction was monitored by thin layer

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22

Tian, Ye, Miao Li, and Ying Liu. "Detection Sensitivity Enhancement of Naphthalimide PET Fluorescent Probes by 4-Methoxy-Substitution." Molecules 25, no. 19 (2020): 4465. http://dx.doi.org/10.3390/molecules25194465.

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Naphthalimide photoinduced electron transfer (PET) fluorescent probes are widely used in fluorescence imaging. Thereinto, detection sensitivity is the vital parameter of PET probes. However, the modulation of detection sensitivity is yet to be reported for naphthalimide PET probes. Herein, the detection sensitivity enhancement of naphthalimide PET fluorescent probes through 4-methoxy-substitution is proposed in this work. Taking Zn2+ detection an example, 4-methoxy-naphthalimide PET probe 2-(2-(bis(pyridin-2-ylmethyl)amino)ethyl)-6-methoxy-1H-benzo[de]isoquinoline-1,3(2H)-dione (BPNM) and cont

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23

Chen, Rui, Caiying Yuan, Yogini Jaiswal, et al. "Synthesis and Biological Evaluation of Some 1,8-Naphthalimide-Acridinyl Hybrids." Journal of Chemistry 2020 (August 5, 2020): 1–11. http://dx.doi.org/10.1155/2020/7989852.

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In the present study, the synthesis of three 1,8-naphthalimide-acridinyl hybrids (2a, 2b, and 5b) using N-amido-1,8-naphthalimides (1 and 4) and acridinyl isothiocyanates is reported. The newly synthesized hybrids were evaluated for their anticancer activity in six human cancer cell lines (HL-60, MT-4, HepG2, HeLa, SK-OV-3, and MCF-7). Their inhibition activity against DNA-topoisomerase I (Topo I) and Electrophorus electricus acetylcholinesterase (AChE) was also studied. The results indicate that 2b displayed good cytotoxicity for MT-4, HepG2, HeLa, and SK-OV-3 with the IC50 values of 14.66 ±

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24

Gao, Yong-Guang, Uzair Alam, Quan Tang, et al. "Functional lipids based on [12]aneN3 and naphthalimide as efficient non-viral gene vectors." Organic & Biomolecular Chemistry 14, no. 26 (2016): 6346–54. http://dx.doi.org/10.1039/c6ob00917d.

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Small organic non-viral gene vectors with the structural combinations of (aliphatic chain)–naphthalimide–[12]aneN<sub>3</sub> (11a, b) and naphthalimide–(aliphatic chain)–[12]aneN<sub>3</sub> (12a–c) were synthesized and fully characterized.

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25

Sheshashena Reddy, T., and A. Ram Reddy. "Synthesis and fluorescence study of Naphthalimide-Coumarin, Naphthalimide-Luminol conjugates." Journal of Fluorescence 24, no. 6 (2014): 1571–80. http://dx.doi.org/10.1007/s10895-014-1440-x.

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26

Case, Derek R., Alyssa Spear, Adam F. Henwood, et al. "[Re(CO)3(5-PAN)Cl], a rhenium(i) naphthalimide complex for the visible light photocatalytic reduction of CO2." Dalton Transactions 50, no. 10 (2021): 3479–86. http://dx.doi.org/10.1039/d0dt04116e.

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A rhenium(i) naphthalimide complex [Re(CO)<sub>3</sub>(5-PAN)Cl] (Re(5-PAN); 5-PAN = 1-(1,10-phenanthroline)-4-nitro-naphthalimide) was synthesized, characterized, and evaluated as a photocatalyst for CO<sub>2</sub> reduction.

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27

Hearn, Kyle N., Trent D. Ashton, Rameshwor Acharya, Zikai Feng, Nuri Gueven, and Frederick M. Pfeffer. "Direct Amidation to Access 3-Amido-1,8-Naphthalimides Including Fluorescent Scriptaid Analogues as HDAC Inhibitors." Cells 10, no. 6 (2021): 1505. http://dx.doi.org/10.3390/cells10061505.

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Methodology to access fluorescent 3-amido-1,8-naphthalimides using direct Buchwald–Hartwig amidation is described. The protocol was successfully used to couple a number of substrates (including an alkylamide, an arylamide, a lactam and a carbamate) to 3-bromo-1,8-naphthalimide in good yield. To further exemplify the approach, a set of scriptaid analogues with amide substituents at the 3-position were prepared. The new compounds were more potent than scriptaid at a number of histone deacetylase (HDAC) isoforms including HDAC6. Activity was further confirmed in a whole cell tubulin deacetylation

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28

Cho, Dae Won, Patrick S. Mariano, and Ung Chan Yoon. "Direct and indirect single electron transfer (SET)-photochemical approaches for the preparation of novel phthalimide and naphthalimide-based lariat-type crown ethers." Beilstein Journal of Organic Chemistry 10 (February 27, 2014): 514–27. http://dx.doi.org/10.3762/bjoc.10.47.

