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Fluorescent Benzoselenadiazoles: Synthesis, Characterization, and Quantification of Intracellular Lipid Droplets and Multicellular Model Staining.
Medeiros, Ingryd R; Corrêa, José R; Barbosa, Ana L A; Krüger, Roberta; Balaguez, Renata A; Lopes, Thiago O; de Oliveira, Heibbe C B; Alves, Diego; Neto, Brenno A D.
Afiliação
  • Medeiros IR; Laboratory of Medicinal and Technological Chemistry, University of Brasília (IQ-UnB), Campus Universita'rio Darcy Ribeiro, CEP, Brasília-DF 70904970, Brazil.
  • Corrêa JR; Laboratory of Medicinal and Technological Chemistry, University of Brasília (IQ-UnB), Campus Universita'rio Darcy Ribeiro, CEP, Brasília-DF 70904970, Brazil.
  • Barbosa ALA; Laboratory of Medicinal and Technological Chemistry, University of Brasília (IQ-UnB), Campus Universita'rio Darcy Ribeiro, CEP, Brasília-DF 70904970, Brazil.
  • Krüger R; LASOL-CCQFA, Federal University of Pelotas (UFPel), Pelotas, RS 96010-610, Brazil.
  • Balaguez RA; LASOL-CCQFA, Federal University of Pelotas (UFPel), Pelotas, RS 96010-610, Brazil.
  • Lopes TO; Laboratory of Medicinal and Technological Chemistry, University of Brasília (IQ-UnB), Campus Universita'rio Darcy Ribeiro, CEP, Brasília-DF 70904970, Brazil.
  • de Oliveira HCB; Laboratory of Medicinal and Technological Chemistry, University of Brasília (IQ-UnB), Campus Universita'rio Darcy Ribeiro, CEP, Brasília-DF 70904970, Brazil.
  • Alves D; Laboratório de Estrutura Eletrônica e Dinâmica Molecular (LEEDMOL), Instituto de Química, Universidade Federal de Goiás, Goiânia 74690-900, Brazil.
  • Neto BAD; LASOL-CCQFA, Federal University of Pelotas (UFPel), Pelotas, RS 96010-610, Brazil.
J Org Chem ; 85(16): 10561-10573, 2020 08 21.
Article em En | MEDLINE | ID: mdl-32806092
In this work, we described the synthesis of 10 new fluorescent 2,1,3-benzoselenadiazole small-molecule derivatives and their chemical- and photocharacterizations. The new derivatives could, for the first time, be successfully applied as selective live cell imaging probes (at nanomolar concentrations) and stained lipid-based structures preferentially. Density functional theory (DFT) calculations were used to help in understanding the photophysical data and the intramolecular charge-transfer (ICT) processes of the synthesized dyes. Some derivatives showed impressive cellular responses, allowing them to be tested as probes in a complex multicellular model (i.e., Caenorhabditis elegans). When compared with the commercially available dye, the new fluorescent compounds showed far better results both at the cellular level and inside the live worm. Inside the multicellular complex model, the tested probes also showed selectivity, a feature not observed when the commercial dye was used to carry out the bioimaging experiments.
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Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Assunto principal: Gotículas Lipídicas / Corantes Fluorescentes Idioma: En Revista: J Org Chem Ano de publicação: 2020 Tipo de documento: Article País de afiliação: Brasil País de publicação: Estados Unidos
Texto completo
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Imprimir
XML
PubMed Links
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Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Assunto principal: Gotículas Lipídicas / Corantes Fluorescentes Idioma: En Revista: J Org Chem Ano de publicação: 2020 Tipo de documento: Article País de afiliação: Brasil País de publicação: Estados Unidos