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1.
J Org Chem ; 88(15): 10508-10524, 2023 Aug 04.
Article in English | MEDLINE | ID: mdl-37459446

ABSTRACT

A chemoselective strategy toward a variety of fused heterocyclic scaffolds relying on a three-component condensation of heterocyclic ketene aminals (HKAs) or corresponding thioaminals with aryl glyoxals and cyclic 1,3-dicarbonyl compounds has been developed and explored. Depending on the applied combination of substrates, the strategy can be tuned to provide straightforward access to imidazo[1,2-a]quinoline, pyrrolo[1,2-a]imidazole, and pyrrolo[2,1-b]thiazole frameworks.

2.
Nanomedicine ; 29: 102284, 2020 10.
Article in English | MEDLINE | ID: mdl-32781136

ABSTRACT

This article presents data on the synthesis, identification, computer simulation and biocompatibility of graphene oxide (GO) functionalized with L-cysteine (GFC). It was determined that GO reacts with L-cysteine in two different ways: in an alkaline medium, L-cysteine reduces functional groups on the surface and at the boundaries of GO; with heating and the use of thionyl chloride, L-cysteine covalently attaches to GO through carboxylic groups only at the boundaries. The identification of GO, reduced graphene oxide and GFC was performed using various physicochemical methods, including infrared spectroscopy, Raman spectroscopy, X-ray diffraction, X-ray photoelectron spectroscopy, thermogravimetric analysis, scanning electron microscopy and high-resolution transmission electron microscopy. Biocompatibility experiments included erythrocyte hemolysis, platelet aggregation, photodynamic and antiradical activity, binding to human serum albumin, and geno- and cytotoxicity studies. Applying density functional theory and molecular dynamics allowed us to obtain the structural and dynamic characteristics of a GFC-water binary system.


Subject(s)
Biocompatible Materials/chemistry , Cysteine/chemistry , Erythrocytes/drug effects , Graphite/chemistry , Biocompatible Materials/chemical synthesis , Biocompatible Materials/pharmacology , Cell Line, Tumor , Cell Survival/drug effects , Cysteine/chemical synthesis , Cysteine/pharmacology , Graphite/chemical synthesis , Graphite/pharmacology , Humans , Microscopy, Electron, Scanning , Spectrum Analysis, Raman , Sulfur Oxides/chemistry , Sulfur Oxides/pharmacology
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