Morpholine Complex Research Articles

Retraction Note: A Zinc Morpholine Complex Prevents HCl/Ethanol-Induced Gastric Ulcers in a Rat Model

Retraction Note: A Zinc Morpholine Complex Prevents HCl/Ethanol-Induced Gastric Ulcers in a Rat Model

A Zinc Morpholine Complex Prevents HCl/Ethanol-Induced Gastric Ulcers in a Rat Model.

Zinc is a naturally occurring element with roles in wound healing and rescuing tissue integrity, particularly in the gastrointestinal system, where it can be detected in the mucosal and submucosal layers. Zinc chelates are known to have beneficial effects on the gastrointestinal mucosa and in cases of gastric ulcer. We synthesized complexes of zinc featuring a heterocyclic amine binding amino acids then investigated their ability to enhance the gastric self-repair. Zinc-morpholine complex, Zn(L)SCN, namely showed strong free-radical scavenging, promotion of the DNA and RNA polymerases reconstruction and suppression of cell damage. The complex’s mode of action is proposed to involve hydrogen bond formation via its bis(thiocyanato-k)zinc moiety. Zn(L)SCN complex had potent effects on gastric enzymatic activity both in vitro and in vivo. The complex disrupted the ulcerative process as demonstrated by changes in the intermediate metabolites of the oxidative pathway – specifically, reduction in the MDA levels and elevation of reduced glutathione together with an attenuation of oxidative DNA damage. Additionally, Zn(L)SCN restored the gastric mucosa, inhibited the production of pro-inflammatory cytokines (IL-6, TNF and the caspases), and preserved the gastric mucous balance. Zn(L)SCN thus exhibited anti-oxidative, anti-inflammatory and anti-apoptotic activities, all of which have cytoprotective effects on the gastric lining.

ChemInform Abstract: Palladium‐Catalyzed Suzuki—Miyaura Coupling of Aryl Sulfamates with Arylboronic Acids.

AbstractA newly synthesized NHC‐Pd(II)‐morpholine complex shows efficient catalytic activity toward Suzuki—Miyaura coupling of aryl sulfamates (I) with arylboronic acids (II) or potassium phenyltrifluoroborate (IV).

Sonochemical One-Pot Synthesis of Carbon Nanotube-Supported Rhodium Nanoparticles for Room-Temperature Hydrogenation of Arenes

Fine rhodium (Rh) nanoparticles with an average diameter of 2.5 ± 0.7 nm can be deposited uniformly on surfaces of carboxylate functionalized multiwalled carbon nanotubes (MWNTs) by a simple one-step sonochemical method in an ethanol solution containing RhCl3 and an organic reducing agent borane morpholine complex (C4H12BNO). The carbon nanotube (CNT)-supported Rh nanoparticles are highly active and reusable catalysts for hydrogenation of benzene and its derivatives at room temperature. Complete ring saturation of polycyclic aromatic hydrocarbons (PAHs) can be achieved under mild hydrogenation conditions using the Rh/MWNT catalyst that can not be done by commercially available Rh nanocatalysts. This one-pot synthesis technique provides a simple and rapid way of making highly active and recyclable CNT-supported nanocatalysts for low-temperature hydrogenation reactions.

Quantum chemical studies for oxidation of morpholine by Cytochrome P450

Since morpholine oxidation has recently been shown to involve Cytochrome P450, the study on its mechanism at molecular level using quantum chemical calculations for the model of cytochrome active site is reported here. The reaction pathway is investigated for two electronic states, the doublet and the quartet, by means of density functional theory. The results show that morpholine hydroxylation occurs through hydrogen atom abstraction and rebound mechanism. However, in the low spin state, the reaction is concerted and hydrogen atom abstraction yields directly ferric-hydroxy morpholine complex without a distinct rebound step while in quartet state the reaction is stepwise. The presence of nitrogen in a morpholine heterocycle is postulated to greatly facilitate hydrogen abstraction. The hydroxylated product undergoes intramolecular hydrogen atom transfer from hydroxy group to nitrogen, leading to the cleavage of the C–N bond and the formation of 2-(2-aminoethoxy) acetaldehyde. The cleavage of the C–N bond is indicated as the rate-determining step for the studied reaction. The assistance of explicit water molecule is shown to lower the energy barrier for the C–N bond cleavage in enzymatic environment whereas solvent effects mimicked by COSMO solvent model have minor influence on relative energies along the pathway.

Synthesis of Chiral, Half‐Sandwich Ruthenium Complexes from Weakly Coordinated Solvent Species

AbstractThe bis(acetonitrile) species 7 has been synthesized in a multistep protocol. This chiral phosphaferrocene‐containing, half‐sandwich ruthenium complex easily provides two coordination sites due to the high lability of the coordinated solvent molecules. Although complex 7 could not be isolated in pure form, it serves as a valuable starting material for the preparation of other half‐sandwich complexes with, for example, pyridine (8), tmeda (9), N‐(2‐dimethylaminoethyl)‐morpholine (10), or tricyclohexylphosphine (11) as ligands. Whereas the morpholine complex 10 was obtained as almost a 1:1 mixture of diastereomers, the mixed MeCN/PCy3 complex 11 was formed with a high level of diastereoselectivity (90% de). The molecular structures of complexes 8, 10, and the cyclopentadiene derivative 3a were determined by X‐ray diffraction. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)

Hydrogen Bonding Networks in Bis(amine)gold(I) Complexes with Disulfonylamide Anions

