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Synthesis, characterization and applications of BODIPY fluorophores.

Grant number: 11/23342-9
Support type:Scholarships in Brazil - Doctorate
Effective date (Start): April 01, 2012
Effective date (End): March 31, 2016
Field of knowledge:Health Sciences - Pharmacy
Principal researcher:Flavio da Silva Emery
Grantee:Lucas Cunha Dias de Rezende
Home Institution: Faculdade de Ciências Farmacêuticas de Ribeirão Preto (FCFRP). Universidade de São Paulo (USP). Ribeirão Preto , SP, Brazil
Associated scholarship(s):13/24408-9 - Chemical modification of BODIPY fluorophores aiming at structural and photophysical diversity for the development of novel fluorescent probes, BE.EP.DR


The topical and transdermal drug administration are methods that, in general, avoid patient discomfort and undesirable effects, so several studies in the area of pharmaceutical technology aimed at developing new technologies that increase the effectiveness of topical and transdermal dosage forms, spreading the use of these methods of administration. The use of confocal microscopy in studies on the mechanisms of drug penetration in such dosage forms and on the methods that facilitate this process can provide valuable information. In this study we propose the synthesis of a series of unpublished fluorophore compounds with the boron-dipyrromethene (BODIPY) core with potential application by research groups in pharmaceutical technology area. In partnership with research groups in the area we outlined some BODIPY derivatives so that this project aimed to: synthesize a series of chemically novel BODIPY-derived fluorophores, to evaluate its ability to act as marker for different regions of the skin, and also couple some of these fluorescent compounds with dendrimers to evaluate their application in ocular pharmaceutical formulations.

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Scientific publications (8)
(References retrieved automatically from Web of Science and SciELO through information on FAPESP grants and their corresponding numbers as mentioned in the publications by the authors)
AMORIM, VANESSA G.; MELO, SHAIANI M. G.; LEITE, RUAN F.; COUTINHO, PAULO ARTHUR; DA SILVA, SARAH M. P.; DA SILVA, ANDRE R.; AMORIM, FERNANDA G.; PIRES, RITA G. W.; COITINHO, JULIANA B.; EMERY, FLAVIO S.; REZENDE, LUCAS C. D. Synthesis and characterization of two novel red-shifted isothiocyanate BODIPYs and their application in protein conjugation. DYES AND PIGMENTS, v. 182, NOV 2020. Web of Science Citations: 0.
GIL DE MELO, SHAIANI MARIA; DIAS DE REZENDE, LUCAS CUNHA; PETRILLI, RAQUEL; VIANNA LOPEZ, RENATA FONSECA; GOULART, MARILIA O. F.; EMERY, FLAVIO DA SILVA. Nitrosation of BODIPY dyes and their applications in the development of thiol sensors. DYES AND PIGMENTS, v. 173, FEB 2020. Web of Science Citations: 1.
MACHADO, LUANA A.; DE SOUZ, MARCOS C.; DA SILVA, CAROLINE M.; YONEDA, JULLIANE; DE REZENDE, LUCAS C. D.; EMERY, FLAVIO S.; DE SIMONE, CARLOS A.; DA SILVA JUNIOR, EUFRANIO N.; PEDROSA, LEANDRO F. On the synthesis, optical and computational studies of novel BODIPY-based phosphoramidate fluorescent dyes. JOURNAL OF FLUORINE CHEMISTRY, v. 220, p. 9-15, APR 2019. Web of Science Citations: 0.
REZENDE, LUCAS C. D.; MELO, SHAIANI M. G.; BOODTS, STIJN; VERBELEN, BRAM; EMERY, FLAVIO S.; DEHAEN, WIM. Thiocyanation of 3-substituted and 3,5-disubstituted BODIPYs and its application for the synthesis of new fluorescent sensors. DYES AND PIGMENTS, v. 154, p. 155-163, JUL 2018. Web of Science Citations: 7.
SILVA JUNIOR, P. E.; REZENDE, L. C. D.; GIMENES, JULIA POSSAMAI; MALTAROLLO, VINICIUS GONCALVES; DALE, JAMES; TROSSINI, G. H. G.; EMERY, F. S.; GANESAN, A. Synthesis of two `heteroaromatic rings of the future' for applications in medicinal chemistry. RSC ADVANCES, v. 6, n. 27, p. 22777-22780, 2016. Web of Science Citations: 2.
REZENDE, LUCAS C. D.; EMERY, FLAVIO S. Fluorescence Quenching of Two meso-Substituted Tetramethyl BODIPY Dyes by Fe(III) Cation. Journal of the Brazilian Chemical Society, v. 26, n. 5, p. 1048-1053, MAY 2015. Web of Science Citations: 3.
DIAS DE REZENDE, LUCAS CUNHA; GIL DE MELO, SHAIANI MARIA; BOODTS, STIJN; VERBELEN, BRAM; DEHAEN, WIM; EMERY, FLAVIO DA SILVA. Thiocyanation of BODIPY dyes and their conversion to thioalkylated derivatives. ORGANIC & BIOMOLECULAR CHEMISTRY, v. 13, n. 21, p. 6031-6038, 2015. Web of Science Citations: 5.
DIAS DE REZENDE, LUCAS CUNHA; VAIDERGORN, MIGUEL MENEZES; BIAZZOTTO MORAES, JULIANA CRISTINA; EMERY, FLAVIO DA SILVA. Synthesis, Photophysical Properties and Solvatochromism of Meso-Substituted Tetramethyl BODIPY Dyes. Journal of Fluorescence, v. 24, n. 1, p. 257-266, JAN 2014. Web of Science Citations: 20.
Academic Publications
(References retrieved automatically from State of São Paulo Research Institutions)
REZENDE, Lucas Cunha Dias de. Synthesis, characterization and applications of BODIPY-derived fluorophores. 2016. Doctoral Thesis - Universidade de São Paulo (USP). Faculdade de Ciências Farmacêuticas de Ribeirão Preto Ribeirão Preto.

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