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In this review, we describe direct and indirect photochemical approaches that have been developed for the preparation of phthalimide- and naphthalimide-based, lariat-type crown ethers. The direct route utilizes a strategy in which nitrogen-linked side chains containing polyethoxy-tethered phthalimides and naphthalimides, possessing terminal α-trialkylsilyl groups, are synthesized utilizing concise routes and UV-irradiation to form macrocyclic ring systems. In contrast, the indirect route developed for the synthesis of lariat-type crown ethers employs sequences in which SET-promoted macrocycliz

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29

Abogunrin, Anthony A., Stephen A. Healy, Orla Fenelon, and Robert B. P. Elmes. "Head vs. Tail Squaramide–Naphthalimide Conjugates: Self-Assembly and Anion Binding Behaviour." Chemistry 4, no. 4 (2022): 1288–99. http://dx.doi.org/10.3390/chemistry4040085.

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The syntheses of two squaramide–naphthalimide conjugates (SN1 and SN2) are reported; the structures of SN1 and SN2 differ by the attachment of a squaramide—either at the ‘head’ or the ‘tail’ of the naphthalimide fluorophore. Both compounds displayed weak fluorescence due to the inclusion of a nitro-aromatic squaramide which efficiently quenches the emission of the naphthalimide. Both compounds were also shown to undergo self-aggregation as studied by 1H NMR and scanning electron microscopy (SEM). Furthermore, SN1 and SN2 gave rise to stark colourimetric changes in response to basic anions such

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Zhang, Ye, Gui-Ming Han, Qiang Wu, and Heng-Shan Wang. "2-Benzyl-6-(benzylamino)-1H-benzo[de]isoquinoline-1,3(2H)-dione." Acta Crystallographica Section E Structure Reports Online 63, no. 11 (2007): o4336. http://dx.doi.org/10.1107/s1600536807049975.

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The title compound, C26H20N2O2, is a 1,8-naphthalimide derivative. Molecules are arranged into stacks via π–π interactions between the naphthalimide systems, with interplanar distances of 3.379 (2) and 3.630 (2) Å. In addition, the crystal structure is stabilized by weak intermolecular C—H...O interactions.

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Crenshaw, Michael D., and C. C. Cheng. "A FACILE REDUCTION OF 1,8-NAPHTHALIMIDE TO 1,2,3,4-TETRAHYDRO-1,8-NAPHTHALIMIDE." Organic Preparations and Procedures International 21, no. 5 (1989): 655–56. http://dx.doi.org/10.1080/00304948909356433.

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Bisceglie, Franco, Giorgio Pelosi, Nicolò Orsoni та ін. "Light Triggers the Antiproliferative Activity of Naphthalimide-Conjugated (η6-arene)ruthenium(II) Complexes". International Journal of Molecular Sciences 23, № 14 (2022): 7624. http://dx.doi.org/10.3390/ijms23147624.

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We report the synthesis and characterization of three half-sandwich Ru(II) arene complexes [(η6-arene)Ru(N,N′)L][PF6]2 containing arene = p-cymene, N,N′ = bipyridine, and L = pyridine meta- with methylenenaphthalimide (C1), methylene(nitro)naphthalimide (C2), or methylene(piperidinyl)naphthalimide (C3). The naphthalimide acts as an antenna for photoactivation. After 3 h of irradiation with blue light, the monodentate pyridyl ligand had almost completely dissociated from complex C3, which contains an electron donor on the naphthalimide ring, whereas only 50% dissociation was observed for C1 and

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Zhang, Peng-Li, Gopala Lavanya, Yang Yu, Bo Fang, and Cheng-He Zhou. "Identification of a novel antifungal backbone of naphthalimide thiazoles with synergistic potential for chemical and dynamic treatment." Future Medicinal Chemistry 13, no. 23 (2021): 2047–67. http://dx.doi.org/10.4155/fmc-2021-0162.

