Kaempferol and kaempferol rhamnosides with depigmenting and anti-inflammatory properties

The objective of this study was to examine the biological activity of kaempferol and its rhamnosides. We isolated kaempferol (1), a-rhamnoisorobin (2), afzelin (3), and kaempferitrin (4) as pure compounds by far-infrared (FIR) irradiation of kenaf (Hibiscus cannabinus L.) leaves. The depigmenting and anti-inflammatory activity of the compounds was evaluated by analyzing their structure-activity relationships. The order of the inhibitory activity with regard to depigmentation and nitric oxide (NO) production was kaempferol (1) > a-rhamnoisorobin (2) > afzelin (3) > kaempferitrin (4). However, a-rhamnoisorobin (2) was more potent than kaempferol (1) in NF-kB-mediated luciferase assays. From these results, we conclude that the 3-hydroxyl group of kaempferol is an important pharmacophore and that additional rhamnose moieties affect the biological activity negatively.     

Dimesogenic liquid crystal consisting of cholesterol and Schiff base moieties: dependence of LC properties on the spacer length and fluorination of the alkoxy tails

The liquid crystalline properties of two series of non‐symmetric liquid crystal dimers consisting of cholesterol and Schiff base moieties interconnected by ω‐oxyalkanoyl spacers of varying length are compared: one series (SBOC‐ n ) carry the octyloxy tail on the Schiff base mesogen, and the other (SBOF‐ n ) a perfluoroheptylmethyloxy tail. In general, compounds with the fluorinated alkoxy tail exhibited mesophases over a much wider temperature range than those with the alkoxy tail. The latter series favoured the formation of more diverse mesophases than the former. SBOC‐4, ‐5 and ‐7, and SBOF‐4, ‐5 and ‐10 formed the chiral smectic C phase.     

The application of an in situ karyotyping technique for mesenchymal stromal cells: a validation and comparison study with classical G-banding

The cytogenetic analysis of mesenchymal stromal cells (MSCs) is essential for verifying the safety and stability of MSCs. An in situ technique, which uses cells grown on coverslips for karyotyping and minimizes cell manipulation, is the standard protocol for the chromosome analysis of amniotic fluids. Therefore, we applied the in situ karyotyping technique in MSCs and compared the quality of metaphases and karyotyping results with classical G-banding and chromosomal abnormalities with fluorescence in situ hybridization (FISH). Human adipose- and umbilical cord-derived MSC cell lines (American Type Culture Collection PCS-500-011, PCS-500-010) were used for evaluation. The quality of metaphases was assessed by analyzing the chromosome numbers in each metaphase, the overlaps of chromosomes and the mean length of chromosome 1. FISH was performed in the interphase nuclei of MSCs for 6q, 7q and 17q abnormalities and for the enumeration of chromosomes via oligo-FISH in adipose-derived MSCs. The number of chromosomes in each metaphase was more variable in classical G-banding. The overlap of chromosomes and the mean length of chromosome 1 as observed via in situ karyotyping were comparable to those of classical G-banding (P=0.218 and 0.674, respectively). Classical G-banding and in situ karyotyping by two personnel showed normal karyotypes for both cell lines in five passages. No numerical or structural chromosomal abnormalities were found by the interphase-FISH. In situ karyotyping showed equivalent karyotype results, and the quality of the metaphases was not inferior to classical G-banding. Thus, in situ karyotyping with minimized cell manipulation and the use of less cells would be useful for karyotyping MSCs.     

Atomic force microscopic studies of novel arborescent block and linear triblock polystyrene-polyisobutylene copolymers

This paper reports the investigation of the nanostructured surface morphology of novel arborescent polyisobutylene-block-polystyrene (PIB-PS) copolymers, in comparison with linear PS-PIB-PS triblock copolymers, using atomic force microscopy (AFM) in tapping mode. Arborescent PIB-PS samples displayed interesting new phase morphologies, which changed dramatically upon annealing but remained irregular. Linear PS-PIB-PS samples showed morphologies similar to those previously found by transmission electron microscopy (TEM) in cryomicrotomed bulk samples, ranging from spherical/cylindrical to lamellar nanometer-sized discreet PS phases dispersed in a continuous PIB matrix. Annealing the samples resulted in more ordered structures.Three-dimensional AFM image and section analysis indicated a height difference between PIB and PS in the block copolymers, which became more prominent during annealing. This feature was verified on compression moulded and protein coated samples. The arborescent PIB-PS materials displayed thermoplastic elastomeric behaviour with a tensile strength between 7 and 10 MPa and elongation ranging from 1000% to 1830%. In comparison, linear triblock samples had a tensile strength between 7 and 20 MPa and elongation ranging from 380% to 640%. Block copolymers with irregular elastomeric midsegments may emerge as a new class of TPEs.     

