Browse
Submit Data
Databases
API
Help

Dataset Information

24 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

Synthesis and In Vitro Antimicrobial Evaluation of Photoactive Multi-Block Chalcone Conjugate Phthalimide and 1,8-Naphthalimide Novolacs.

ABSTRACT: Herein we report new multiblock chalcone conjugate phthalimide and naphthalimide functionalized copolymers with a topologically novel architecture synthesis using nucleophilic substitution and polycondensation methodology. The structures of the synthesized novolacs were elucidated on the basis of their spectroscopic analysis including FTIR, ¹H NMR, and ¹³C NMR spectroscopy. Further, the number-average and weight-average molecular weights of the novolac polymers were determined by gel permeation chromatography (GPC). We examined the solubility of the synthesized polymers in various organic solvents including CHCl₃, CH₃CN, THF, H₂O, CH₃OH, DMSO, and DMF and found they are insoluble in both methanol and water. The novolac polymers were evaluated for their photophysical properties and microbial activities. The investigation of the antimicrobial activities of these polymers reveals significant antimicrobial activity against the pathogens E. coli, S. aureus, C. albicans, and A. niger.

SUBMITTER: Durairaju P

PROVIDER: S-EPMC8199857 | biostudies-literature |

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Similar Datasets

N-(4-Chloro-phenyl)-1,8-naphthalimide.

Project description:In the title compound, C(18)H(10)ClNO(2), the naphthalimide ring system is almost planar, the rings forming dihedral angles of 2.05?(3), 2.26?(3) and 0.80?(3)°. The attached benzene ring of the 4-chloro-phenyl substituent is inclined to the mean plane of the naphthalimide ring system by 75.77?(11)°. In the crystal structure, symmetry-related mol-ecules are linked by C-H?O inter-actions. There are also weak ?-? contacts between the naphthalimide rings [centroid-centroid distance = 3.732?(3)?Å].

| S-EPMC2969255 | biostudies-literature

N-(2-Hydroxy-ethyl)-1,8-naphthalimide.

Project description:In the mol-ecule of the title compound, C(14)H(11)NO(3), the naphthalimide ring system is nearly planar (r.m.s. deviation 0.0139 Å). In the crystal structure, inter-molecular O-H⋯O hydrogen bonds link the mol-ecules into centrosymmetric dimers forming R(2) (2)(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.

| S-EPMC2969747 | biostudies-literature

Multi-Stimuli-Responsive Fluorescent Molecule with AIE and TICT Properties Based on 1,8-Naphthalimide.

Project description:A multi-stimuli responsive fluorophore, named NBDNI, was developed by constructing a 1,8-naphthalimide derivative in which a rotatable electron-donating N,N-dimethylaniline group attached to its 4-position. This molecular structure endowed NBDNI with aggregate-induced emission (AIE) and twisted intramolecular charge transfer (TICT) properties, enabling remarkable fluorescence changes in response to multiple external stimuli: (i) sensitivity to polarity in various solvent systems and polymer matrix; (ii) significant fluorescence response and excellent linearity towards temperature changes in solution; (iii) distinct switch of fluorescence color upon acid and base treatments; (iv) reversible mechanochromism behavior in the solid state. Moreover, the mechanisms underlying the aforementioned stimuli-responsive phenomena have been proposed based on comprehensive systematic measurements. Furthermore, preliminary applications such as fluorescence thermometry and acid/base test paper have been demonstrated. This research will bring about new opportunities for the development of novel stimuli-responsive luminescent materials.

| S-EPMC11314401 | biostudies-literature

N-Methacryloyl-4-(piperidin-1-yl)-1,8-naphthalimide.

Project description:In the title compound, C(21)H(20)N(2)O(3), the naphthalimide unit is almost planar (r.m.s. deviation for the 15 non-H atoms = 0.059?Å). The carboximide N atom and the five C atoms of the 2-methyl-prop-2-enoyl substituent also lie in a plane (r.m.s. deviation = 0.009?Å), which subtends an angle of 84.34?(7)° to the naphthalamide plane. This orients the =CH(2) group of the vinyl fragment towards the naphthalimide rings, giving the mol-ecule an extended configuration. The piperidine ring adopts a chair conformation and there is evidence for some delocalization between the naphthalene and piperidine units, the C-N(pip) bond length being 1.404?(4)?Å. In the crystal structure, ?-? contacts with centroid-centroid distances of 3.5351?(18) and 3.7794?(18)?Å supported by C-H?O hydrogen bonds link adjacent mol-ecules in a head-to-tail fashion, forming dimers. These are further stabilized by other C-H?O contacts of varying strength, which stack the mol-ecules down the b axis.

| S-EPMC2979536 | biostudies-literature

N-(4-Amino-phen-yl)-1,8-naphthalimide hemihydrate.

Project description:The title compound, C(18)H(12)N(2)O(2)·0.5H(2)O, was prepared by the reaction of 1,4-phenyl-enediamine with 1,8-naphthalic anhydride in refluxing dimethyl-formamide. The structure is stabilized by N-H⋯O and O-H⋯O hydrogen bonds. There are π-π stacking inter-actions [centroid-centroid distances of 3.718 (2), 3.510 (2) and 3.546 (2) Å] and C-H⋯π inter-actions between the mol-ecules. The water molecule lies on a twofold rotation axis. Its two H atoms are disordered equally over two positions.

| S-EPMC2915319 | biostudies-literature

Synthesis and Fluorescent Property Study of Novel 1,8-Naphthalimide-Based Chemosensors.

