61471-39-4Relevant academic research and scientific papers
Insights about resveratrol analogs against trypanothione reductase of Leishmania braziliensis: Molecular modeling, computational docking and in vitro antileishmanial studies
da Silva, Adilson D.,dos Santos, Juliana A.,Machado, Patrícia A.,Alves, Lara A.,Laque, Larissa C.,de Souza, Vinícius C.,Coimbra, Elaine S.,Capriles, Priscila V. S. Z.
, p. 2960 - 2969 (2019/01/04)
In this work, we combined molecular modeling, computational docking and in vitro analysis to explore the antileishmanial effect of some resveratrol analogs (ResAn), focusing on their pro-oxidant effect. The molecular target was the trypanothione reductase
In vitro and in vivo anti-inflammatory properties of imine resveratrol analogues
Zimmermann-Franco, Danielle Cristina,Esteves, Bruna,Lacerda, Leticia Moroni,Souza, Isabela de Oliveira,Santos, Juliana Alves dos,Pinto, Nícolas de Castro Campos,Scio, Elita,da Silva, Adilson David,Macedo, Gilson Costa
, p. 4898 - 4906 (2018/09/11)
Resveratrol is a natural polyphenol found mainly on red grapes and in red wine, pointed as an important anti-inflammatory/immunomodulatory molecule. However, its bioavailability problems have limited its use encouraging the search for new alternatives agents. Thus, in this study, we synthetize 12 resveratrol analogues (6 imines, 1 thioimine and 5 hydrazones) and investigated its cytotoxicity, antioxidant activity and in vitro anti-inflammatory/immunomodulatory properties. The most promising compounds were also evaluated in vivo. The results showed that imines presented less cytotoxicity, were more effective than resveratrol on DPPH scavenger and exhibited an anti-inflammatory profile. Among them, the imines with a radical in the para position, on the ring B, not engaged in an intramolecular hydrogen-interaction, showed more prominent anti-inflammatory activity modulating, in vivo, the edema formation, the inflammatory infiltration and cytokine levels. An immunomodulatory activity also was observed in these molecules. Thus, our results suggest that imines with these characteristics presents potential to control inflammatory disorders.
Efficient Method for Aromatic-Aldehyde Oxidation by Cleavage of Their Hydrazones Catalysed by Trimethylsilanolate
Burglova, Kristyna,Okorochenkov, Sergei,Budesinsky, Milos,Hlavac, Jan
, p. 389 - 396 (2017/01/24)
The reactions of hydrazones, derived from various aromatic aldehydes bound to Rink resin and hydrazines, with trimethylsilanolate have been studied. In this process, the aldehydes were oxidized to the corresponding carboxylic acids. The reaction was also tested with success in solution, with various aromatic aldehydes easily being oxidized in one pot via hydrazone formation and trimethylsilanolate treatment. A mechanism for the hydrazone cleavage is proposed. The reaction may be used as an alternative method for aldehyde oxidation with the selectivity complementary to that of currently used reactions.
Fast hydrazone reactants: Electronic and acid/base effects strongly influence rate at biological pH
Kool, Eric T.,Park, Do-Hyoung,Crisalli, Pete
supporting information, p. 17663 - 17666 (2014/01/06)
Kinetics studies with structurally varied aldehydes and ketones in aqueous buffer at pH 7.4 reveal that carbonyl compounds with neighboring acid/base groups form hydrazones at accelerated rates. Similarly, tests of a hydrazine with a neighboring carboxylic acid group show that it also reacts at an accelerated rate. Rate constants for the fastest carbonyl/hydrazine combinations are 2-20 M-1 s-1, which is faster than recent strain-promoted cycloaddition reactions.
