The formation of inclusion complexes between styryl dyes containing a dimethylamino group or azacrown-ether residue and cucurbit[7]uril (CB[7]) in aqueous solution was studied by 1H NMR spectroscopy and quantum chemistry. The complexes are characterized by 1:1 composition and the pseudorotaxane ...
DFT calculations for the benzothiazole styryl dyes containing a benzo-18-crown-6-ether fragment and an ammonioalkyl or ammonio-p-xylylenyl substituent at the quaternary nitrogen atom of the benzothiazolium residue were carried out. The effect of the length and rigidity of the N-substituent on th...
A new series of 2‑styryl phenanthro[9,10‑d]oxazoles was readily accessible from the condensation reaction of 9,10‑phenanthroquinone with cinnamaldehydes in the presence of lactic acid. All these styryl dyes were isolated in good yields and characterized by various analytical and spectroscopic te...
The control of the energy transfer (FRET) in a novel bischromophoric styryl(pyridinium) dye bearing two different crown ether residues is presented. Complexation of the dye with metal cations allows to tune the FRET efficiency without changing the transfer direction or to switch the FRET off, wh...
A novel semicarbazone, α‒methyl trans cinnamaldehyde semicarbazone has been synthesized and characterized by elemental analysis, FT-IR, FT-Raman, NMR and UV-Visible spectral techniques. The single crystal X-ray diffraction study of the isolated crystals of the compound reveals that the compound...
Cinnamomum osmophloeum ct. cinnamaldehyde is endemic to Taiwan. It has many bioactivities and is suitable for replacing commercial cinnamons (C. zeylanicum and C. cassia) due to the high content of trans-cinnamaldehyde (CAl) with extremely low content of coumarin. To expand its application, the ...
4-Oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-1-carboxylic acid ethyl ester was obtained when TosMIC was reacted with 3-methylene-oxindole acetic acid ethyl ester. An alternative synthesis to this pyrroloquinolone was performed via a reduction of a 2,3,4-trisubstituted pyrrole obtained in turn by...
1.1. Interaction of various compounds with the 14CO2 production from [1-14C]-labelled branched-chain 2-oxo acids was studied in intact rat quadriceps muscle and liver mitochrondria.2.2. In the absence of carnitine, CoA esters of short-chain and branched-chain fatty acids, CoA and acetyl-l-carnit...
Asymmetric synthesis of the novel highly sterically constrained (2S,3S)-3-methyl-3-trifluoromethyl- and (2S,3S,4R)-3-trifluoromethyl-4-methylpyroglutamic acids has been developed via diastereoselective Michael addition reactions between a Ni(II) complex of the chiral non-racemic Schiff base of g...
The first enantioselective variant of the phosphine-promoted [3+2] cycloaddition reaction between allenoates and 2-aryl-1,1-dicyanoethylenes has been developed. The use of (S)-t-butyl-Binepine as the chiral organocatalyst allows the synthesis of functionalized cyclopentenes with both aryl and he...
A dual stable isotope-based GC-MS method was developed for the simultaneous determination of two metabolites of mebeverine, mebeverine alcohol and desmethylmebeverine alcohol, in human plasma. Plasma samples were treated with β-glucuronidase to cleave the glucuronide conjugates of both compound...
A new simple, rapid and sensitive high pressure liquid chromatography-tandem mass spectrometry (HPLC–MS/MS) method was developed and validated for simultaneous analysis of mebeverine metabolites as: mebeverine alcohol (MAL), mebeverine acid (MAC) and desmethylmebeverine acid (DMAC) in human pla...
In a previous paper, some 15 compounds were positively identified among the products of thermal degradation of bisphenol-A diglycidyl ether. The structures of an additional 22 compounds, all aromatic, were speculated upon on the basis of mass spectral analysis. In the present paper, mechanisms a...
The synthetic utilities of 2′,3′-ene-2′-phenylselenones 12 and 13 as synthetic equivalent of a dication [CH2+-CH2+] 5 have been demonstrated. They act as Michael acceptors, and undergo conjugate addition reactions at C-3′ with various sulfur, nitrogen, oxygen and carbon nucleophiles giving v...
β-d-Uridine protected human granulocyte-macrophage lineage cells in both semi-solid (granulocyte-macrophage colony-forming units, CFU-GM) and liquid cultures against the toxic effects of 3′-azido-3′-deoxythymidine (AZT), 3′-fluoro-3′-deoxythymidine (FLT) and a combination of AZT and FLT, wi...
The degradation pattern of the N-oxides of various tertiary aminouridines is established. The N-oxide of 3′-deoxy-3′-morpholino-arauridine generated double bonds in the carbohydrate moiety without much selectivity, whereas epimino uridine N-oxides generated only d4U. Oxazolidine derivatives we...
One hundred and fifty analogues of uridine, with various modifications to the uracil and pentose moieties, have been tested and compared with uridine with respect to their potency to bind to uridine phosphorylase (UrdPase, EC 2.4.2.3) from Toxoplasma gondii. The effects of the α- and β-anomers...
Epimeric 5′-(RS) dialkyl 3′-deoxy-3′,4′-didehydro-5′-C-phosphonates were prepared by nucleophilic addition of various dialkyl phosphites to 3′-deoxy-3′,4′-didehydronucleoside-5′-aldehydes. Whereas direct NMR configuration assignment for the C5′ atom bearing the phosphoryl and hydroxy g...
We explored the influence of modifications of uridine 5′-methylenephosphonate on biological activity at the human P2Y2 receptor. Key steps in the synthesis of a series of 5-substituted uridine 5′-methylenephosphonates were the reaction of a suitably protected uridine 5′-aldehyde with [(dietho...
Cycloaddition of diazomethane with 3′-deoxy-3′-methylene- and 4′,5′-didehydro-5′-deoxynucleoside derivatives followed by sensitized photochemical extrusion of nitrogen provided the previously unreported 3′- and 4′-spirocyclopropane nucleoside derivatives. Enhancement of the cycloaddition ...
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