25436-37-7Relevant academic research and scientific papers
Stereoselective synthesis of nicotinamide β-riboside and nucleoside analogs
Franchetti, Palmarisa,Pasqualini, Michela,Petrelli, Riccardo,Ricciutelli, Massimo,Vita, Patrizia,Cappellacci, Loredana
, p. 4655 - 4658 (2004)
A stereoselective synthesis of β-anomers of nicotinamide riboside (NAR), its deamidated analog (NaR), and of a nicotinamide C-methylated riboside derivative (NA3′-C-MeR) was developed. The β-anomers of N-ribofuranosylnicotine-3-carboxamide (β-NAR) and its nicotinic acid analog (β-NaR) were obtained by stereoselective synthesis via glycosylation of the presilylated bases under Vorbruggen's protocol. A NAR analog, methylated in position 3 of the ribosylic moiety, is also reported.
Scalable syntheses of traceable ribosylated NAD+ precursors
Makarov,Harris,Rodrigues,Migaud
supporting information, p. 8716 - 8720 (2019/10/16)
Nicotinamide adenine dinucleotide, NAD+, is an essential cofactor and substrate for many cellular enzymes. Its sustained intracellular levels have been linked to improved physiological end points in a range of metabolic diseases. Biosynthetic precursors to NAD+ include nicotinic acid, nicotinamide, the ribosylated parents and the phosphorylated form of the ribosylated parents. By combining solvent-assisted mechanochemistry and sealed reaction conditions, access to the ribosylated NAD+ precursors and to the isotopologues of NAD+ precursors was achieved in high yields and levels of purity. The latter is critical as it offers means to better trace biosynthetic pathways to NAD+, investigate the multifaceted roles of the intracellular NAD+ pools, and better exploit NAD+ biology.
NICOTINIC ACID RIBOSIDE OR NICOTINAMIDE RIBOSIDE COMPOSITIONS, REDUCED DERIVATIVES THEREOF, AND THE USE THEREOF TO ENHANCE SKIN PERMEATION IN TREATING SKIN CONDITIONS
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Paragraph 0141; 0142, (2016/10/11)
Derivatives of nicotinic acid riboside (NAR), nicotinamide riboside (NR), and reduced NAR and NR, including 1-(2′,3′,5′-triacetyl-beta-D-ribofuranosyl)-1,4-dihydronicotinic acid (4a), and compositions containing the same and/or reduced derivative forms of nicotinamide riboside including 1-(2′,3′,5′-triacetyl-beta-D-ribofuranosyl)-1,4-nicotinamide (2), are provided for use in the care of treatment of skin and skin conditions. In some embodiments, the invention relates to pharmaceutical compositions and cosmetic compositions containing one or more NR, NAR, NRH, or NARH derivatives, or prodrugs or salts thereof. In further embodiments, the invention relates to methods of using one or more NR, NAR, NRH, or NARH derivatives, or prodrugs, solvates, or salts thereof, to promote the increase of intracellular levels of nicotinamide adenine dinucleotide (NAD+) in cells and tissues for improving cell and tissue survival and overall cell and tissue health.
Synthesis of trimethylsilyl carboxylates by HMDS under solvent-free conditions
Jereb, Marjan,Lakner, Janja
, p. 5713 - 5723 (2016/08/23)
A broad set of structurally different carboxylic acids were transformed into their trimethylsilyl esters with HMDS in a practically completely solvent-free process, while a catalytic amount of iodine was required in some cases. The process has several advantages over the known methods: untreated reactants, air atmosphere, mild and neutral conditions, no evolution of hydrogen halide, no need of an additional base, low amount of waste, completely without chromatography, low consumption of energy, and operational simplicity.
IPSO SUBSTITUTION OF HETEROCYCLIC TRIMETHYLSILYL CARBOXYLATES BY CARBON ELECTROPHILES
Effenberger, Franz,Koenig, Joachim
, p. 3281 - 3288 (2007/10/02)
Trimethylsilyl esters 1 of heterocyclic carboxylic acids having the ester group in the α-position to an azine nitrogen atom react with aldehydes or ketones through ipso substitution of the ester group to give (trimethylsiloxy)-alkyl-substituted heterocyclic products in good yields.
