Novel sulfamides and sulfamates derived from amino esters: Synthetic studies and anticonvulsant activity

Villalba, María Luisa; Enrique, Andrea; Higgs, Josefina; Castaño, Rocío; Goicoechea, Sofía; Taborda, Facundo D.; Gavernet, Luciana; Lick, Ileana Daniela; Marder, Mariel; Blanch, Luis Enrique Bruno

doi:10.1016/j.ejphar.2016.02.001

Cited by 23 publications

(22 citation statements)

References 22 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The characteristic peak at 1504 cm −1 corresponded to the stretching vibration adsorption peak of –N=N– in the azo dyes [30], and the characteristic peaks at about 1313 and 1125 cm −1 corresponded to the S=O asymmetric and symmetric stretching vibrations adsorption peak in the –SO 2 NH– group that formed between the azo dyes and OMCS [31]. Thus, the FT-IR analysis results illustrated that the two edible colorants, SY and AR, were successfully grafted onto OMCS.…”

Section: Resultsmentioning

confidence: 99%

A Novel Preparation Method of Two Polymer Dyes with Low Cytotoxicity

Zhang

Cui

et al. 2017

Materials

View full text Add to dashboard Cite

A new preparation method of polymer dyes was developed to improve both the grafting degree of the azo dyes onto O-carboxymethyl chitosan (OMCS) and the water solubility of prepared polymer dyes. Firstly, the coupling compound of two azo edible colorants, sunset yellow (SY) and allura red (AR), was grafted onto OMCS, and then coupled with their diazonium salt. The chemical structure of prepared polymer dyes was determined by Fourier transform-infrared spectroscopy and 1H-NMR, and the results showed that the two azo dyes were successfully grafted onto OMCS. The grafting degree onto OMCS and the water solubility of polymer dyes were tested, and the results showed that they were both improved as expected. The UV-vis spectra analysis results showed that the prepared polymer dyes showed similar color performance with the original azo dyes. Eventually, the cytotoxicity of prepared polymer dyes was tested and compared with the original azo dyes by a cytotoxicity test on human liver cell lines LO2, and the results showed that their grafting onto OMCS significantly reduced the cytotoxicity.

show abstract

Section: Resultsmentioning

confidence: 99%

A Novel Preparation Method of Two Polymer Dyes with Low Cytotoxicity

Zhang

Cui

et al. 2017

Materials

View full text Add to dashboard Cite

show abstract

“…The previously described docking protocol was selected to screen an inhouse library of 255 compounds (Table S2). Some of these compounds were synthesised in our lab [44][45][46] , whilst others were commercial compounds like the artificial sweeteners cyclamate and acesulphame. Among top scoring hits, 10 structures were selected for biological evaluation.…”

Section: Virtual Screeningmentioning

confidence: 99%

“…Among top scoring hits, 10 structures were selected for biological evaluation. All the candidates were tested before as human CA II inhibitors and they showed poor inhibitory potency in this mammalian isoform [46][47][48] . As previously mentioned, CA II is ubiquitous in humans and it was considered as an antitarget in this investigation, since we are looking for selective inhibitors of the parasite isoform.…”

Section: Virtual Screeningmentioning

confidence: 99%

A structure-based approach towards the identification of novel antichagasic compounds: Trypanosoma cruzi carbonic anhydrase inhibitors

Llanos

Sbaraglini

Villalba

et al. 2019

Journal of Enzyme Inhibition and Medicinal Chemistry

Self Cite

View full text Add to dashboard Cite

Trypanosoma cruzi carbonic anhydrase (TcCA) has recently emerged as an interesting target for the design of new compounds to treat Chagas disease. In this study we report the results of a structure-based virtual screening campaign to identify novel and selective TcCA inhibitors. The combination of properly validated computational methodologies such as comparative modelling, molecular dynamics and docking simulations allowed us to find high potency hits, with KI values in the nanomolar range. The compounds also showed trypanocidal effects against T. cruzi epimastigotes and trypomastigotes. All the candidates are selective for inhibiting TcCA over the human isoform CA II, which is encouraging in terms of possible therapeutic safety and efficacy.

show abstract

“…β-Amino acid ester derivatives have been widely found in biologically active molecules, many of which possess useful biological activities (e.g., anticancer, antiviral, antibacterial, antifungal, antipsychotics) [1][2][3][4][5][6]. β-Amino acid esters have also been used to construct peptidomimetic oligomers, which are of high interest in medicinal chemistry [7,8].…”

Section: Introductionmentioning

confidence: 99%

Continuous-Flow Synthesis of β-Amino Acid Esters by Lipase-Catalyzed Michael Addition of Aromatic Amines

Long

Xue

et al. 2020

Catalysts

View full text Add to dashboard Cite

A continuous-flow procedure for the synthesis of β-amino acid esters has been developed via lipase-catalyzed Michael reaction of various aromatic amines with acrylates. Lipase TL IM from Thermomyces lanuginosus was first used to catalyze Michael addition reaction of aromatic amines. Compared with other methods, the salient features of this work include green reaction conditions (methanol as reaction medium), short residence time (30 min), readily available catalyst and a reaction process that is easy to control. This enzymatic synthesis of β-amino acid esters performed in continuous-flow microreactors is an innovation that provides a new strategy for the fast biotransformation of β-amino acid esters.

show abstract

Novel sulfamides and sulfamates derived from amino esters: Synthetic studies and anticonvulsant activity

Cited by 23 publications

References 22 publications

A Novel Preparation Method of Two Polymer Dyes with Low Cytotoxicity

A Novel Preparation Method of Two Polymer Dyes with Low Cytotoxicity

A structure-based approach towards the identification of novel antichagasic compounds: Trypanosoma cruzi carbonic anhydrase inhibitors

Continuous-Flow Synthesis of β-Amino Acid Esters by Lipase-Catalyzed Michael Addition of Aromatic Amines

Contact Info

Product

Resources

About