A series of monoazo disperse dyes based on naphthalimide was synthesized using N-alkylcarboxylic acid-1,8-naphthalimide as diazo component and N,N-diethylaniline derivatives as a coupling components. 4-amino-N-ethanoic (propanoic) acid-1,8-naphthalimide was synthesized from 4-nitro-1,8-naphthalic anhydride by imidation and subsequent reduction reactions. These compounds were diazotized and furt...

The synthesis, spectroscopic characterisation and biological evaluation of mono- and bis-1,8-naphthalimide-conjugated ruthenium(ii)-polypyridyl complexes is presented. Spectroscopic DNA titrations, together with denaturation studies, show strong binding of both species to DNA through the naphthalimide arms. Linear and circular dichroism (LD and CD) spectroscopy reveal close association of the R...

A reduced form of a synthetic hydrogen-assembled molecular shuttle for nano-technological applications has been investigated by molecular dynamics simulations and density functional theory calculations. It is composed by a benzylic amide macrocycle mechanically locked onto a thread in acetonitrile solution. Classical sampling indicates, in agreement with experimental findings, that in equilibri...

The DNA binding of a naphthalimide drug conjugated through a piperazine containing linker with a pyrrolo[2,1-c][1,4]benzodiazepine (PBD) to d(AACAATTGTT)(2) was studied by a combination of high-resolution (1)H and (31)P 2D NMR spectroscopy and restrained molecular dynamics calculations in explicit solvent. The bifunctional hybrid binds with its PBD moiety covalently linked within the minor groo...

Glycosylated 4-amino-1,8-naphthalimide derivatives possess a native glycosidic linkage that can be selectively hydrolysed in situ by glycosidase enzymes to release the naphthalimide as a fluorescent imaging or therapeutic agent. In vitro studies using a variety of cancer cell lines demonstrated that the naphthalimides only get taken up into cells upon enzymatic cleavage from the glycan unit; a ...

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) ...

A naphthalimide-based chemosensing motif turns ON the fluorescence emission in solution in the presence of aqueous iron(iii) chloride, and maintains this property in living cancer cells. The emission response to Fe(iii) ions occurs simultaneously with a change in pH. The protonation of methyl piperazine-conjugated naphthalimide promotes its lysosomal localisation as assessed by co-localisation ...

Ligands incorporating a tetraazamacrocycle receptor, a 'click'-derived triazole and a 1,8-naphthalimide fluorophore have proven utility as probes for metal ions. Three new cyclam-based molecular probes are reported, in which a piperidinyl group has been introduced at the 4-position of the naphthalimide fluorophore. These compounds have been synthesized using the copper(I)-catalyzed azide-alkyne...

The synthesis of a new yellow fluorescent 4-(2-methylamino)-ethyloxy-N-PAMAM-1,8-naphthalimide from zero generation has been described. The chemical structure of synthesized dendrimers was confirmed using FT-IR, 1HNMR and DSC techniques. The new materials are comprised of a 1,8-naphthalimide fluorophore having a substituent at C-4 position. The synthesized compounds (P2 and P3) were ...

Two novel photochromic bisthienylethene derivatives BTE-NA1 and BTE-NA2 with a six-membered aryl ring of naphthalimide fluorescent moiety as the center ethene bridging unit were synthesized and fully characterized by 1H NMR, 13C NMR, and HRMS. They exhibit considerably high cyclization quantum yield and good fatigue resistance. Interestingly, the fluorescence of BTE-NA1 arising from the naphtha...