4 research outputs found
Preferential Mitochondrial Localization of a Goniothalamin Fluorescent Derivative
A fluorescent
2,1,3-benzothiadiazole-containing goniothalamin derivative,
BTD−GTN (<b>1</b>), has been synthesized and successfully
tested in bioimaging experiments in live cells. The fluorescent compound
proved to be capable of transposing the cell membranes, indicating
its subcellular localization. The use of the benzothiadiazole core
as the fluorophore revealed the favored localization of the GTN analogue <b>1</b> in the cytoplasm of live cells, preferentially in the mitochondria,
in line with previous results that indicated the loss of mitochondrial
transmembrane potential upon treatment with GTN. The results described
herein highlight the potential of the BTD–GTN hybrid structures
for future studies regarding the cellular mechanism of action of this
family of compounds
From Live Cells to Caenorhabditis elegans: Selective Staining and Quantification of Lipid Structures Using a Fluorescent Hybrid Benzothiadiazole Derivative
The current article
describes the synthesis, characterization,
and application of a designed hybrid fluorescent BTD–coumarin
(2,1,3-benzothiadiazole-coumarin) derivative (named <b>BTD-Lip</b>). The use of <b>BTD-Lip</b> for live-cells staining showed
excellent results, and lipid droplets (LDs) could be selectively stained.
When compared with the commercially available dye (BODIPY) for LD
staining, it was noted that the designed hybrid fluorescence was capable
of staining a considerable larger number of LDs in both live and fixed
cells (ca. 40% more). The new dye was also tested on live Caenorhabditis elegans (complex model) and showed
an impressive selectivity inside the worm, whereas the commercial
dye showed no selectivity in the complex model
Heteropolyacid-Containing Ionic Liquid-Catalyzed Multicomponent Synthesis of Bridgehead Nitrogen Heterocycles: Mechanisms and Mitochondrial Staining
The
current manuscript describes the use of a heteropolyacid-containing
task-specific ionic liquid, supported in imidazolium-based ionic liquids,
as the catalyst for an efficient multicomponent synthesis of hexahydroimidazo[1,2-α]pyridine
derivatives. The reactions conditions were fully optimized, and the
bridgehead nitrogen heterocycle derivatives could be obtained in just
1 h exclusively as a single isomer (<i>trans</i>). Single
crystal X-ray analysis confirmed the <i>trans</i> derivative
as the only isomer. The mechanism of the reaction was investigated
by ESI(+)-MS(/MS), and the use of the elegant charge-tag strategy
allowed a catalytic cycle to be proposed for the current transformation
and revealed the possibility of at least two reaction pathways. One
derivative bearing a coumarin scaffold was synthesized, and its fluorescent
properties allowed it to be tested as a probe for live-cell imaging
experiments with a preference for mitochondria
Heteropolyacid-Containing Ionic Liquid-Catalyzed Multicomponent Synthesis of Bridgehead Nitrogen Heterocycles: Mechanisms and Mitochondrial Staining
The
current manuscript describes the use of a heteropolyacid-containing
task-specific ionic liquid, supported in imidazolium-based ionic liquids,
as the catalyst for an efficient multicomponent synthesis of hexahydroimidazo[1,2-α]pyridine
derivatives. The reactions conditions were fully optimized, and the
bridgehead nitrogen heterocycle derivatives could be obtained in just
1 h exclusively as a single isomer (<i>trans</i>). Single
crystal X-ray analysis confirmed the <i>trans</i> derivative
as the only isomer. The mechanism of the reaction was investigated
by ESI(+)-MS(/MS), and the use of the elegant charge-tag strategy
allowed a catalytic cycle to be proposed for the current transformation
and revealed the possibility of at least two reaction pathways. One
derivative bearing a coumarin scaffold was synthesized, and its fluorescent
properties allowed it to be tested as a probe for live-cell imaging
experiments with a preference for mitochondria