The use of disulfonylamines as counter-ions allows the synthesis of stable ionic gold(I) complexes with the amine ligands cyclohexylamine, benzylamine, 3-iodobenzylamine, morpholine, pyrrolidine, and piperidine. There is a considerable increase in stability for the morpholine complex compared to the previously synthesised chloro derivative; the benzylamine derivatives displayed better solubility and crystallinity than their chloro analogues. The use of silver disulfonylamine derivatives in the syntheses led in two cases to the incorporation of silver into the products, with concomitantly poor yields. Crystal structure determinations of eight complexes revealed, as expected, extensive systems of N−H···O hydrogen bonds. Amines with NH functions tend to form hydrogen-bonded chain motifs, those with NH2 as donor group form layers of linked ring patterns. It thus seems that the packing can more easily be classified in terms of influence of the cation than of the anion. Some C−H···O hydrogen bonds were also observed, but play a less important role. Aurophilic contacts were not observed, although one mixed gold/silver complex displayed short Au···Ag contacts. Of the two compounds containing iodine, only one showed short I···I contacts.

Genistein complexes with amines: structure and properties

New amine complexes of genistein in the crystal and the solution state have been studied by X-ray crystallography and by 1H and 13C NMR spectroscopy. The gas-phase structures have been modelled with ab initio quantum chemical calculations. The morpholine–genistein hydrogen bonded complex has been investigated by all the above methods whereas the triethylamine, morpholine and piperazine complexes have been investigated with 1H NOE and 13C NMR spectroscopy. The X-ray results show the genistein–morpholine complex to be formed as a result of proton transfer from the genistein OH group at position C7 to the morpholine nitrogen atom. This complex also has the lowest total energy when compared to other possible complexes. The NMR measurements in solution indicate that the protonated amine is in fast exchange between various interaction sites, the most stable complex being formed at position C7 as in the crystal. The ab initio quantum mechanical calculations show that this position is also the best for interactions. The 13C NMR chemical shifts calculated theoretically are in agreement with experimental values.

Versatility in Complexation of Six-Membered Heterocyclic Guests by Singly Bridged Triarylmethanol Hosts. X-Ray Crystal Structures and Thermal Stabilities of Inclusion Compounds with Piperidine, Thioxane/Dioxane, and Morpholine

Abstract 9-Phenylfluoren-9-ol (1), 2,7-dibromo-9-phenylfluoren-9-ol (2), and 9-phenylethynylfluoren-9-ol (3) enclathrate different six-membered heterocyclic guests involving piperidine, thioxane, dioxane, and morpholine. X-Ray crystal structure determinations of corresponding inclusion compounds [1·piperidine (1 : 1), 1·thioxane·dioxane (2 : 2 : 1), 2·morpholine (1 : 2), and 3·morpholine (1 : 1)] are reported, showing remarkable variety in the packing relations. Host compound 1 forms H-bonded 1 : 1 host : guest units with both piperidine and thioxane, but in the latter case additional dioxane guests are incorporated in the crystal, thus yielding a ternary complex. Host compound 3 is capable of forming closed loops of hydrogen bonds with full hydrogen bond saturation in its inclusion compound with morpholine, whereas in the related morpholine complex of 2 H-bonded 1 : 2 associates are created without maximal saturation of the hydrogen bonds, and with different binding modes for the two guests of the stoichiometric unit. In the crystals, the various H-bonded host-guest units are linked together by Van der Waals’ forces, occasionally supported by weak electrostatic interactions. The stabilities of the four different inclusion compounds were studied by thermal analysis indicating complex decomposition modes.

Electron addition to organic halides: an ESR study of PhC2I−

Exposure of the morpholine complex of β-iodophenylacetylene to 60Co γ-rays gave a radical exhibiting a very large hyperfine coupling to 127I which is identified as the electron addcut, PhC2I−. The unpaired electron is shown to be in the C-I σ* orbital. These results, together with others for similar σ* radicals are discussed, and it is suggested that such covalent σ* complexes (Rhal−) will only be formed when the R· radical largely retains the configuration and orbital hybridisation present in the parent molecule.

Studies on morpholine complex of palladium(II)

Studies on morpholine complex of palladium(II)

Reactions of Iodine—Amine Complexes with Unsaturated Compounds. II. An Investigation of the Scope of the Reaction with the Iodine—Morpholine Complex

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTReactions of Iodine—Amine Complexes with Unsaturated Compounds. II. An Investigation of the Scope of the Reaction with the Iodine—Morpholine ComplexPhilip L. Southwick and David R. ChristmanCite this: J. Am. Chem. Soc. 1953, 75, 3, 629–632Publication Date (Print):February 1, 1953Publication History Published online1 May 2002Published inissue 1 February 1953https://doi.org/10.1021/ja01099a032RIGHTS & PERMISSIONSArticle Views497Altmetric-Citations3LEARN ABOUT THESE METRICSArticle Views are the COUNTER-compliant sum of full text article downloads since November 2008 (both PDF and HTML) across all institutions and individuals. These metrics are regularly updated to reflect usage leading up to the last few days.Citations are the number of other articles citing this article, calculated by Crossref and updated daily. Find more information about Crossref citation counts.The Altmetric Attention Score is a quantitative measure of the attention that a research article has received online. Clicking on the donut icon will load a page at altmetric.com with additional details about the score and the social media presence for the given article. Find more information on the Altmetric Attention Score and how the score is calculated. Share Add toView InAdd Full Text with ReferenceAdd Description ExportRISCitationCitation and abstractCitation and referencesMore Options Share onFacebookTwitterWechatLinked InReddit PDF (561 KB) Get e-Alerts Get e-Alerts