Comparison of Aqueous and 1-Octanol Solubility as well as Liquid–Liquid Distribution of Acyclovir Derivatives and Their Complexes with Hydroxypropyl-β-Cyclodextrin

The aim of the presented work is the comparison of aqueous and 1-octanol solubilities of different acyclovir derivatives and their hydroxypropyl-β-cyclodextrin inclusion complexes. The solubility measurements were carried out at different temperatures over the range 25–45 °C using water, 1-octanol, water saturated with 1-octanol, 1-octanol saturated with water, buffered aqueous solutions (pH = 5.5 and 7.0) and buffered aqueous solutions containing cyclodextrin as solvents. The aqueous solubilities of the compounds are very low but may be enhanced by complexation with hydroxypropyl-β-cyclodextrin, especially if the acyclovir derivatives have aromatic groups which may be included in the cyclodextrin cavity. The values of 1-octanol–water partition coefficients of acyclovir derivatives, obtained using extraction experiments, showed a similar sequence as the solubility results in 1-octanol. Additionally, some molecular mechanics and molecular dynamic calculations were performed to determine optimized structures of acyclovir derivative complexes with β-cyclodextrin treated as a model.     

Synthesis, radiochemistry and stability of the conjugates of technetium-99m complexes with Substance P

Two types of technetium-99m complexes: (i) with the Hynic ligand linked to Substance P(1–11) and (ii) of the type ‘4 + 1’ consisting of tetradentate tripodal chelator tris(2-mercaptoethyl)-amine and monodentate isocyanide ligand previously coupled with Substance P(1–11), have been prepared on the n.c.a. scale. The obtained conjugates exhibit different lipophilicity and high stability in neutral aqueous solutions, even in the presence of excess concentration of histidine/cysteine competitive standard ligands. The conjugate (^99mTc(NS₃)(CN))₂–SP containing two technetium-99m species in the molecule may be expected to be an extremely good diagnostic radiopharmaceutical.     

An approach for disaccharide chiron synthesis using a Ferrier-type rearrangement

We report a new approach for the synthesis of new chiral synthons in which two unsaturated sugars are linked via a glycosidic bond. The di-unsaturated disaccharide can be further functionalized using effective, highly selective methods and used in convergent syntheses of relatively complex glycoconjugates. Our approach utilizes in situ generation of active glycosyl donors via Ferrier-type rearrangement under phase-transfer conditions and subsequent reaction with a nucleophile.     

Synthesis of Some Aminophosphonates Bearing N‐(Fluorophenyl)‐piperazynyl Moiety and Their Activity toward Serotonin Receptors

Syntheses of a series of compounds bearing a 1‐(fluorophenyl)piperazin‐4‐ylmethyl moiety, namely dialkyl 1‐(fluorophenyl)piperazin‐4‐ylmethyl phosphonates 3a–f , diethyl 2‐[1‐(fluorophenyl)piperazin‐4‐yl]‐ethyl phosphonates 4a,b , diethyl 3‐[1‐(4‐fluorophenyl)‐piperazin‐4‐yl]‐propyl phosphonate 5 , and di[1‐(fluorophenyl)piperazin‐4‐yl]methanes 6a,b were performed, and some of them were screened for their affinity for serotonin 5‐HT_1A, 5‐HT₆, and 5‐HT₇ receptors. Moderate interactions with these receptors were demonstrated.     

Direct experimental limit on neutron-mirror-neutron oscillations

In case a mirror world with a copy of our ordinary particle spectrum would exist, the neutron n and its degenerate partner, the mirror neutron n', could potentially mix and undergo nn' oscillations. The interaction of an ordinary magnetic field with the ordinary neutron would lift the degeneracy between the mirror partners, diminish the n' amplitude in the n wave function and, thus, suppress its observability. We report an experimental comparison of ultracold neutron storage in a trap with and without superimposed magnetic field. No influence of the magnetic field is found and, assuming negligible mirror magnetic fields, a limit on the oscillation time taunn' > 103 s (95% C.L.) is derived.     

Experimental evidence of chiral crown ether complexation with aromatic amino acids

The complexation of L ‐ and D ‐enantiomers of phenylglycine, phenylalanine, and tryptophan with D ‐mannonaphto‐crown‐6‐ether in methanol solution was studied by NMR and isothermal titration calorimetry (ITC) at 298.15 K. The total heat effects attributed to the binding phenomena were measured in the range of 1.8 to 7.7 mJ, and the complexation was found stereo‐specific. The binding topologies were estimated basing on ¹H 2D‐ROESY experiments. The analysis of Job plots obtained from ¹H NMR‐monitored titrations proved the coexistence of 1:1 and 1:2 (crown ether:amino acids) complexes, which thermodynamic parameters, K_s, ΔG, ΔH°, and TΔS were determined with the aid of ITC. The 1:1 complexes were found enthalpically stabilized, generally by electrostatic interactions between the charged NH group of amino acid and crown ether macrocyclic moiety, while the binding of the second amino acid molecule was driven entropically due to solvatophobic effect. Strong enthalpy–entropy compensation points towards the uniform binding mode of all complexes studied. The mode of complex formation was found solvent dependent. For phenylalanine guest studied in various solvent systems, in contrast to the aqueous media, the noticeable chiral recognition is observed in methanol solution, and the complex stoichiometry (1:2 ether:Phe) differs from the 2:1 one, determined previously for the same host‐guest system in water (J. Thermal. Anal. Cal. 2006; 83: 575–578). Copyright © 2007 John Wiley & Sons, Ltd.     

Effect of Magnetic Co–CoO Particles on the Carrier Transport in Monolayer Graphene

Physics of the Solid State - Electrodeposition of cobalt on monolayer graphene synthesized by chemical vapor deposition produces Co–CoO/graphene composite structures, which is accompanied by...