Hydrogen bonding of aromatic amines in hydroxylic solvents 2. Absorption and emission spectroscopy of substituted 7-aminocoumarins and 7-aminocarbostyrils

The absorption and fluorescence spectra of 7-aminocoumarins and 7-aminocarbostyrils with different degrees of alkylation were studied in 2-propanol (IP), polyfluorinated alcohols and water. The spectral properties of substituted 7-aminocoumarins and 7-aminocarbostyrils in hexafluoro-2-propanol (HFP) are very different from those in 2-propanol due to the strong hydrogen-bonding (HB) interaction between the solute and the solvent (HFP). The spectral behaviour can be explained in terms of the strength of the HB interaction which depends on the degree of alkylation of the amino group and the electron affinity of the electron-accepting moiety. The absorption spectra indicate that a structural change at the amino nitrogen is induced on formation of strong hydrogen bonds.     

A practical synthesis of (−)-kazusamycin A (revised)

We describe herein a stereo-controlled and practical synthesis of three key building blocks, namely Segment AB′, Segment D, and Segment E′ needed for the total synthesis of (−)-kazusamycin A.     

Mimocin,a new isoquinolinequinone antibiotic

A new isoquinolinequinone antibiotic, mimocin(2), has been isolated from the strain of Streptomyces lavendulae. The structure of mimocin has been deduced from mass and PMR spectral data and confirmed by its synthesis.     

Practical preparation of N-(1-Alkynyl)sulfonamides and their remote diastereoselective addition to aldehydes via titanation

Aliphatic and aromatic sulfonamides were alkynylated with 1-bromo-1-alkynes in the catalytic presence of CuI to give N-(1-alkynyl)sulfonamides in good to excellent yields. The acetylene-titanium complexes generated from N-(1-alkynyl)benzosultams underwent diastereoselective addition to aldehydes. [reaction: see text]     

Application of 1-alkylamines to a liquid chromatographic/turbo ionspray tandem mass spectrometric method for quantifying metabolites of a new bone anabolic agent,TAK-778, in human serum

We investigated the application of alkylamines, as additives to the mobile phase, to a quantification method for the metabolites, M-III and M-IV, of TAK-778, which is a new bone anabolic agent, in human serum using liquid chromatography/tandem mass spectrometry (LC/MS/MS). Prior to setting up the analytical method, we found that 1-alkylamines co-existing with M-III and M-IV in the turbo ionsprayed solution formed 1-alkylammonium adduct molecules of these metabolites during the ionization process, and the abundance of the adduct ions was considerably higher than that of protonated molecules ([M + H](+)s) of these metabolites. Based on these findings, we investigated a variety of 1-alkylamines and their spiked concentrations in the mobile phase for LC/MS/MS analysis to obtain higher sensitivities for the quantification of these metabolites. After these examinations, we found that 1-hexylamine at a final concentration of 0.05 mmol l(-1) was the most suitable additive for the mobile phase, and set the selected reaction monitoring (SRM) ions for the 1-hexylammonium adduct molecule and [M + H](+), allowing about a fivefold gain in the SRM chromatographic peak compared with that without 1-hexylamine. The adduct ion was considered to be formed by interaction between the amino group of 1-hexylamine and the phosphoryl group of M-III and M-IV. The internal standard (I.S.) used was deuterated M-III for each metabolite. The analytes and I.S. were extracted with diethyl ether from serum samples at neutral pH and injected into the LC/MS/MS system with a turbo ionspray interface. The limit of quantification for both analytes was 0.5 ng ml(-1) when 0.1 ml of serum was used, and the calibration curves were linear in the range 0.5-100 ng ml(-1). The method was precise; the intra- and inter-day precisions of the method were not more than 5.6%. The accuracy of the method was good, with deviations between added and calculated concentrations of M-III and M-IV being typically within 16.6%. This method provided reliable pharmacokinetic data for M-III and M-IV after the intramuscular administration of TAK-778 sustained-release formulation in humans.     

The effect of bath pH on electrodeposition and corrosion properties of ternary Fe-W-Zn alloy platings

Journal of Solid State Electrochemistry - As a new trial to improve the corrosion resistance of the Fe-W alloy platings, Fe-W alloys incorporating a small amount of Zn, namely novel ternary Fe-W-Zn...