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Aim: The high incidence and prevalence of fungal infections call for new antifungal drugs. This work was to develop naphthalimide thiazoles as potential antifungal agents. Results & methodology: These compounds showed significant antifungal potency toward some tested fungi. Especially, naphthalimide thiazole 4h with excellent anti- Candida tropicalis efficacy possessed good hemolysis level, low toxicity and no obvious resistance. Deciphering the mechanism showed that 4h interacted with DNA and disrupted the antioxidant defense system of C. tropicalis. Compound 4h also triggered membrane de

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Udhayakumari, Duraisamy. "Various Sensing Mechanisms for the Design of Naphthalimide based Chemosensors Emerging in Recent Years." Recent Innovations in Chemical Engineering (Formerly Recent Patents on Chemical Engineering) 13, no. 4 (2020): 262–89. http://dx.doi.org/10.2174/2405520413666200217125754.

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In the design of novel fluorescent chemosensors, investigation of new sensing mechanisms between recognition and signal reporting units is of increasing interest. In recent years, a smart chemosensor probe containing a 1,8-naphthalimide moiety could be developed as a fluorescent and colorimetric sensor for toxic anions, metal ions, biomolecules, nitroaromatics, and acids and be further applied to monitor the relevant biological applications. In this field, several problems and challenges still exist. This critical review is mainly focused on various sensing mechanisms that have emerged in the

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Bodedla, Govardhana Babu, Lingling Li, Yuanyuan Che, et al. "Enhancing photocatalytic hydrogen evolution by intramolecular energy transfer in naphthalimide conjugated porphyrins." Chemical Communications 54, no. 82 (2018): 11614–17. http://dx.doi.org/10.1039/c8cc06919k.

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Three new isomeric naphthalimide conjugated porphyrins are developed for photocatalytic H<sub>2</sub> production. The para-substituted isomer, ZnT(p-NI)PP delivers the highest rate (ηH<sub>2</sub>) of 973 μmol g<sup>−1</sup> h<sup>−1</sup> due to the efficient intramolecular energy transfer from the naphthalimide to the porphyrin core.

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Sun, Jie, Ai-lin Yuan, Hai-Bo Wang, and Jie Sun. "N-(2-Hydroxyethyl)-1,8-naphthalimide." Acta Crystallographica Section E Structure Reports Online 65, no. 6 (2009): o1210. http://dx.doi.org/10.1107/s1600536809015621.

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In the molecule of the title compound, C14H11NO3, the naphthalimide ring system is nearly planar (r.m.s. deviation 0.0139 Å). In the crystal structure, intermolecular O—H...O hydrogen bonds link the molecules into centrosymmetric dimers formingR22(14) ring motifs. π–π contacts between the naphthalimide rings [centroid–centroid distances = 3.648 (3), 3.783 (3), 3.635 (3), 3.722 (3) and 3.755 (3) Å] may further stabilize the structure.

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Cao, Zhi, Premchendar Nandhikonda, Adriana Penuela, Stephanie Nance, and Michael D. Heagy. "N-Aryl Arenedicarboximides as Tunable Panchromatic Dyes for Molecular Solar Cells." International Journal of Photoenergy 2010 (2010): 1–7. http://dx.doi.org/10.1155/2010/264643.

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Three organic dyes designed as molecular dyads were prepared that feature a common naphthalimide acceptor andN-aryl donors. One of these incorporated an additional cyanoacrylic acid linker and conjugated thiophene bridge inserted between donor and acceptor groups. Electrochemical and photochemical characterizations have been carried out on nanocrystalline TiO2dye-sensitized solar cells which were fabricated with these dyes as the sensitizing component. HOMO and LUMO energies were also calculated using TDDFT methods and validated by the cyclic voltammetry method. A key finding from this study i

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Voloshchuk, Roman, Mariusz Tasior, Adina I. Ciuciu, Lucia Flamigni, and Daniel T. Gryko. "Corrole–imide dyads — Synthesis and optical properties." Journal of Porphyrins and Phthalocyanines 19, no. 01-03 (2015): 479–91. http://dx.doi.org/10.1142/s1088424615500339.

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Two rarely seen building blocks have been incorporated into light absorbing arrays: corroles and 2,3-naphthalimides. General synthetic strategy consisting in direct condensation of formyl substituted aromatic imides with dipyrranes led to diverse range of trans-A2B-corroles in acceptable yields. Spectroscopic properties of all five dyads studied suggest that regardless the imide's structure, components are weakly electronically coupled. Positioning 2,3-naphthalimide unit partially above the corrole core leads to slight alteration of their optical properties. Dyads bearing blue-absorbing imide

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D. Jawale Patil, Pramod, Rajita D. Ingle, Sopan M. Wagalgave, et al. "A Naphthalimide-Benzothiazole Conjugate as Colorimetric and Fluorescent Sensor for Selective Trinitrophenol Detection." Chemosensors 7, no. 3 (2019): 38. http://dx.doi.org/10.3390/chemosensors7030038.

