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Bioorg Med Chem Lett ; 30(13): 127221, 2020 07 01.
Artigo em Inglês | MEDLINE | ID: mdl-32386977

RESUMO

A new Methylene blue-based 7-nitro-1,2,3-benzoxadiazole NIR fluorescent probe 3, 7-bis-dimethylamino-10-(7-nitrobenzo[c][1,2,5]oxadiazol-4-yl)-10H-phenothiazine (leuco-MB-NBD) was designed and synthesized. Leuco-MB-NBD showed high sensitivity and selectivity for H2S as a fluorescent probe in C2H5OH-PBS (9:1, v/v, pH = 7.4) solution, this fluorescent assay showed a linear range of 0-50.0 µM and a LOD (limit of detection) of 0.43 µM. Moreover, the probe leuco-MB-NBD has lower toxicity at low concentrations to HCT-116 cells and can be used for cell imaging. Additionally, Leuco-MB-NBD is triggered by hydrogen sulfide to generate methylene blue, methylene blue which has potential rescuing effects on the mitochondrial activity can act as an antidote against sulfide intoxication.


Assuntos
Corantes Fluorescentes/química , Sulfeto de Hidrogênio/análise , Azul de Metileno/análogos & derivados , Oxidiazóis/química , Corantes Fluorescentes/síntese química , Corantes Fluorescentes/toxicidade , Células HCT116 , Humanos , Sulfeto de Hidrogênio/química , Limite de Detecção , Azul de Metileno/toxicidade , Microscopia de Fluorescência , Oxidiazóis/síntese química , Oxidiazóis/toxicidade
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