Flow chemistry-based syntheses of deuterium-labeled analogs of important antidiabetic chalcones were achieved via highly controlled partial C≡C bond deuteration of the corresponding 1,3-diphenylalkynones. The benefits of a scalable continuous process in combination with on-demand electrolytic D2 gas generation were exploited to suppress undesired over-reactions and to maximize reaction rates si...

Background: Although advances in cancer therapy continue to develop, the overall survival rate is poor for some cancer cases. The search for a new adjuvant strategy is the focus of cancer treatment. There is some evidence suggesting a change in the mechanism of cell function by a change in the content of deuterium in the medium. So, the aim of this study was to investigate the ...

Specific deuterated reference compounds were prepared to probe the stereoselectivity of the reductive ring opening of carbohydrate-based benzylidene-type acetals. AlD(3) revealed a retentive stereoselectivity probably through the rare S(N)i (internal nucleophilic substitution) mechanism. An S(N)1-like mechanism occurs in the acid-promoted regioselective BD(3)·THF- or Et(3)SiD-reductive ring ope...

The utilization of deuteroacetate for the synthesis of ergosterol in an acetateless Neurospora mutant has been described in an earlier paper (1). In this work it was demonstrated that at least 25 per cent of the hydrogen atoms of ergosterol is derived directly from acetate. Since the use of deuterium as a tracer necessarily involves errors of unknown magnitude due to the lability of deuterium a...

Deuterium- and tritium-labeled pharmaceutical compounds are pivotal diagnostic tools in drug discovery research, providing vital information about the biological fate of drugs and drug metabolites. Herein we demonstrate that a photoredox-mediated hydrogen atom transfer protocol can efficiently and selectively install deuterium (D) and tritium (T) at α-amino sp3 carbon-hydrogen bonds in a single...

Polycyclic aromatic hydrocarbons (PAHs) in water ice were exposed to ultraviolet (UV) radiation under astrophysical conditions, and the products were analyzed by infrared spectroscopy and mass spectrometry. Peripheral carbon atoms were oxidized, producing aromatic alcohols, ketones, and ethers, and reduced, producing partially hydrogenated aromatic hydrocarbons, molecules that account for the i...

An investigation of the metabolic behavior of dimethyland monomethylaminoethanol was undertaken as a further study of members of the general class of N-methyl compounds. l It was hoped, however, that in the study of these particular compounds some clue might be uncovered as to the mechanism by which choline is synthesized and degraded in the course of participating in transmethylation reactions...