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Although chemical structural modification of naphthalimides is widely employed for the purpose of sensing explosives, the effects of such modification have been little explored. Herein, we report the design and synthesis of a new naphthalimide-benzothiazole conjugate (1) and its ability to sense various nitrophenols by means of its colorimetric and fluorescent characteristics. Under long-range UV light (365 nm), 1 displayed a color change of its solution from bluish to colorless only upon addition of 2,4,6-trinitrophenol (TNP). Photoluminescence spectroscopy showed quantitative fluorescence qu

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40

Ahanj, Negin, Mehdi Taghavi, and Ayyub Mojaddami. "Evaluation of Cytotoxicity and Molecular Docking Studies of Phthalimide and Naphthalimide Derivatives as Potential Anticancer Agents." Jundishapur Journal of Medical Sciences 20, no. 4 (2021): 366–75. http://dx.doi.org/10.32598/jsmj.20.4.2456.

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Background and Objectives Cancer is the second leading cause of death in the world after cardiovascular disease, so the aim of the present study was to investigate phthalimide and naphthalimide derivatives in order to develop anticancer compounds. Subjects and Methods In this study, the cytotoxic activity of six phthalimed and naphthalamide derivatives was evaluated using MTT method on three cancerous cell lines, including breast cancer (MCF-7), ovarian cancer (SKOV3) and lung cancer (A549) cell line. Molecular Docking studies were also performed to determine the binding energy and the compoun

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41

Ning, Bo, Jun-Wen Cao, Xiao-Teng Zhou, He Qin, Ling-Xiao Li, and Cheng-You Kan. "Synthesis and characterization of a novel, reactive, yellow fluorescent organosilicon dye and its polysiloxanes." Journal of Chemical Research 43, no. 11-12 (2019): 461–68. http://dx.doi.org/10.1177/1747519819872098.

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A novel, reactive, yellow fluorescent organosilicon dye, N-propyl-(diethoxy)methyl-silane-4-dimethylamino-naphthalimide, is designed and synthesized and is used to fabricate a covalently yellow fluorescent silicone oil by polycondensation of hydroxy-terminated polydimethylsiloxane. The chemical structure and optical properties of the N-propyl-(diethoxy)methyl-silane-4-dimethylamino-naphthalimide and covalently yellow fluorescent silicone oil are characterized by 1H nuclear magnetic resonance, 13C nuclear magnetic resonance, mass spectrometry, Fourier transform infrared, UV–Vis, and fluorescenc

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42

Liu, Yuanyuan, Jingyi Zhang, Tian Feng, and Yi Li. "Synthesis, structure–fluorescence relationships and density functional theory studies of novel naphthalimide–piperazine–pyridine-based polystyrene sensors for Hg(ii) detection." RSC Advances 10, no. 42 (2020): 25281–89. http://dx.doi.org/10.1039/d0ra04557h.

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Sambol, Matija, Patricia Benčić, Antonija Erben, et al. "Photochemical Reactivity of Naphthol-Naphthalimide Conjugates and Their Biological Activity." Molecules 26, no. 11 (2021): 3355. http://dx.doi.org/10.3390/molecules26113355.

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Quinone methide precursors 1a–e, with different alkyl linkers between the naphthol and the naphthalimide chromophore, were synthesized. Their photophysical properties and photochemical reactivity were investigated and connected with biological activity. Upon excitation of the naphthol, Förster resonance energy transfer (FRET) to the naphthalimide takes place and the quantum yields of fluorescence are low (ΦF ≈ 10−2). Due to FRET, photodehydration of naphthols to QMs takes place inefficiently (ΦR ≈ 10−5). However, the formation of QMs can also be initiated upon excitation of naphthalimide, the

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Wang, Zhaohui, Jingwei Zhu, Kongchang Chen, and He Tian. "Synthesis of Novel Ferrocene–Naphthalimide Dyads." Journal of Chemical Research 23, no. 7 (1999): 438–39. http://dx.doi.org/10.1177/174751989902300717.

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Dong, Hong-Qiang, Tai-Bao Wei, Xiao-Qiang Ma, et al. "1,8-Naphthalimide-based fluorescent chemosensors: recent advances and perspectives." Journal of Materials Chemistry C 8, no. 39 (2020): 13501–29. http://dx.doi.org/10.1039/d0tc03681a.