Adhesion of bacterial exopolymers to alpha-FeOOH: inner-sphere complexation of phosphodiester groups

Extracellular polymeric substances (EPS) constitute a heterogeneous mixture of polyelectrolytes that mediate biomineralization and bacterial adhesion and stabilize biofilm matrixes in natural and artificial environments. Although nucleic acids are exuded extracellularly and are purported to be required for biofilm formation, direct evidence of the active mechanism is lacking. EPS were extracted from both Bacillus subtilis (a gram-positive bacterium) and Pseudomonas aeruginosa (a gram-negative bacterium) and their interaction with the goethite (alpha-FeOOH) surface was studied using attenuated total internal reflection infrared spectroscopy. Correspondence between spectral data and quantum chemical calculations demonstrate that phosphodiester groups of nucleic acids mediate the binding of EPS to mineral surfaces. Our data indicate that these groups emerge from the EPS mixture to form monodentate complexes with Fe centers on the goethite (alpha-FeOOH) surface, providing an energetically stable bond for further EPS or cell adhesion.     

Halogen-substituted thiophenol molecules on Cu(111)

Para-halosubstituted thiophenols (X-TPs, where X is Br, Cl, or F) form ordered islands and monolayers on Cu(111) at temperatures as low as 81 K. At incomplete coverages, all X-TPs adsorb with the dehydrogenated thiol group attached to the substrate and the substituted ring inclined toward the surface, as verified experimentally and theoretically. The structure of ordered islands has a pronounced dependence on the nature of the halogen substituent: while unsubstituted TP and pentafluoro-TP molecules do not self-assemble into extended ordered patterns at 81 K, X-TP molecules form a range of different structures which depend both on the size and electronegativity of the substituent, as well as on the coverage.     

Complex Forming Ability of a Family of Isolated Cyclosophoraoses with Ergosterol and Its Monte Carlo Docking Computational Analysis

Neutral cyclosophoraoses (unbranched cyclic -1,2-d-glucans) produced by the Rhizo-bium meliloti 2011 were prepared by size exclusion and anion-exchange chromatographic techniques. The degree of polymerization (DP) of isolated cyclosophoraoses was determined by matrix associated laser desorption/ionization mass spectrometry (MALDI/MS) techniques. A family of purified neutral cyclosophoraoses (DP 17–27) was used as a host for the inclusion complexation with hardly soluble ergosterol. High performance liquid chromatographic (HPLC) analysis showed that it induced much enhanced solubility of ergosterol compared to -cyclodextrin. In order to understand the molecular basis of the complex forming ability of cyclosophoraoses, a Monte Carlo (MC) docking-minimization method was used for host-guest complex formation of cyclosophoraoses or -cyclodextrin with ergosterol. From the MC simulation we propose the `hand-shake' mechanism for complexation of cyclosophoraoses with ergosterol.     

A new caffeoyl quinic acid from aster scaber and its inhibitory activity against human immunodeficiency virus-1 (HIV-1) integrase

The phytochemical study of the aerial parts of Aster scaber Thunb. (Asteraceae) yielded a new caffeoyl quinic acid, (-) 3,5-dicaffeoyl-muco-quinic acid (2) and three known compounds, (-) 3,5-dicaffeoyl quinic acid (1), (-) 4,5-dicaffeoyl quinic acid (3), (-) 5-caffeoyl quinic acid (4). The structures were established by high resolution spectroscopic methods. The antiviral effects against HIV-1 integrase of the compounds was evaluated. (-) 3,5-Dicaffeoyl-muco-quinic acid (2) exhibited potent antiviral activity with an IC50 value of 7.0 +/- 1.3 microg/ml.