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1.
J Org Chem ; 82(6): 3341-3346, 2017 03 17.
Artigo em Inglês | MEDLINE | ID: mdl-28218535

RESUMO

An NMR comparative study of 1,2,3-triazole and triazolium anion recognition units containing sulfoxide, sulfone, and sulfoximine groups at C4 unveils an enhancement in binding ability up to ≈1 kcal/mol in acetone-d6 correlated with a theoretical increase of H5 acidity. DFT calculations provide insight into binding modes in line with experimental data for these receptors.

2.
Eur J Med Chem ; 200: 112407, 2020 Aug 15.
Artigo em Inglês | MEDLINE | ID: mdl-32512480

RESUMO

The photophysical properties of naphthalimide-based fluorophores can be easily tuned by chemical manipulation of the substituents on that privileged scaffold. Replacement of a OMe group at position 6 in 2-(hydroxyl)ethyl-naphthalimide derivatives by diverse amines, including 2-(hydroxyl)ethylamine, trans-(4-acetamido)cyclohexylamine and azetidine increases the solvatochromic (ICT) character, while this replacement in 2-(dimethylamino)ethyl-naphthalimide analogues (PET fluorophores) decrease their solvent polarity sensitivity or even reversed them to solvatochromic fluorophores. These fluorophores resulted macrophage nucleus imaging probes, which bind DNA as intercalants and showed low cytotoxicity in human cancer cells.


Assuntos
Núcleo Celular , Corantes Fluorescentes/química , Macrófagos/ultraestrutura , Imagem Molecular/métodos , Naftalimidas/química , Linhagem Celular Tumoral , DNA/metabolismo , Humanos , Substâncias Intercalantes/química , Relação Estrutura-Atividade
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