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46

Pablos, Jesús L., Esther Hernández, Fernando Catalina, and Teresa Corrales. "Solid Fluorescence pH Sensors Based on 1,8-Naphthalimide Copolymers Synthesized by UV Curing." Chemosensors 10, no. 2 (2022): 73. http://dx.doi.org/10.3390/chemosensors10020073.

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Novel water-swollen photo-crosslinked membranes were obtained by copolymerization of the N-vinylpyrrolidone, butyl acrylate and ethyl methacrylate monomers functionalized with naphthalimide groups, as pH sensitive fluorescence probes. For that purpose, two monomers with pending naphthalimide groups anchored to ethyl methacrylate through alkyl chains with different length, were previously synthesized. The membranes were characterized using different techniques. The pH dependence of absorbance and the corresponding quenching of fluorescence were investigated and related to the structure of napht

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Srivastava, Ambika, Pooja Singh, Arti Srivastava, and Rajesh Kumar. "Amphiphilic Fluorescent Well-Defined Living Polymer from Indole-3-Carboxaldehyde and 4-Bromo-1, 8-Naphthalic Anhydride: Synthesis and Characterization." Journal of Polymers 2014 (March 10, 2014): 1–9. http://dx.doi.org/10.1155/2014/325930.

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We reported a well-defined amphiphilic fluorescent polymer bearing indole repeating units with naphthalimide pendants obtained by ATRP followed by chemical modification. The obtained polymer poly (N-allyl indole-2-(4-hydroxybutyl)-1, 8-naphthalimide) (PAIHN) was characterized by 1H NMR, FTIR, and GPC. The polymer showed a specific fluorescence emission maximum at 538 nm excited at 435 nm in aqueous solution. The amphiphilic nature of the polymer was investigated in aqueous solution using two spectroscopic methods, namely, absorption and emission spectroscopy. The Critical Miceller Concentratio

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Liu, Zhi-Wei, Fan Liu, Chun-Tao Shao, Guo-Ping Yan, and Jiang-Yu Wu. "Synthesis and Characterization of Sulfonamide-Containing Naphthalimides as Fluorescent Probes." Molecules 29, no. 12 (2024): 2774. http://dx.doi.org/10.3390/molecules29122774.

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A tumor-targeting fluorescent probe has attracted increasing interest in fluorescent imaging for the noninvasive detection of cancers in recent years. Sulfonamide-containing naphthalimide derivatives (SN-2NI, SD-NI) were synthesized by the incorporation of N-butyl-4-ethyldiamino-1,8-naphthalene imide (NI) into sulfonamide (SN) and sulfadiazine (SD) as the tumor-targeting groups, respectively. These derivatives were further characterized by mass spectrometry (MS), nuclear magnetic resonance spectroscopy (1H NMR), Fourier transform infrared spectroscopy (FT-IR), ultraviolet–visible spectroscopy

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Grabchev, Ivo, and Jean-Marc Chovelon. "Photophysical and Photochemical Properties of Green Fluorescent Liquid Crystalline Systems." Zeitschrift für Naturforschung A 58, no. 1 (2003): 45–50. http://dx.doi.org/10.1515/zna-2003-0107.

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The photophysical properties of polymer-dispersed liquid crystal systems, containing naphthalimide dye as fluorescent units are reported. Investigations have been carried out on some 1,8- naphtalimide derivatives both in isotropic and anisotropic media, and their photophysal properties have been described. The orientational order parameters of the dyes in nematic liquid crystal ZLI 1840 have been determined. The photostability of the dye/liquid crystal systems has been investigated and the effect that the substituents in the naphthalimide structure have upon the orientation of the dye was disc

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50

Liu, Yu, Hai-Ying Wang, Gang Chen, Xiao-Ping Xu, and Shun-Jun Ji. "Synthesis and Properties of Novel 'Ethyne-linked' Compounds Containing Carbazole and 1, 8-naphthalimide Groups." Australian Journal of Chemistry 62, no. 8 (2009): 934. http://dx.doi.org/10.1071/ch08411.

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A series of the novel ‘ethyne-linked’ compounds containing carbazole and 1,8-naphthalimide groups have been synthesized by Pd/Cu-catalyzed Sonogashira reaction. These compounds were fully characterized by means of Fourier-transform IR, 1H, 13C NMR, and high resolution mass spectroscopy. The thermal, optical, and electrochemical properties were also investigated. As we expected, the results indicated that these compounds could improve charge-transport ability and fluorescent quantum yield by introducing the electron-transporting emitting moieties naphthalimide and the alkyne group to carbazole

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