Project description:A series of novel mono- and di-substituted N-n-butyl-1,8-naphthalimide derivatives were synthesized simultaneously via a three-step reaction. The single crystal structure of N-n-butyl-4-[N',N'-bis(2',4'-dichlorobenzoyl)ethylamino]-1,8-naphthalimide (3f) was determined. The UV-vis and fluorescence properties of compound 3f were investigated. The 3f showed highly selective and sensitive fluorescence changes response towards Pb2+. A titration of monomer with Pb2+ ion was performed. When Pb2+ ion concentration increased from 0 to 10 eq., the fluorescent intensity of 3f decreased from 199.97 to 48.21. The pH effect on 3f showed that it is stable in a wide range of pH. The results indicated that 3f might be a probe molecule for Pb2+.

| S-EPMC6017435 | biostudies-literature

New Acceptor-Donor-Acceptor Systems Based on Bis-(Imino-1,8-Naphthalimide).

Project description:In this paper, six novel symmetrical bis-(imino-1,8-naphthalimides) differing in core and N-substituent structure were synthesized, and their thermal (TGA, DSC), optical (UV-Vis, PL), electrochemical (DPV, CV) properties were evaluated. The compounds were stable to 280 °C and could be transferred into amorphous materials. Electrochemical investigations showed their ability to occur reductions and oxidations processes. They exhibited deep LUMO levels of about -3.22 eV and HOMO levels above -5.80 eV. The optical investigations were carried out in the solutions (polar and non-polar) and in films and blends with PVK:PBD. Bis-(imino-1,8-naphthalimides) absorbed electromagnetic radiation in the range of 243-415 nm and emitted light from blue to yellow. Their capacity for light emission under voltage was preliminarily tested in devices with an active layer consisting of a neat compound and a blend with PVK:PBD. The diodes emitted green or red light.

| S-EPMC8196752 | biostudies-literature

Synthesis and <i>in vitro</i> anti-proliferative evaluation of naphthalimide-chalcone/pyrazoline conjugates as potential SERMs with computational validation.

Project description:A series of naphthalimide-chalcone/pyrazoline conjugates was prepared and evaluated for their anti-breast cancer potential against estrogen responsive, i.e. MCF-7 (ER+), and triple-negative, i.e. MDA-MB-231 (ER-), cell lines. The structure-activity-relationship (SAR) was deduced based on the influence of linker length, substituents on the phenyl ring and the generated functionalities, on anti-proliferative activities. Docking simulations further delineate the type of interactions of the designed molecules with the selected targets. This report discloses the scope of triazole tethered naphthalimide-chalcone/pyrazoline conjugates as anti breast cancer agents.

| S-EPMC9052575 | biostudies-literature

The Synthesis and Antitumor Activity of 1,8-Naphthalimide Derivatives Linked 1,2,3-Triazole.

Project description:In this study, acenaphthylene was used as the raw material, and a series of novel 1,8-naphthalimide-1,2,3-triazole derivatives was obtained through oxidation, acylation, alkylation, and click reactions, and subsequently, their anti-tumor activities were tested. After screening, we found that Compound 5e showed good activity against H1975 lung cancer cells, with the half maximal inhibitory concentration (IC50) reaching 16.56 μM.

| S-EPMC8076741 | biostudies-literature

Luminescence and Electrochemical Activity of New Unsymmetrical 3-Imino-1,8-naphthalimide Derivatives.

Project description:A new series of 1,8-naphtalimides containing an imine bond at the 3-position of the naphthalene ring was synthesized using 1H, 13C NMR, FTIR, and elementary analysis. The impact of the substituent in the imine linkage on the selected properties and bioimaging of the synthesized compounds was studied. They showed a melting temperature in the range of 120-164 °C and underwent thermal decomposition above 280 °C. Based on cyclic and differential pulse voltammetry, the electrochemical behavior of 1,8-naphtalimide derivatives was evaluated. The electrochemical reduction and oxidation processes were observed. The compounds were characterized by a low energy band gap (below 2.60 eV). Their photoluminescence activities were investigated in solution considering the solvent effect, in the aggregated and thin film, and a mixture of poly(N-vinylcarbazole) (PVK) and 2-tert-butylphenyl-5-biphenyl-1,3,4-oxadiazole (PBD) (50:50 wt.%). They demonstrated low emissions due to photoinduced electron transport (PET) occurring in the solution and aggregation, which caused photoluminescence quenching. Some of them exhibited light emission as thin films. They emitted light in the range of 495 to 535 nm, with photoluminescence quantum yield at 4%. Despite the significant overlapping of its absorption range with emission of the PVK:PBD, incomplete Förster energy transfer from the matrix to the luminophore was found. Moreover, its luminescence ability induced by external voltage was tested in the diode with guest-host configuration. The possibility of compound hydrolysis due to the presence of the imine bond was also discussed, which could be of importance in biological studies that evaluate 3-imino-1,8-naphatalimides as imaging tools and fluorescent materials for diagnostic applications and molecular bioimaging.

| S-EPMC8509721 | biostudies-literature

OmicsDI is part of the ELIXIR infrastructure

OmicsDI is an Elixir interoperability service. Learn more ›

Tweets

OmicsDI Databases

PRIDE
PeptideAtlas
MassIVE
JPOST Repository
Physiome Model Repository

EGA
EVA
ENA
LINCS
PAXDB
Cell Collective

MetaboLights
Metabolomics Workbench
MetabolomeExpress
GNPS
BioModels
FAIRDOMHub

ArrayExpress
dbGaP
ExpressionAtlas
GEO
NODE

Information

Databases
Help
API
Contact us
Code on GitHub
Terms of use
Submit Data