2217-55-2Relevant academic research and scientific papers
Targeted Delivery of Persulfides to the Gut: Effects on the Microbiome
Dillon, Kearsley M.,Morrison, Holly A.,Powell, Chadwick R.,Carrazzone, Ryan J.,Ringel-Scaia, Veronica M.,Winckler, Ethan W.,Council-Troche, R. McAlister,Allen, Irving C.,Matson, John B.
supporting information, p. 6061 - 6067 (2021/02/01)
Persulfides (R?SSH) have been hypothesized as potent redox modulators and signaling compounds. Reported herein is the synthesis, characterization, and in vivo evaluation of a persulfide donor that releases N-acetyl cysteine persulfide (NAC-SSH) in response to the prokaryote-specific enzyme nitroreductase. The donor, termed NDP-NAC, decomposed in response to E. coli nitroreductase, resulting in release of NAC-SSH. NDP-NAC elicited gastroprotective effects in mice that were not observed in animals treated with control compounds incapable of persulfide release or in animals treated with Na2S. NDP-NAC induced these effects by the upregulation of beneficial small- and medium-chain fatty acids and through increasing growth of Turicibacter sanguinis, a beneficial gut bacterium. It also decreased the populations of Synergistales bacteria, opportunistic pathogens implicated in gastrointestinal infections. This study reveals the possibility of maintaining gut health or treating microbiome-related diseases by the targeted delivery of reactive sulfur species.
A novel dual-nano assisted synthesis of symmetrical disulfides from aryl/alkyl halides
Devi, Namita,Hazarika, Sukanya,Gogoi, Prasanta,Barman, Pranjit
supporting information, p. 1927 - 1938 (2018/07/21)
Here, we have reported a novel approach towards dual-nano assisted synthesis of disulfides from coupling of alkyl/aryl halides and sulfur nanoparticles. The indium oxide nanoparticles as catalyst expedite the conversion and sulfur nanoparticle notably enhances the miscibility, providing a faster, high yielding and cost-effective process in ethanol-water system. The method has synthetic advantages in terms of mild reaction framework, catalyst regeneration, and absence of any sulfide or polysulfide linkage as by-product leading to a column free synthesis. A variety of alkyl, aryl and heteroaryl symmetrical disulfides are obtained in good to excellent yields up to exceeding 98%.
Symmetrical disulfide synthesis via nickel-catalysis using potassium sulfide as sulfur source
Soleiman-Beigi, Mohammad,Arzehgar, Zeinab
, p. 1759 - 1763 (2016/09/28)
Abstract: An efficient one-pot method for the synthesis of organic disulfides from aryl and alkyl halides and potassium sulfide has been described. K2S acts as an inexpensive and readily available sulfur source. A variety of symmetric diaryl and dialkyl disulfides was prepared in good to excellent yields using NiCl2·6H2O and acetylacetone as the catalytic system. Graphical abstract: [Figure not available: see fulltext.]
An efficient one-pot method for the direct synthesis of organic disulfides from aryl/alkyl halides in the presence of CuCl using morpholin-4-ium morpholine-4-carbo-dithioate
Soleiman-Beigi, Mohammad,Arzehgar, Zeinab
, p. 395 - 402 (2015/06/22)
A novel and expedient route is described for the one-pot synthesis of symmetric diaryl (dialkyl) disulfides derivatives via morpholin-4-ium morpholine-4-carbo-dithioate and aryl (alkyl) halides reactions in the presence of CuCl in an aqueous solvent system. Morpholin-4-ium morpholine-4-carbo-dithioate used as new solid, stable and easy handle sulfur Sourcage.
A novel nickel-catalyzed domino method for the direct synthesis of symmetrical disulfides using potassium 5-methyl-1,3,4-oxadiazole-2-thiolate as a sulfurating reagent
Soleiman-Beigi, Mohammad,Mohammadi, Fariba
supporting information, p. 911 - 914 (2015/04/27)
A simple, one pot, efficient, and novel protocol has been developed for the direct synthesis of symmetrical organic disulfides using a domino reaction between an aryl/alkyl halide and potassium 5-methyl-1,3,4-oxadiazole-2-thiolate in the presence of NiCl2 as catalyst. A variety of symmetrical aryl/alkyl disulfides can be obtained in moderate to excellent yields (up to 95%).
Ni-Catalyzed Cross-Coupling Reaction: The Direct Synthesis of Symmetrical Disulfanes from Aryl and Primary Alkyl Halides
Soleiman-Beigi, Mohammad,Arzehgar, Zeinab
, p. 355 - 360 (2015/09/22)
A novel Ni-catalyzed cross-coupling reaction is introduced for the direct synthesis of diaryldisulfanes and dialkyldisulfanes from aryl halides and primary alkyl halides at normal atmospheric conditions, respectively. This one-pot and domino protocol utilizes only 10 mol% of NiCl2 as a catalyst and morpholin-4-ium morpholine-4-carbo-dithioate as a new, stable, solid, and odorless sulfurating reagent in the presence of ethylene glycol as a cosolvent and bidentate ligand in dimethyl formamide (DMF) at 130°C with good to excellent yields and relatively short time reaction.
An efficient, one-pot and CuCl-catalyzed route to the synthesis of symmetric organic disulfides via domino reactions of thioacetamide and aryl (alkyl) halides
Soleiman-Beigi, Mohammad,Hemmati, Maryam
, p. 734 - 736 (2013/12/04)
In this article, a simple, general and novel method for the synthesis of diaryl (dialkyl) disulfides from aryl (alkyl) halides is described. This is a convenient approach that involves the use of commercially available and inexpensive thioacetamide as a sulfur transfer reagent in the domino process for the synthesis of symmetric organic disulfides. Copyright
B12 Mimicry in a Weak Ligand Environment: Oxidation and Alkylation of Thiols
Chowdhury, Shantanu,Samuel, Purnima M.,Das, Indira,Roy, Sujit
, p. 1993 - 1994 (2007/10/02)
The first examples of alkylation and oxidation of thiols by cobalt in weakly coordinating ligand (MeCN) environments is presented as a mimic to B12-dependent nonenzymatic reaction.
Attempts to Synthesize Sterically Hindered Thiazyl Arenes and Their Relationship to Arylsulfenyl Nitrenes
Mayer, R.,Decker, D.,Bleisch, S.,Domschke, G.
, p. 81 - 86 (2007/10/02)
Up till now all attempts to synthesize organic thiazyl compounds in substance failed.Stabilization leads to the corresponding disulfide 2, the thioaminyl radical 7 and the sulphur diimide 8.Formally thiazyl compounds 1 and sulfenyl nitrenes 1 were resonance structures.Via sulfenyl nitrenes 1 the formation of 2, 7, 8 can be discussed.An in situ preparation of sulfenyl nitrene 1a via the sulfenyl chloride 5a, synthesized by chlorination of the disulfide 2a, and the sulfenyl azide 6a is described in detail. 1a can also be prepared from the sulfenyl amide 4a by oxidation.The structures of the radicals 7a-f and 12f are discussed.
