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Photophysical properties of betalainic metal complexes

Grant number: 14/10563-5
Support Opportunities:Scholarships in Brazil - Doctorate (Direct)
Effective date (Start): September 01, 2014
Effective date (End): March 31, 2018
Field of knowledge:Physical Sciences and Mathematics - Chemistry - Organic Chemistry
Principal Investigator:Erick Leite Bastos
Grantee:Barbara Coelho de Freitas Dörr
Host Institution: Instituto de Química (IQ). Universidade de São Paulo (USP). São Paulo , SP, Brazil

Abstract

Betalains are vacuolar plant pigments that interact selectively with cell membranes and show biological activity. These pigments are produced by the spontanous aldiminic coupling of amines and betalamic acid, an unstable and fluorogenic ±,²-unsaturated aldehyde. Obtaining of this precursor allows the semi-sinthesis, i.e., the partial synthesis, of natural and artificial betalaines, allowing the study as well as the application of these pigments. For example, a weakly fluorescent semisynthetic betalaine has been developed for the in vitro staining of red blood cells infected with Plasmodium falciparum, the malaria-causing parasite in humans. Furthermore, in the presence of europium chloride, betanin (the main betalain of the reed beet) is converted to an orange complex, which has been used to quantify Bacillus anthracis spores. This project proposes to expand the application of betalains by developing new semi-synthetic devivatives able to bind metal ions (Zn (II) , Eu (III) , Tb (III) , Dy (III) and Gd (III)). The properties of the complexes formed will be investigated and the application of this chiral ans water-soluble ligands will be prospected. (AU)

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Scientific publications
(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)
REIS, JOEL S.; FERNANDES, ARTHUR B.; FREITAS-DORR, BARBARA C.; BASTOS, ERICK L.; STEFANI, HELIO A.. Oxazoline as acceptor moiety for excited-state intramolecular proton transfer. Tetrahedron, v. 74, n. 48, p. 6866-6872, . (14/22136-4, 15/25629-4, 14/10563-5, 17/24821-4, 16/02392-1, 16/21445-9)
FREITAS-DORR, B. C.; MACHADO, C. O.; PINHEIRO, A. C.; FERNANDES, A. B.; DORR, F. A.; PINTO, E.; LOPES-FERREIRA, M.; ABDELLAH, M.; SA, J.; RUSSO, L. C.; et al. A metal-free blue chromophore derived from plant pigments. SCIENCE ADVANCES, v. 6, n. 14, . (18/25842-8, 14/10563-5, 16/21445-9, 15/25629-4, 14/22136-4, 19/06391-8, 15/24760-0, 15/18474-4)
Academic Publications
(References retrieved automatically from State of São Paulo Research Institutions)
DÖRR, Barbara Coelho de Freitas. BeetBlue: semi-synthesis and spectroscopic properties of a bioinspired chiral polimethyne dye. 2018. Doctoral Thesis - Universidade de São Paulo (USP). Conjunto das Químicas (IQ e FCF) (CQ/DBDCQ) São Paulo.

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