10.1039/c9cc05153h
The study focuses on the controlled release of hydrogen sulfide (H2S), an endogenous signaling molecule with antioxidant properties that can ameliorate dopaminergic neuronal degeneration, particularly in Parkinson's disease models. The researchers designed and synthesized novel peptide constructs that self-assemble into nanostructures in aqueous medium and release H2S in a controlled manner. The chemicals used in the study include 2-(2-methoxy-4-(5-thioxo-5H-1,2-dithiol-3-yl)phenoxy)acetic acid (ADT-COOH), which contains an H2S-releasing dithiolethione (DTT) moiety, and aromatic dipeptides such as Phe-Phe, Dopa-Phe, and Trp-Trp. These peptides were conjugated with ADT-COOH to form conjugates I, II, and III, respectively. The purpose of these chemicals was to create peptide-based self-assembled structures that could serve as delivery systems for H2S, with the aim of reducing oxidative stress and increasing dopamine levels in transgenic Caenorhabditis elegans (C. elegans), a model organism used to study human diseases. The study demonstrated that these conjugates could significantly reduce ROS-induced oxidative stress and enhance dopamine levels, with conjugate III showing the most promising effects.
10.1016/S0040-4039(00)87249-4
The research focuses on the radical deoxygenation of tertiary alcohols using thioformates and tributyl tin hydride. The purpose of this study was to develop a method that could smoothly reduce thioformates of tertiary alcohols to their corresponding hydrocarbons through a radical chain reaction, which is particularly useful for complex molecules and avoids the risk of altering the configuration at neighboring β-centers that can occur with traditional methods. The researchers found that using thioformates as precursors to the target compounds provided the correct balance of thermal stability and ease of reductive elimination. Key chemicals used in the process included isonitriles, p-methoxyphenylisocyanide, hydrogen sulfide (H2S), and tributyl tin hydride. The study concluded that the thioformate of tertiary alcohols could be effectively reduced to saturated hydrocarbons with good yields, thus providing a promising approach for radical deoxygenation of tertiary alcohols.
10.1055/s-1984-31030
The research focuses on the development of a new and efficient synthesis method for monothiodiacylamines, which are valuable as reaction intermediates in the field of infectious and neoplastic diseases research. The study extends the reaction of N-acyl-N,N-dimethylamidines with nucleophiles to synthesize monothiodiacylamines, offering a more general and efficient approach compared to the four previously reported methods in the literature. The chemicals used in this process include amides, N,N-dimethylformamide dimethyl acetal, and hydrogen sulfide in acetic acid. The researchers successfully prepared N2-Acyl-N1,N'-dimethylamidines in excellent yields and then reacted them with hydrogen sulfide to obtain monothiodiacylamines in high yields (21-97%). The study concludes that their method provides a superior route for synthesizing monothiodiacylamines, which are important for further chemical transformations and pharmaceutical applications.
10.1039/jr9530004089
The study investigates the reaction of hydrogen sulphide and formaldehyde with aromatic amines such as aniline and p-toluidine. The researchers found that these amines can condense with hydrogen sulphide and formaldehyde to form various compounds, including tetrahydrothiadiazines, thia-azetidines, and dihydrodithiazines. The specific products formed depend on the proportions of the reactants used. For instance, when 1 mol of hydrogen sulphide in aqueous-ethanolic formaldehyde is condensed with 2 mols of the amine, tetrahydrothiadiazines are obtained. However, when 2 mols of hydrogen sulphide are condensed with 1 mol of amine, mixtures of thia-azetidines and dihydrodithiazines are produced. The study also notes that all the cyclic products rapidly decompose to trithioformaldehyde and the amine hydrochloride when heated with hydrochloric acid.
10.1039/jr9480001919
The study by Goldberg and Kelly investigates the reactions of 2-phenyl-A2-oxazoline and benzoylethyleneimine with hydrogen sulphide, aiming to synthesize compounds containing the fused thiazolidine-butyroazlactone ring system for potential use as bacterial inhibitors. 2-Phenyl-A2-oxazoline reacts with hydrogen sulphide to yield N-(2-hydroxyethyl)thiobenzamide, while benzoylethyleneimine reacts to form 2-benzamidoethylthiol. The research explores the thermal isomerisation of benzoylethyleneimine to 2-phenyl-A2-oxazoline and examines the stability of these heterocycles towards additive reagents. The study also attempts to synthesize compounds containing the fused thiazolidine-butyroazlactone ring system by converting benzeneazoacetoacetyl chloride into the corresponding ethyleneimide and reacting it with hydrogen sulphide, resulting in a ketotetrahydro-1:4-thiazine. The findings provide insights into the reactivity and stability of these compounds, contributing to the understanding of their potential applications in the development of bacterial inhibitors.
10.1021/jo00301a025
The research aimed to develop a new synthetic route to the previously unattainable 2-arylpyrido[2,3-b][1,5]thiazepin-4(5H)-ones, which are significant due to their biological activity and potential use in pharmaceuticals as antidepressants, coronary vasodilators, and antiulcer agents. The study successfully synthesized these compounds by treating the anion of 2-chloro-3-(N-methylacetamido)- and -3-acetamidopyridine with appropriate O-ethyl thiocarboxylates. The process involved the use of various aromatic and heteroaromatic carboximidic acid esters, nitriles, and hydrogen sulfide to prepare the O-ethyl thiocarboxylates, which were then reacted with the anion of 2-chloro-3-(N-methylacetamido)pyridine. The conclusions of the research highlighted the versatility of aromatic thiocarboxylates in the elaboration of five-, six-, and seven-membered rings, and the method provided a convenient and effective synthetic route to the barely accessible 2-arylpyrido[2,3-b][1,5]thiazepin-4(5H)-ones, with good yields of pyrido[2,3-b]thiazepinones with various aryl substituents at position 2.